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NCERT Solutions for Class 12 Chemistry Chapter 8 Aldehydes Ketones and Carboxylic Acids

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Class 12 Chapter 8 Aldehydes Ketones and Carboxylic Acids NCERT Solutions FREE PDF Download

Unlock the full potential of your Chemistry studies with Vedantu’s Class 12 NCERT Solutions for Chapter 8: Aldehydes, Ketones, and Carboxylic Acids. This FREE PDF download provides detailed answers and step-by-step explanations for all the questions in the NCERT textbook. Aldehydes ketones and Carboxylic acids NCERT solutions illuminate the importance of organic compounds, nature and the need in everyday life, It forms the backbone of many biochemical processes and industrial applications. Aldehyde and ketone NCERT solutions allow meticulous study, learners uncover the diverse reactivity patterns, synthesis methods, and functional group interplay inherent in these compounds. 

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Table of Content
1. Class 12 Chapter 8 Aldehydes Ketones and Carboxylic Acids NCERT Solutions FREE PDF Download
2. Quick Insights of Aldehydes, Ketones and Carboxylic Acids NCERT Solutions
3. Access NCERT Solution for Aldehydes Ketones and Carboxylic Acids NCERT Solutions
4. Class 12 Chemistry Chapter 8 Quick Overview of Topics
5. Some Important Highlights of Aldehydes, Ketones, and Carboxylic Acid NCERT Solutions 
6. Related Study Materials for Chemistry Class 12 Chapter 8 NCERT Solutions
7. NCERT Solutions For Class 12 Chemistry | Chapter-wise Links
8. Related Links for Class 12 Chemistry NCERT Solutions
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Download your FREE PDF for Class 12 NCERT Solutions for Aldehydes ketones and Carboxylic acids today to embark on a journey through the realm of organic molecules. The PDFs are created by Vedantu Master Teachers by referring to the updated NCERT Syllabus for Class 12 Chemistry


Quick Insights of Aldehydes, Ketones and Carboxylic Acids NCERT Solutions

  • Aldehyde ketone and carboxylic acid NCERT Solutions will give you insights about the General Introduction: Aldehydes and Ketones: Nomenclature, nature of carbonyl group, methods of preparation, physical and chemical properties.

  • The Aldehyde ketone and carboxylic acid solution section will give you crisp learnings on mechanisms of nucleophilic addition, the reactivity of alpha hydrogen in aldehydes, and uses. 

  • The understanding related to topics like the Carboxylic Acids: Nomenclature, acidic nature, methods of preparation, physical and chemical properties; and uses.

  • Using these class 12 chemistry aldehyde ketone and carboxylic acids exercises can help students analyse their level of preparation and understanding of concepts.

  • ch 8 chemistry class 12 NCERT Solutions topics are included according to the revised academic year 2024-25 syllabus.

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Access NCERT Solution for Aldehydes Ketones and Carboxylic Acids NCERT Solutions

NCERT Exercise

1. What is meant by the following terms? Give an example of the reaction in each case.

(i) Cyanohydrin

Ans: Cyanohydrins are organic, RR′(OH)CN chemicals, where R and R′s may be either alkyl or aryl.

In the presence of excess sodium cyanide (NaCN) as a catalyst in the field of cyanohydrin, aldehydes and ketones react with hydrogen cyanide (HCN). These are called cyanohydrins reactions. The reaction is given below:


Cyanohydrin


(ii) Acetal

Ans: Acetals are gem-dialcoxy alkanes in which the terminal carbon atom consists of two alcohol groups. There are connections between one bond and an alkyl group and the other with a hydrogen atom.


Acetal


When two monohydric alcohol equivalents are treated with dry HCl gas, the hemiacetals are generated which react further with another alcohol molecule to form acetal. The reaction is given below:


When two monohydric alcohol equivalents are treated with dry HCl gas


(iii) Semicarbazone

Ans: Semicarbazones are products of the condensation process of aldehydes and ketones generated by ketone or aldehyde and semicarbazide.  An example of the formation of semicarbazone is given below:


Semicarbazone


(iv) Aldol

Ans: An aldol is recognised to be a $\text{ }\!\!\beta\!\!\text{ -hydroxy}$ aldehyde or ketone. The condensation process in the presence of a base is generated between two molecules of one or two distinct aldehydes or ketones. An example of the formation of aldol is given below:


Aldol


(v) Hemiacetal

Ans: We can say that $\text{ }\!\!\alpha\!\!\text{ -alkoxyalcohols}$ are known as hemiacetals. In the presence of dry HCl gas, aldehyde interacts with a single molecule of monohydric alcohol. The reaction is given below:


Hemiacetal


(vi) Oxime

Ans: Oximes have the common formula of RR′CNOH where R is an organic side chain, and R′ is hydrogen or organic side chain. Oximes are organic chemicals. If R′ is H, the aldoxime is known and R′ is known as ketoxime if it is an organic side chain.


Oxime


Aldehydes or ketones from oximes are treated with hydroxylamine in a slightly acidic media. The reaction is given below:


ketones from oximes are treated with hydroxylamine in a slightly acidic media


(vii) Ketal

Ans: Ketals are gemodioxyalcanes in which the chain contains two alcoholic groups on the same carbon atom. The other two carbon bonds are linked to two groups of alkyles. In the presence of HCl dry gas, ketones react with ethylene glycol to a cyclic compound called ethylene glycol ketals. An example of the formation of a ketal is given below:


Ketal


(viii) Imine

Ans: Imines are chemicals that have a double bond of carbon-nitrogen. Imines are generated when ammonia and its derivatives are reacted by aldehydes and ketones. The reaction is given below:


Imine


(ix) 2,4-DNP-derivative

Ans: 2, 4−dinitrophenylhydrazones 2, 4−DNP− derivatives that are made using 2, 4−dinitrophenylhydrazine in a low acidic medium in the case of aldehydes or ketones. The reaction is given below:


2,4-DNP-derivative


(x) Schiff’s base

Ans: The Schiff's base (or azomethine) is a chemical molecule that has an aryl or alkyl group, but not hydrogen, carbon-nitrogen twice the atom of nitrogen. They have the usual R1R2C=NR3 formulation. As it is an imine and it is named after Hugo Schiff, a physicist. The reaction is given below:


Schiff’s base


2. Name the following compounds according to IUPAC system of nomenclature:

(i) $\text{C}{{\text{H}}_{\text{3}}}\text{CH(C}{{\text{H}}_{\text{3}}}\text{)C}{{\text{H}}_{\text{2}}}\text{C}{{\text{H}}_{\text{2}}}\text{CHO}$ 

Ans: The IUPAC name of the given compound is 4-Methylpentanal.

(ii) $\text{C}{{\text{H}}_{\text{3}}}\text{C}{{\text{H}}_{\text{2}}}\text{COCH(}{{\text{C}}_{\text{2}}}{{\text{H}}_{\text{5}}}\text{)C}{{\text{H}}_{\text{2}}}\text{C}{{\text{H}}_{\text{2}}}\text{Cl}$ 

Ans: The IUPAC name of the given compound is 6-Chloro-4-ethylhexan-3-one.

(iii) $\text{C}{{\text{H}}_{\text{3}}}\text{CH=CHCHO}$ 

Ans: The IUPAC name of the given compound is But-2-en-1-al.

(iv) $\text{C}{{\text{H}}_{\text{3}}}\text{COC}{{\text{H}}_{\text{2}}}\text{COC}{{\text{H}}_{\text{3}}}$ 

Ans: The IUPAC name of the given compound is Pentan-2,4-dione.

(v) $\text{C}{{\text{H}}_{\text{3}}}\text{CH(C}{{\text{H}}_{\text{3}}}\text{)C}{{\text{H}}_{\text{2}}}\text{C(C}{{\text{H}}_{\text{3}}}{{\text{)}}_{\text{2}}}\text{COC}{{\text{H}}_{\text{3}}}$ 

Ans: The IUPAC name of the given compound is 3,3,5-Trimethylhexan-2-one.

(vi) ${{\text{(C}{{\text{H}}_{\text{3}}}\text{)}}_{\text{3}}}\text{CC}{{\text{H}}_{\text{2}}}\text{COOH}$ 

Ans: The IUPAC name of the given compound is 3, 3-Dimethylbutanoic acid.

(vii) $\text{OHC}{{\text{C}}_{\text{6}}}{{\text{H}}_{\text{4}}}\text{CHO-p}$ 

Ans: The IUPAC name of the given compound is Benzene-1,4-dicarbaldehyde.

3. Draw the structures of the following compounds:

(i) 3-Methylbutanal

Ans: The structure of 3-Methylbutanal is given below:


3-Methylbutanal


(ii) p-Nitropropiophenone

Ans: The structure of p-Nitropropiophenone is given below:


p-Nitropropiophenone


(iii) p-Methylbenzaldehyde

Ans: The structure of p-Methylbenzaldehyde is given below:


p-Methylbenzaldehyde


(iv) 4-Methylpent-3-en-2-one

Ans: The structure of 4-Methykpent-3-en-2-one is given below:


4-Methylpent-3-en-2-one


(v) 4-Chloropentan-2-one

Ans: The structure of 4-Chloropentan-2-one is given below:


4-Chloropentan-2-one


(vi) 3-Bromo-4-phenylpentanoic acid

Ans: The structure of 3-Bromo-4-phenylpentanoic acid is given below:


3-Bromo-4-phenylpentanoic acid


(vii) p,p’-Dihydroxybenzophenone

Ans: The structure of p,p’-Dihydroxybenzophenone is given below:


p,p’-Dihydroxybenzophenone


(viii) Hex-2-en-4-ynoic acid

Ans: The structure of Hex-2-en-4-ynoic acid is given below:


Hex-2-en-4-ynoic acid


4. Write the IUPAC names of the following ketones and aldehydes. Whenever possible, give also common names.

(i) $\text{C}{{\text{H}}_{\text{3}}}\text{CO(C}{{\text{H}}_{\text{2}}}{{\text{)}}_{\text{4}}}\text{C}{{\text{H}}_{\text{3}}}$ 

Ans: The IUPAC name of the given compound is Heptan-2-one and its common name is Methyl n-pentyl ketone.

(ii) $\text{C}{{\text{H}}_{\text{3}}}\text{C}{{\text{H}}_{\text{2}}}\text{CHBrC}{{\text{H}}_{\text{2}}}\text{CH(C}{{\text{H}}_{\text{3}}}\text{)CHO}$ 

Ans: The IUPAC name of the given compound is 4-Bromo-2-methylhexanal and its common name is $\text{ }\!\!\gamma\!\!\text{ -Bromo- }\!\!\alpha\!\!\text{ -methylcaproaldehyde}$

(iii) $\text{C}{{\text{H}}_{\text{3}}}{{\text{(C}{{\text{H}}_{\text{2}}}\text{)}}_{\text{5}}}\text{CHO}$ 

Ans: The IUPAC name of the given compound is Heptanal.

(iv) $\text{Ph-CH=CH-CHO}$ 

Ans: The IUPAC name of the given compound is 3-Phenylprop-2-enal and its common name is beta-phenylacrolein.

(v)

3-Phenylprop-2-enal and its common name is beta-phenylacrolein


Ans: The IUPAC name of the given compound is Cyclopentanecarbaldehyde and its common name is also Cyclopentanecarbaldehyde.

(vi) PhCOPh

Ans: The IUPAC name of the given compound is Diphenylmetthanone and its common name is Benzophenone.

5. Draw structures of the following derivatives.

(i) The 2,4-dinitrophenylhydrazone of benzaldehyde

Ans: The structure of derivative of 2,4-dinitrophenylhydrazone of benzaldehyde will be:


The 2,4-dinitrophenylhydrazone of benzaldehyde


(ii) Cyclopropanone oxime

Ans: The structure of derivative of Cyclopropanone oxime is given below:


Cyclopropanone oxime


(iii) Acetaldehyde Dimethyl Acetal

Ans: The structure of derivative of Acetaldehyde Dimethyl Acetal is given below:


Acetaldehyde Dimethyl Acetal


(iv) The semicarbazone of cyclobutanone

Ans: The structure of derivative of the semicarbazone of cyclobutanone is given below:


The semicarbazone of cyclobutanone


(v) The ethylene ketal of hexan-3-one

Ans: The structure of derivative of the ethylene ketal of hexan-3-one is given below:


The ethylene ketal of hexan-3-one


(vi) The methyl hemiacetal of formaldehyde

Ans: The structure of derivative of the methyl hemiacetal of formaldehyde is given below:


The methyl hemiacetal of formaldehyde


6. Predict the products formed when cyclohexanecarbaldehyde reacts with following reagents.

(i) PhMgBr and then ${{\text{H}}_{\text{3}}}{{\text{O}}^{\text{+}}}$ 

Ans: The product in this reaction will be Cyclohexyl Phenyl Carbinol. The reaction is given below:


Cyclohexyl Phenyl Carbinol


(ii) Tollens’ reagent

Ans: The product formed in this reaction is Cyclohexane-carboxylate ion. The reaction is given below:


Tollens’ reagent


(iii) Semicarbazide and weak acid

Ans: The product formed in this reaction is Cyclohexanecarbaldehyde semicarbazone. The reaction is given below:


Semicarbazide and weak acid


(iv) Excess ethanol and acid

Ans: The product formed in this reaction is Cyclohexanecarbaldehyde diethyl acetal. The reaction is given below:


Excess ethanol and acid


(v) Zinc amalgam and dilute hydrochloric acid.

Ans: The product formed in this reaction will be Methylcyclohexane. The reaction is given below:


Zinc amalgam and dilute hydrochloric acid


7. Which of the following compounds would undergo aldol condensation, which the Cannizzaro reaction and which neither? Write the structures of the expected products of aldol condensation and Cannizzaro reaction.

  1. Methanal

  2. 2-Methylpentanal

  3. Benzaldehyde

  4. Benzophenone

  5. Cyclohexanone

  6. 1-Phenylpropanone

  7. Phenylacetaldehyde

  8. Butan-1-ol

  9. 2, 2-Dimethylbutanal

Ans: Aldehydes and ketones having at least one $\text{ }\!\!\alpha\!\!\text{ -hydrogen}$ undergo aldol condensation. The compounds (ii) 2−methylpentanal, (v) cyclohexanone, (vi) 1-phenylpropanone, and (vi) phenylacetaldehyde contain one or more $\text{ }\!\!\alpha\!\!\text{ -hydrogen}$atoms. Therefore, these undergo aldol condensation.

The product formed by the aldol condensation of 2-Methylpentanal is 3-Hydroxy-2,4-dimethyl-2-propylheptanal. The reaction is given below:


3-Hydroxy-2,4-dimethyl-2-propylheptanal


The product formed by the aldol condensation of cyclohexanone is 2-(1-Hydroxy-1-cyclohexyl)cyclohexane-1-one. The reaction is given below:


2-(1-Hydroxy-1-cyclohexyl)cyclohexane-1-one


The product formed by the aldol condensation of 1-Phenylpropanone is 3-Hydroxy-2-methyl-1,3-diphenylpentan-1-one. The reaction is given below:


3-Hydroxy-2-methyl-1,3-diphenylpentan-1-one


The product formed by the aldol condensation of Phenylacetyladehyde is 3-Hydroxy-2,4-diphenylbutanal. The reaction is given below:


3-Hydroxy-2,4-diphenylbutanal


Aldehydes having no $\text{ }\!\!\alpha\!\!\text{ -hydrogen}$ atoms undergo Cannizzaro reactions. The compounds (i) Methanal, (iii) Benzaldehyde, and (ix) 2, 2-dimethylbutanal do not have any $\text{ }\!\!\alpha\!\!\text{ -hydrogen}$.Therefore, these undergo cannizzaro reactions.

The products formed by the Cannizaro reaction of methanal are methanol and sodium methanoate. The reaction is given below:

\[\text{2 HCHO }\xrightarrow{\text{conc}\text{. NaOH}}\text{ C}{{\text{H}}_{\text{3}}}\text{OH + HCOONa}\] 

The products formed by the Cannizaro reaction of benzaldehyde are benzyl alcohol and sodium benzoate. The reaction is given below:


benzyl alcohol and sodium benzoate


The products formed by the Cannizaro reaction of 2,2-Dimethylbutanol are benzyl alcohol and sodium benzoate. The reaction is given below:


benzyl alcohol and sodium benzoate


Compound (iv) Benzophenone is a ketone having no α-hydrogen atom and compound (viii) Butan-1-ol is an alcohol. Hence, these compounds do not undergo either aldol condensation or cannizzaro reactions.

8. How will you convert ethanal into the following compounds?

  1. Butane-1, 3-diol

Ans: When ethanal reacts with dilute sodium hydroxide to form 3-Hydroxybutanal. Now, 3-Hydroxybutanal reacts with $\text{NaB}{{\text{H}}_{\text{4}}}$ to form butane-1, 3-diol. The reaction is given below:


Butane-1, 3-diol


  1. But-2-enal

Ans: When ethanal reacts with dilute sodium hydroxide to form 3-Hydroxybutanal. Now, 3-Hydroxybutanal reacts with acid to form But-2-enal. The reaction is given below:


But-2-enal


  1. But-2-enoic acid

Ans: When ethanal reacts with dilute sodium hydroxide to form 3-Hydroxybutanal. Now, 3-Hydroxybutanal reacts with acid to form But-2-enal. Now, but-2-enal reacts with Tollen’s reagent to But-2-enoic acid. The reaction is given below:


But-2-enoic acid


9. Write structural formulas and names of four possible aldol condensation products from propanal and butanal. In each case, indicate which aldehyde acts as nucleophile and which as electrophile.

Ans: 

  1. Taking propanal as nucleophile as well as electrophile. The product will be 3-Hydroxy-2-methylpentanal. The reaction is given below:


3-Hydroxy-2-methylpentanal


  1. Taking propanal as electrophile and butanal as nucleophile. The product will be 2-Ethyl-3-hydroxypentanal. The reaction is given below:


2-Ethyl-3-hydroxypentanal


  1. Taking butanal as electrophile and propanal as nucleophile. The product will be 3-Hydroxy-2-methylhexanal. The reaction is given below:


3-Hydroxy-2-methylhexanal


  1. Taking butanal as nucleophile as well as electrophile. The product will be 2-Ethyl-3-hydroxyhexanal. The reaction is given below:


2-Ethyl-3-hydroxyhexanal


10. An organic compound with the molecular formula ${{\text{C}}_{\text{9}}}{{\text{H}}_{\text{10}}}\text{O}$ forms 2, 4-DNP derivative, reduces Tollens’ reagent and undergoes Cannizzaro reaction. On vigorous oxidation, it gives 1, 2-benzenedicarboxylic acid. Identify the compound.

Ans: It is because the chemical (${{\text{C}}_{\text{9}}}{{\text{H}}_{\text{10}}}\text{O}$) generates a derivative of 2, 4-dnp and reduces the reagent of Tollen. The chemical must thus be an aldehyde. The product is again subjected to cannizzaro's reaction and 1,2-benzenedicarboxylic acid is provided by oxidation. The −CHO group is therefore immediately connected to a benzene ring and ortho-substituted for this benzaldehyde. Thus, 2-ethylbenzaldehyde is the chemical.

The reactions given in the questions are given below:


2-ethylbenzaldehyde


11. An organic compound (A) (molecular formula ${{\text{C}}_{\text{8}}}{{\text{H}}_{\text{16}}}{{\text{O}}_{\text{2}}}$) was hydrolyzed with dilute sulphuric acid to give a carboxylic acid (B) and an alcohol (C). Oxidation of (C) with chromic acid produced (B). (C) on dehydration gives but-1-ene.Write equations for the reactions involved.

Ans: A molecular molecular formula A molecule ${{\text{C}}_{\text{8}}}{{\text{H}}_{\text{16}}}{{\text{O}}_{\text{2}}}$ provides hydrolysis with dilute sulphuric acid carboxylic acid (B) and alcohol (C) Compound A therefore has to be an ester. Alcohol C also provides acid B for chromic acid oxidation. Therefore, the number of carbon atoms must be identical in B and C. Compound A has 8 carbon atoms, while 4 carbon atoms are included in each of B and C. Alcohol C again produces but-1-ene when it is dehydrated. C is thus straight and hence butane-1-ol. Butan-1-ol produces butanoic acid when oxidised. Therefore, butanoic acid is B acid. Thus, butyl butanoate is the molecular ester ${{\text{C}}_{\text{8}}}{{\text{H}}_{\text{16}}}{{\text{O}}_{\text{2}}}$.

All the reactions in questions are given below:


m-Nitrobenzoic acid.


12. Arrange the following compounds in increasing order of their property as indicated:

  1. Acetaldehyde, Acetone, Di-tert-butyl ketone, Methyl tert-butyl ketone (reactivity towards HCN)

Ans: When HCN interacts with a molecule, the attacking species is nucleophile, CN- Consequently, its reactivity to HCN diminishes as the negative charge of the compound rises. The +I effect rises in the given compounds as indicated below. The steric impediment also rises in this. It may be noticed.


p-Nitrobenzoic acid


Hence, the given compounds can be arranged according to their increasing reactivities toward HCN as:

Di-tert-butyl ketone < Methyl tert-butyl ketone < Acetone < Acetaldehyde.

  1. $\text{C}{{\text{H}}_{\text{3}}}\text{C}{{\text{H}}_{\text{2}}}\text{CH(Br)COOH, C}{{\text{H}}_{\text{3}}}\text{CH(Br)C}{{\text{H}}_{\text{2}}}\text{COOH, (C}{{\text{H}}_{\text{3}}}{{\text{)}}_{\text{2}}}\text{CHCOOH, }$ 

$\text{C}{{\text{H}}_{\text{3}}}\text{C}{{\text{H}}_{\text{2}}}\text{C}{{\text{H}}_{\text{2}}}\text{COOH (acid strength)}$

Ans: Carboxylic acids are negatively charged after losing a proton, as illustrated:

\[\text{R-COOH }\to \text{ R-CO}{{\text{O}}^{\text{-}}}\text{+}{{\text{H}}^{\text{+}}}\] 

Now any group which helps stabilise the negative load will enhance the carboxylic ion's stability and hence improve the acid strength. This will reduce the strength of acids in groups with +I effect and raise the strength of acids in groups with −I effect. The group $\text{-C}{{\text{H}}_{\text{3}}}$ exhibits +I and $\text{B}{{\text{r}}^{\text{-}}}$ action in the following compounds. $\text{B}{{\text{r}}^{\text{-}}}$ containing acids are hence stronger. Now, +I is more than the n-propyl isopropyl group effect.

Therefore, ${{\text{(C}{{\text{H}}_{\text{3}}}\text{)}}_{\text{2}}}\text{CHCOOH}$ is a weaker acid than $\text{C}{{\text{H}}_{\text{3}}}\text{C}{{\text{H}}_{\text{2}}}\text{C}{{\text{H}}_{\text{2}}}\text{COOH}$.

Also, the –I effect grows weaker as distance increases. Hence, $\text{C}{{\text{H}}_{\text{3}}}\text{CH(Br)C}{{\text{H}}_{\text{2}}}\text{COOH}$is a weaker acid than $\text{C}{{\text{H}}_{\text{3}}}\text{C}{{\text{H}}_{\text{2}}}\text{CH(Br)COOH}$.

Hence, the order the strength is given below:

$\text{C}{{\text{H}}_{\text{3}}}\text{CH(C}{{\text{H}}_{\text{3}}}\text{)COOH}$ < $\text{C}{{\text{H}}_{\text{3}}}\text{C}{{\text{H}}_{\text{2}}}\text{C}{{\text{H}}_{\text{2}}}\text{COOH}$ < $\text{C}{{\text{H}}_{\text{3}}}\text{CH(Br)C}{{\text{H}}_{\text{2}}}\text{COOH}$ < $\text{C}{{\text{H}}_{\text{3}}}\text{C}{{\text{H}}_{\text{2}}}\text{CH(Br)COOH}$ 

  1. Benzoic acid, 4-Nitrobenzoic acid, 3,4-Dinitrobenzoic acid, 4-Methoxybenzoic acid (acid strength)

Ans: As we saw in the past case, electron-donor groups reduce acid strengths whereas electron-donor groups enhance acid strengths. Benefits of 4-methoxybenzoic acid is a lesser acid than benzoic acid as a group of electron-donor. Nitro group is a retracting electron group and increases acid strength. As it includes 2 nitrogen groups of 3,4-dinitrobenzoic acid, it is a little stronger than 4-nitrobenzoic acid.

Hence, the strengths of the given acids increase as:

4-Methoxybenzoic acid < Benzoic acid < 4-Nitrobenzoic acid < 3,4-Dinitrobenzoic acid    

13. Give simple chemical tests to distinguish between the following pairs of compounds.

  1. Propanal and Propanone

Ans: 

  1. Tollen’s test

An aldehyde is Propanal. It reduces the reagent of Tollen. But, propanone being a ketone does not reduces Tollen’s reagent.

\[\text{C}{{\text{H}}_{\text{3}}}\text{C}{{\text{H}}_{\text{2}}}\text{CHO + 2 }\!\![\!\!\text{ Ag(N}{{\text{H}}_{\text{3}}}{{\text{)}}_{\text{2}}}{{\text{ }\!\!]\!\!\text{ }}^{\text{+}}}\text{+3O}{{\text{H}}^{\text{-}}}\text{ }\to \text{ C}{{\text{H}}_{\text{3}}}\text{C}{{\text{H}}_{\text{2}}}\text{CO}{{\text{O}}^{\text{-}}}\text{+Ag}\downarrow \text{+4N}{{\text{H}}_{\text{3}}}\text{+2}{{\text{H}}_{\text{2}}}\text{O}\] 

  1. Fehling’s test

Aldehydes are answering the test of Fehling, while ketones are not. Aldehyde-propanal converts the solution to a red-brown Cu2O precipitate, although propanone does not.

\[\text{C}{{\text{H}}_{\text{3}}}\text{C}{{\text{H}}_{\text{2}}}\text{CHO + 2C}{{\text{u}}^{\text{2+}}}\text{+5O}{{\text{H}}^{\text{-}}}\text{ }\to \text{ C}{{\text{H}}_{\text{3}}}\text{C}{{\text{H}}_{\text{2}}}\text{CO}{{\text{O}}^{\text{-}}}\text{+C}{{\text{u}}_{\text{2}}}\text{O+3}{{\text{H}}_{\text{2}}}\text{O}\] 

  1. Iodoform test

As one methyl group associated with the carbonyl carbon atom reacts to the iodoform test, with aldehydes and ketones. They are oxidised to yield iodoform using sodium hypoiodite (NaOI). Propanone is a methyl ketone, while propanal is not.

\[\text{C}{{\text{H}}_{\text{3}}}\text{COC}{{\text{H}}_{\text{3}}}\text{+3NaOI }\to \text{ C}{{\text{H}}_{\text{3}}}\text{COONa+CH}{{\text{I}}_{\text{3}}}\text{+2NaOH}\] 

  1. Acetophenone and Benzophenone

Ans: Iodoform test

Acetophenone will give the Iodoform test but benzophenone will not.

\[{{\text{C}}_{\text{6}}}{{\text{H}}_{\text{5}}}\text{COC}{{\text{H}}_{\text{3}}}\text{+3NaOI }\to \text{ }{{\text{C}}_{\text{6}}}{{\text{H}}_{\text{5}}}\text{COONa+CH}{{\text{I}}_{\text{3}}}\text{+2NaOH}\] 

  1. Phenol and Benzoic acid

Ans: Ferric chloride test

Phenol will give the violet coloration with neutral ferric chloride.

\[\text{6}{{\text{C}}_{\text{6}}}{{\text{H}}_{\text{5}}}\text{OH+FeC}{{\text{l}}_{\text{3}}}\text{ }\to \text{ }\underset{\text{Violet color}}{\mathop{{{\text{ }\!\![\!\!\text{ Fe(O}{{\text{C}}_{\text{6}}}{{\text{H}}_{\text{5}}}{{\text{)}}_{\text{6}}}\text{ }\!\!]\!\!\text{ }}^{\text{3-}}}}}\,\text{+3}{{\text{H}}^{\text{+}}}\text{+3C}{{\text{l}}^{\text{-}}}\] 

Benzoic acid will give the buff coloration with neutral ferric chloride.

\[\text{3}{{\text{C}}_{\text{6}}}{{\text{H}}_{\text{5}}}\text{COOH+FeC}{{\text{l}}_{\text{3}}}\text{ }\to \text{ }\underset{\text{buff color}}{\mathop{{{\text{ }\!\![\!\!\text{ Fe(OO}{{\text{C}}_{\text{6}}}{{\text{H}}_{\text{5}}}{{\text{)}}_{3}}\text{ }\!\!]\!\!\text{ }}^{\text{3-}}}}}\,\text{+3}{{\text{H}}^{\text{+}}}\text{+3C}{{\text{l}}^{\text{-}}}\] 

  1. Benzoic acid and Ethyl benzoate

Ans: Sodium bicarbonate test

Benzoic acid will react with sodium bicarbonate and will evolve carbon dioxide.

\[{{\text{C}}_{\text{6}}}{{\text{H}}_{\text{5}}}\text{COOH+NaHC}{{\text{O}}_{\text{3}}}\text{ }\to \text{ }{{\text{C}}_{\text{6}}}{{\text{H}}_{\text{5}}}\text{COONa+C}{{\text{O}}_{\text{ 2}}}\text{+}{{\text{H}}_{\text{2}}}\text{O}\]

  1. Pentan-2-one and Pentan-3-one

Ans: Iodoform test

Pentan-2-one will react to the Iodoform test but Pentan-3-one will not react.\[\text{C}{{\text{H}}_{\text{3}}}\text{C}{{\text{H}}_{\text{2}}}\text{C}{{\text{H}}_{\text{2}}}\text{COC}{{\text{H}}_{\text{3}}}\text{+3NaOI }\to \text{ C}{{\text{H}}_{\text{3}}}\text{C}{{\text{H}}_{\text{2}}}\text{C}{{\text{H}}_{\text{2}}}\text{COONa+CH}{{\text{I}}_{\text{3}}}\text{+2NaOH}\] 

  1. Benzaldehyde and Acetophenone

Ans: Iodoform test

Acetophenone will give the Iodoform test but benzaldehyde will not.

\[{{\text{C}}_{\text{6}}}{{\text{H}}_{\text{5}}}\text{COC}{{\text{H}}_{\text{3}}}\text{+3NaOI }\to \text{ }{{\text{C}}_{\text{6}}}{{\text{H}}_{\text{5}}}\text{COONa+CH}{{\text{I}}_{\text{3}}}\text{+2NaOH}\]

  1. Ethanal and Propanal

Ans: Iodoform test

The iodoform test responds to aldehydes and ketones with a minimum of a methyl group associated with the carbonyl carbon atom. This test is followed by ethanal with one methyl group attached to the carbonyl atom. But propanal doesn't contain a carbonyl carbon dioxide-related methyl group and does not thus respond to this condition.

\[\text{C}{{\text{H}}_{\text{3}}}\text{CHO+3NaOI }\to \text{ HCOONa+CH}{{\text{I}}_{\text{3}}}\text{+2NaOH}\] 

14. How will you prepare the following compounds from benzene? You may use any inorganic reagent and any organic reagent having not more than one carbon atom.

  1. Methyl benzoate

Ans: Benzene will react with bromine to form Bromobenzene. This bromobenzene will be converted into benzoic acid. Now, this benzoic acid will be converted into Methyl benzoate. The reaction is given below:


Phenylacetic acid


  1. m-Nitrobenzoic acid.

Ans: Benzene will react with bromine to form Bromobenzene. This bromobenzene will be converted into benzoic acid. Now, this benzoic acid will be converted into m-Nitro benzoic acid. The reaction is given below:


p-Nitrobenzaldehyde


  1. p-Nitrobenzoic acid

Ans: Benzene will be converted into toluene. Now, Toluene will be converted into p-nitrotoluene. Now, this p-nitrotoluene on oxidation will form p-nitrobenzoic acid. The reaction is given below:


Propanone to Propene


  1. Phenylacetic acid

Ans: Benzene will be converted into toluene. Now, Toluene will be converted into Benzyl bromide; this will be further converted into benzyl cyanide. Benzyl cyanide will be hydrolyzed to Phenylacetic acid. The reaction is given below:


Benzoic acid to Benzaldehyde


  1. p-Nitrobenzaldehyde

Ans: Benzene will be converted into toluene. Now, Toluene will be converted into p-nitrotoluene. Now, this p-nitrotoluene on oxidation will form p-nitrobenzaldehyde. The reaction is given below:


Ethanol to 3-Hydroxybutanal


15. How will you bring about the following conversions in not more than two steps?

  1. Propanone to Propene

Ans: Propanone will react with $\text{NaB}{{\text{H}}_{\text{3}}}$ to form 2-Propanol. When 2-propanol will react with concentrated sulfuric acid to form propene. The reaction is given below:


Benzene to m-Nitroacetophenone


  1. Benzoic acid to Benzaldehyde

Ans: Benzoic acid will be converted into Benzoyl chloride which will react with hydrogen and barium sulphate to give Benzaldehyde. The reaction is given below:


Benzaldehyde to Benzophenone


  1. Ethanol to 3-Hydroxybutanal

Ans: Ethanol will be converted into ethanal which will react with dilute NaOH to form 3-Hydroxybutanal. The reaction is given below:


Bromobenzene to 1-Phenylethanol


  1. Benzene to m-Nitroacetophenone

Ans: Benzene will be converted into acetophenone which will react with concentrated nitric acid and sulfuric acid to form m-Nitroacetophenone. The reaction is given below:


Benzaldehyde to 3-Phenylpropan-1-ol


  1. Benzaldehyde to Benzophenone

Ans: Benzaldehyde will be converted into benzoic acid. The benzoic acid will be converted into benzoyl chloride which will react with benzene to form Benzophenone. The reaction is given below:


Benzaldehyde to  α  -Hydroxyphenylacetic acid


  1. Bromobenzene to 1-Phenylethanol

Ans: Bromobenzene will be converted into Phenyl magnesium bromide which will react with ethanal to form 1-Phenylethanol. The reaction is given below:


Benzoic acid to m- Nitrobenzyl alcohol


  1. Benzaldehyde to 3-Phenylpropan-1-ol

Ans: Benzaldehyde will be converted into 3-Phenylprop-2-enal which will react with hydrogen to form 3-Phenylpropan-1-ol. The reaction is given below:


Cannizzaro reaction


  1. Benzaldehyde to $\text{ }\!\!\alpha\!\!\text{ }$-Hydroxyphenylacetic acid

Ans: Benzaldehyde will be converted into Benzaldehyde cyanohydrin which will react with acidic water to form $\text{ }\!\!\alpha\!\!\text{ -Hydroxyphenylacetic acid}$. The reaction is given below:


Cross aldol condensation


  1. Benzoic acid to m- Nitrobenzyl alcohol

Ans: Benzoic acid will be converted into m-nitrobenzoic acid which will be further converted into m-Nitrobenzoyl chloride. m-Nitrobenzoyl chloride will react with $\text{NaB}{{\text{H}}_{\text{4}}}$ to form m-Nitrobenzyl alcohol. The reaction is given below:

potassium benzoate and then benzoic acid


16. Describe the following:

  1. Acetylation

Ans: Acetyl functional group is referred to as acetylation in the organic molecule. It is generally done with a basis such as pyridine, dimethylaniline, etc. This includes replacing an active hydrogen atom with a group of acetyls. The most popular acetylating agents include acetyl chloride and acetic anhydride. For example, ethanol acetylation generates ethyl acetate.

\[\underset{\text{Ethanol}}{\mathop{\text{C}{{\text{H}}_{\text{3}}}\text{C}{{\text{H}}_{\text{2}}}\text{OH}}}\,\text{ + }\underset{\text{Acetyl Chloride}}{\mathop{\text{C}{{\text{H}}_{\text{3}}}\text{COCl}}}\,\xrightarrow{\text{pyridine}}\underset{\text{Ethyl acetate}}{\mathop{\text{ C}{{\text{H}}_{\text{3}}}\text{COO}{{\text{C}}_{\text{2}}}{{\text{H}}_{\text{5}}}}}\,\text{+HCl}\]  

  1. Cannizzaro reaction

Ans: The reaction of aldehydes that have no $\text{ }\!\!\alpha\!\!\text{ }$-hydrogen to concentrated alkalis is sometimes called the Cannizzaro Reaction or Self-oxidation-reduction (disproportion). Two aldehyde molecules are involved in this process, one reduced to alcohol and the other to carboxylic acid oxidised.

Ethanol and potassium ethanoate are, for example, produced when treated with concentrated potassium hydroxide.


potassium benzoate and then benzoic acid


  1. Cross aldol condensation

Ans: The reaction is called a cross-aldol condensation if aldol condensation is carried out by two distinct aldehydes or two separate ketones or an aldehyde and a ketone. If the $\text{ }\!\!\alpha\!\!\text{ }$-hydrogen is present in the two reactants, four compound products are produced.

Ethanal and propanal, for example, respond to four products.


Phthaloyl chloride


  1. Decarboxylation

Ans: Decarboxylation is the reaction in which carboxylic acids, when their salts are heated by soda-lime, lose carbon dioxide in order to produce hydrocarbons.

\[\text{C}{{\text{H}}_{\text{3}}}\text{-COONa }\xrightarrow{\text{Soda lime}}\text{ C}{{\text{H}}_{\text{4}}}\text{ + N}{{\text{a}}_{\text{2}}}\text{C}{{\text{O}}_{\text{3}}}\]

17. Complete each synthesis by giving missing starting material, reagent or products.

  1.                                

Phthaloyl chloride


Ans: The products formed in this reaction are potassium benzoate and then benzoic acid. The reaction is given below:


seo images



seo images


Ans: The product formed in this reaction is Phthaloyl chloride. The reaction is given below:


benzoyl chloride and the catalyst is aluminium chloride


  1. ${{\text{C}}_{\text{6}}}{{\text{H}}_{\text{5}}}\text{CHO}\xrightarrow{{{\text{H}}_{\text{2}}}\text{NCONHN}{{\text{H}}_{\text{2}}}}$ 

Ans: The product formed in this reaction will be Benzaldehyde semicarbazone. The reaction is given below:

\[{{\text{C}}_{\text{6}}}{{\text{H}}_{\text{5}}}\text{CHO}\xrightarrow{{{\text{H}}_{\text{2}}}\text{NCONHN}{{\text{H}}_{\text{2}}}}\text{ }{{\text{C}}_{\text{6}}}{{\text{H}}_{\text{5}}}\text{CH=NNHCON}{{\text{H}}_{\text{2}}}\text{ + }{{\text{H}}_{\text{2}}}\text{O}\] 


benzoyl chloride and the catalyst is aluminium chloride


Ans: In this reaction, another reactant is benzoyl chloride and the catalyst is aluminium chloride. The reaction is given below:


benzoyl chloride and the catalyst is aluminium chloride



Ans: The tollen’s reagent will only reduce the aldehyde part. The reaction is given below:


The tollen’s reagent will only reduce the aldehyde part


vi.

Ans: The product formed in this reaction will be 2-(1-Hydroxy Cyanomethyl) benzoic acid. The reaction is given below:

  1. ${{\text{C}}_{\text{6}}}{{\text{H}}_{\text{5}}}\text{CHO + C}{{\text{H}}_{\text{3}}}\text{C}{{\text{H}}_{\text{2}}}\text{CHO }\xrightarrow{\text{dil}\text{.NaOH}}$ 

Ans: The product formed in this reaction will be 2-Methyl-3-phenylprop-2-enal. The reaction is given below:


2-Methyl-3-phenylprop-2-enal


  1. $\text{C}{{\text{H}}_{\text{3}}}\text{COC}{{\text{H}}_{\text{2}}}\text{COO}{{\text{C}}_{\text{2}}}{{\text{H}}_{\text{5}}}\xrightarrow[\text{(ii)}{{\text{H}}^{\text{+}}}]{\text{(i)NaB}{{\text{H}}_{\text{4}}}}$ 

Ans: The product formed in this reaction is Ethyl-3-hydroxybutanoate. The reaction is given below:


Ethyl-3-hydroxybutanoate



Cyclohexanone


Ans: The product formed in this reaction will be Cyclohexanone. The reaction is given below:


Cyclohexanone



x


Ans: The complete reaction is given below:


The complete reaction


Cyclohexylidene Cyclohexanone



Cyclohexylidene Cyclohexanone


Ans: The reactant for this reaction will be Cyclohexylidene Cyclohexanone. The reaction is given below:


Cyclohexanone forms cyanohydrin


18. Give plausible explanation for each of the following:

  1. Cyclohexanone forms cyanohydrin in good yield but 2, 2, 6- trimethylcyclohexanone does not.

Ans: Cyclohexanones form cyanohydrins according to the following equation.


seo images


In this scenario, nucleophiles $\text{C}{{\text{N}}^{\text{-}}}$  can approach freely without steric obstruction. But for 2-2, 6-trimethylcyclohexanone, $\text{ }\!\!\alpha\!\!\text{ }$-positioned methyl groups present steric barriers and as a result $\text{C}{{\text{N}}^{\text{-}}}$ cannot successfully attack.


Semicarbazide is resonant with just one of two groups -N


That’s why it cannot form cyanohydrins.

  1. There are two $\text{-N}{{\text{H}}_{\text{2}}}$ groups in semicarbazide. However, only one is involved in the formation of semicarbazones.

Ans: Semicarbazide is resonant with just one of two groups $\text{-N}{{\text{H}}_{\text{2}}}$ which is immediately linked to the carbonyl carbon atom.


pentan−2−ol


Consequently, the electron density at $\text{-N}{{\text{H}}_{\text{2}}}$ likewise decreases with the resonance. It cannot therefore operate as a nucleophile. Since the other group $\text{-N}{{\text{H}}_{\text{2}}}$ does not engage itself in resonance, it may function as a nucleophile and can attack aldehydrogen and ketone carbonic atoms to generate semicarbazones.

  1. During the preparation of esters from a carboxylic acid and an alcohol in the presence of an acid catalyst, the water or the ester should be removed as soon as it is formed.

Ans: In presence of acid, ester along with water is reversibly made of carboxylic acid and alcohol.

\[\text{RCOOH+R }\!\!'\!\!\text{ OH}\xrightarrow{{{\text{H}}^{\text{+}}}}\text{RCOOR }\!\!'\!\!\text{ +}{{\text{H}}_{\text{2}}}\text{O}\] 

If water or ester is not eliminated as it forms, then the reactants react to the reversibility of the reaction. Therefore, one of the two should be eliminated to push the balance forward in a more ester way.

19. An organic compound contains 69.77% carbon, 11.63% hydrogen and rest oxygen. The molecular mass of the compound is 86. It does not reduce Tollens’ reagent but forms an additional compound with sodium hydrogen sulphite and gives a positive iodoform test. On vigorous oxidation it gives ethanoic and propanoic acid. Write the possible structure of the compound.

Ans: The percentage of carbon atom = 69.77%

The percentage of hydrogen atom = 11.63%

The percentage of oxygen atom = 100 – (69.77 + 11.63) = 18.6%

Thus, the ratio of the number of carbon, hydrogen, and oxygen atoms in the organic compound can be given as:

\[\text{C : H : O = }\frac{\text{69}\text{.77}}{\text{12}}\text{ : }\frac{\text{11}\text{.63}}{\text{1}}\text{ : }\frac{\text{18}\text{.6}}{\text{16}}\]

= 5.81 : 11.63 : 1.16

= 5 : 10 : 1

Hence the empirical formula of the compound is ${{\text{C}}_{\text{5}}}{{\text{H}}_{\text{10}}}\text{O}$. So, the mass of the compound is = 5 $\text{ }\!\!\times\!\!\text{ }$ 12 + 10 $\text{ }\!\!\times\!\!\text{ }$ 1 + 1 $\text{ }\!\!\times\!\!\text{ }$ 16 = 86

Since the given molecular mass is also 86. The molecular formula is also ${{\text{C}}_{\text{5}}}{{\text{H}}_{\text{10}}}\text{O}$.

As Tollen's reagent is not reduced by that molecule, it is not an aldehyde. The chemical once again provides a positive Iodoform test to form sodium hydrogen sulphate supplements. The molecule must be a methyl ketone, because it is not an aldehyde. A combination of ethanoic acid and propanoic acid also results in the given chemical. The chemical is thus pentan−2−ol.

The reactions in the question are given below:


Resonance structures of phenoxide ion


20. Although phenoxide ion has more number of resonating structures than carboxylate ion, carboxylic acid is a stronger acid than phenol. Why?

Ans: Resonance structures of phenoxide ion are:


The resonating structures of carboxylate ion


Resonance structures of phenoxide ion may be shown to have a negative charge for fewer electronegative carbon atoms in II, III and IV. Those three configurations therefore make a negligible contribution to the phenoxide ion's resonance stability. Such constructions can thus be removed. The most electronegative oxygen atom carries a negative load only in structures I and V.

The resonating structures of carboxylate ion are given below:


α-Methoxypropionaldehyde


In the case of carboxylate ion, resonating structures I′ and II′ contain a charge carried by a more electronegative oxygen atom. Further, in resonating structures I′ and II′, the negative charge is delocalized over two oxygen atoms. But in resonating structures I and V of the phenoxide ion, the negative charge is localized on the same oxygen atom. Therefore, the resonating structures of carboxylate ion contribute more towards its stability than those of phenoxide ion. As a result, carboxylate ion is more resonance-stabilized than phenoxide ion. Hence, carboxylic acid is a stronger acid than phenol.

INTEXT SOLUTIONS

1. Write the structures of the following compounds.

  1. α-Methoxypropionaldehyde

Ans: The structure of α-Methoxypropionaldehyde is given below:


3-Hydroxybutanal


  1. 3-Hydroxybutanal

Ans: The structure of 3-Hydroxybutanal is given below:


2-Hydroxycyclopentane carbaldehyde


  1. 2-Hydroxycyclopentane carbaldehyde

Ans: The structure of 2-Hydroxycyclopentane carbaldehyde is given below:


4-Oxopentanal


  1. 4-Oxopentanal

Ans: The structure of 4-Oxopentanal is given below:


Di-sec-butyl ketone


  1. Di-sec-butyl ketone

Ans: The structure of Di-sec-butyl ketone is given below:


4-Fluoroacetophenone


  1. 4-Fluoroacetophenone

Ans: The structure of 4-Fluoroacetophenone is given below:


Propiophenone


2. Write the structures of products of the following reactions;


The product formed in this reaction is Propiophenone


Ans: The product formed in this reaction is Propiophenone. The reaction is given below:


The product formed in this reaction is Propiophenone


  1. ${{\text{(}{{\text{C}}_{\text{6}}}{{\text{H}}_{\text{5}}}\text{C}{{\text{H}}_{\text{2}}}\text{)}}_{\text{2}}}\text{Cd + 2C}{{\text{H}}_{\text{3}}}\text{COCl }\to $ 

Ans: The product formed in this reaction is 1-Phenylpropan-2-one. The reaction is given below: \[{{\text{(}{{\text{C}}_{\text{6}}}{{\text{H}}_{\text{5}}}\text{C}{{\text{H}}_{\text{2}}}\text{)}}_{\text{2}}}\text{Cd + 2C}{{\text{H}}_{\text{3}}}\text{COCl }\to \text{ 2C}{{\text{H}}_{\text{3}}}\text{COC}{{\text{H}}_{\text{2}}}{{\text{C}}_{\text{6}}}{{\text{H}}_{\text{5}}}\text{ + CdC}{{\text{l}}_{\text{2}}}\]

  1. $\text{C}{{\text{H}}_{\text{3}}}\text{-C}\equiv \text{CH }\xrightarrow{\text{H}{{\text{g}}^{\text{2+}}}\text{,}{{\text{H}}_{\text{2}}}\text{S}{{\text{O}}_{\text{4}}}}$

Ans: The product formed in this reaction is Propanone. The reaction is given below:


Propanone


  1.  

p-Nitrobenzaldehyde


Ans: The product formed in this reaction is p-Nitrobenzaldehyde. The reaction is given below:


The product formed in this reaction is p-Nitrobenzaldehyde


3. Arrange the following compounds in increasing order of their boiling points. 

\[\text{C}{{\text{H}}_{\text{3}}}\text{CHO, C}{{\text{H}}_{\text{3}}}\text{C}{{\text{H}}_{\text{2}}}\text{OH, C}{{\text{H}}_{\text{3}}}\text{OC}{{\text{H}}_{\text{3}}}\text{, C}{{\text{H}}_{\text{3}}}\text{C}{{\text{H}}_{\text{2}}}\text{C}{{\text{H}}_{\text{3}}}\] 

Ans: The molecular masses are in the range 44 to 46 of the listed compounds. $\text{C}{{\text{H}}_{\text{3}}}\text{C}{{\text{H}}_{\text{2}}}\text{OH}$ has the greatest boiling point is consequently subjected to substantial, intermolecular H-bonding, culminating in the combination between molecules.

$\text{C}{{\text{H}}_{\text{3}}}\text{CHO}$ is more polar than $\text{C}{{\text{H}}_{\text{3}}}\text{OC}{{\text{H}}_{\text{3}}}$, thus the dipole is greater than $\text{C}{{\text{H}}_{\text{3}}}\text{OC}{{\text{H}}_{\text{3}}}$, and $\text{C}{{\text{H}}_{\text{3}}}\text{C}{{\text{H}}_{\text{2}}}\text{C}{{\text{H}}_{\text{3}}}$ is weaker than the van der Waals.

The order will be:

\[\text{C}{{\text{H}}_{\text{3}}}\text{C}{{\text{H}}_{\text{2}}}\text{C}{{\text{H}}_{\text{3}}}\text{  C}{{\text{H}}_{\text{3}}}\text{OC}{{\text{H}}_{\text{3}}}\text{  C}{{\text{H}}_{\text{3}}}\text{CHO  C}{{\text{H}}_{\text{3}}}\text{C}{{\text{H}}_{\text{2}}}\text{OH}\] 

4. Arrange the following compounds in increasing order of their reactivity in Nucleophilic addition reactions.

  1. Ethanal, Propanal, Propanone, Butanone.

Ans: The structures of all the compounds are given below:


Ethanal, Propanal, Propanone, Butanone.


The alkyl group +I impact increases:

Ethanal < Propanal < Propanone < Butanone

With the +I effect increasing, the electron density of carbonyl carbon rises. As a consequence, the possibilities of a nucleophile attack are reduced. Thus, in nucleophilic addition reactions, the increasing order of reactivities of given carbonyl compounds is Butanone < Propanone < Propanal < Ethanal.

  1. Benzaldehyde, p-Tolualdehyde, p-Nitrobenzaldehyde, Acetophenone

Ans: The structure of the following compounds is given below:


Benzaldehyde, p-Tolualdehyde, p-Nitrobenzaldehyde, Acetophenone


The impact of +I in ketone is higher than aldehyde. Acetophenone is therefore the least reactive in nuclear processes. The +I effect in p-tolualdehyde is greatest among aldehydes, due to the electron-donating group $\text{-C}{{\text{H}}_{\text{3}}}$ and the presence of the electron-donating group $\text{-N}{{\text{O}}_{\text{2}}}$ and the existence of the p-nitrobenzaldehyde.

Therefore, the increasing order of the compound reactivities is:

Benzaldehyde < p-Nitrobenzaldehyde < Acetophenone < p-tolualdehyde.

5. Predict the products of the following reactions:


i


Ans: The complete reaction is given below:


The complete reaction i



ii


Ans: The complete reaction is given below:


The complete reaction ii



iii


Ans: The complete reaction is given below:


The complete reaction



iv


Ans: The complete reaction is given below:


Completed image of Q. No iv


6. Give the IUPAC names of the following compounds:

  1. $\text{PhC}{{\text{H}}_{\text{2}}}\text{C}{{\text{H}}_{\text{2}}}\text{COOH}$

Ans: The IUPAC name of the compound is 3-Phenylpropanoic acid.

  1. ${{\text{(C}{{\text{H}}_{\text{3}}}\text{)}}_{\text{2}}}\text{C=CHCOOH}$ 

    Ans: The IUPAC name of the compound is 3-Methylbut-2-enoic acid.


2-Methylcyclopentanecarboxylic acid


Ans: The IUPAC name of the compound is 2-Methylcyclopentanecarboxylic  acid.


2, 4, 6-Trinitrobenzoic acid


Ans: The IUPAC name of the compound is 2, 4, 6-Trinitrobenzoic acid.

7. Show how each of the following compounds can be converted to benzoic acid.

  1. Ethylbenzene

Ans: Ethylbenzene will convert into potassium benzoate. Now, this potassium benzoate will be hydrolyzed to form benzoic acid. The reaction is given below:


Ethylbenzene


  1. Acetophenone

Ans: Acetophenone will convert into potassium benzoate. Now, this potassium benzoate will be hydrolyzed to form benzoic acid. The reaction is given below:


Acetophenone


  1. Bromobenzene

Ans: Bromobenzene will react with magnesium to form Phenyl magnesium bromide. This will be converted into benzoic acid. The reaction is given below:


Bromobenzene


  1. Phenylethene (Styrene)

Ans: Phenylethene will convert into potassium benzoate. Now, this potassium benzoate will be hydrolyzed to form benzoic acid. The reaction is given below:


Phenylethene (Styrene)


8. Which acid of each pair shown here would you expect to be stronger?

  1. $\text{C}{{\text{H}}_{\text{3}}}\text{C}{{\text{O}}_{\text{2}}}\text{H o rC}{{\text{H}}_{\text{2}}}\text{FC}{{\text{O}}_{\text{2}}}\text{H}$ 

Ans: The structures of the compounds are given below:


CH3CO2H o rCH2FCO2H


The $\text{-C}{{\text{H}}_{\text{3}}}$  Group's +I action increases the electron density on the O-H connection. Thus, it is tough to release the proton. The −I impact of F on the O-H bond, on the other hand, reduces the electron density. Proton may therefore readily be released. $\text{C}{{\text{H}}_{\text{2}}}\text{FC}{{\text{O}}_{\text{2}}}\text{H}$ is hence stronger than $\text{C}{{\text{H}}_{\text{3}}}\text{C}{{\text{O}}_{\text{2}}}\text{H}$.

  1. $\text{C}{{\text{H}}_{\text{2}}}\text{FC}{{\text{O}}_{\text{2}}}\text{H or C}{{\text{H}}_{\text{2}}}\text{ClC}{{\text{O}}_{\text{2}}}\text{H}$ 

Ans: F has stronger −I effect than Cl. Therefore, $\text{C}{{\text{H}}_{\text{2}}}\text{FC}{{\text{O}}_{\text{2}}}\text{H}$ can release proton more easily than $\text{C}{{\text{H}}_{\text{2}}}\text{ClC}{{\text{O}}_{\text{2}}}\text{H}$. Hence, $\text{C}{{\text{H}}_{\text{2}}}\text{FC}{{\text{O}}_{\text{2}}}\text{H}$ is stronger acid than $\text{C}{{\text{H}}_{\text{2}}}\text{ClC}{{\text{O}}_{\text{2}}}\text{H}$.

  1. $\text{C}{{\text{H}}_{\text{2}}}\text{FC}{{\text{H}}_{\text{2}}}\text{C}{{\text{H}}_{\text{2}}}\text{C}{{\text{O}}_{\text{2}}}\text{H or C}{{\text{H}}_{\text{3}}}\text{CHFC}{{\text{H}}_{\text{2}}}\text{C}{{\text{O}}_{\text{2}}}\text{H}$ 

Ans: The structures of the compounds are given below:


CH2FCH2CH2CO2H or CH3CHFCH2CO2H


Inductive effect decreases with increase in distance. Hence, the +I effect of F in $\text{C}{{\text{H}}_{\text{3}}}\text{CHFC}{{\text{H}}_{\text{2}}}\text{C}{{\text{O}}_{\text{2}}}\text{H}$ is more than it is in $\text{C}{{\text{H}}_{\text{2}}}\text{FC}{{\text{H}}_{\text{2}}}\text{C}{{\text{H}}_{\text{2}}}\text{C}{{\text{O}}_{\text{2}}}\text{H}$. Hence, $\text{C}{{\text{H}}_{\text{3}}}\text{CHFC}{{\text{H}}_{\text{2}}}\text{C}{{\text{O}}_{\text{2}}}\text{H}$ is stronger acid than $\text{C}{{\text{H}}_{\text{2}}}\text{FC}{{\text{H}}_{\text{2}}}\text{C}{{\text{H}}_{\text{2}}}\text{C}{{\text{O}}_{\text{2}}}\text{H}$.


Due to the −I action of F, the release of proton for the chemical is simpler (A)


Ans: Due to the −I action of F, the release of proton for the chemical is simpler (A). However, proton release is problematic in the case of compound (B), because of the +I action of a group of $\text{-C}{{\text{H}}_{\text{3}}}$. (A) is hence stronger than acid (B).


Class 12 Chemistry Chapter 8 Quick Overview of Topics

Chemistry class 12 chapter 8 NCERT Solutions - Quick Overview of Detailed Structure of Topics and Subtopics Covered.


Topic

Subtopics

Aldehyde

- Structure and classification

- Methods of preparation

- Chemical properties and reactions

Ketone

- Structure and properties

- Preparation methods

- Chemical reactions and applications

Carboxylic Acids

- Structure and nomenclature

- Preparation techniques

- Acidic nature and reactions

- Derivatives: Esters, acid chlorides, and amides

Comparative Analysis

- Comparison of properties and reactivity among aldehyde,

ketone, and carboxylic acids


Some Important Highlights of Aldehydes, Ketones, and Carboxylic Acid NCERT Solutions 

Class 12 NCERT solutions help the students to go through the formulas easily. Here find the Important topics of  Chapter 8 - Aldehydes, Ketones, and Carboxylic Acid to crack your exams.


  1. Nomenclature: Understanding the IUPAC nomenclature rules for aldehydes, ketones, and carboxylic acids is crucial.

  2. Preparation Methods:

    • Aldehydes: From primary alcohols by mild oxidation (PCC, Tollens' reagent, Fehling's solution, etc.)

    • Ketones: From secondary alcohols by oxidation or from alkyl halides by Friedel-Crafts acylation.

    • Carboxylic Acids: From primary alcohols by strong oxidation from Grignard reagents, etc.


  1. Reactions of Aldehydes and Ketones:

    • Nucleophilic Addition: Aldehydes and ketones undergo nucleophilic addition reactions with nucleophiles.

    • Oxidation: Aldehydes are oxidised to carboxylic acids, whereas ketones are not easily oxidised under mild conditions.


  1. Reactions of Carboxylic Acids:

    • Esterification: Reaction with alcohols to form esters in the presence of an acid catalyst.

    • Decarboxylation: Carboxylic acids undergo decarboxylation to produce carbon dioxide and a lower alkane upon heating with soda lime


  1. Acidity of Carboxylic Acids: Carboxylic acids are acidic due to the presence of the carboxyl group.


Benefits of Referring to Vedantu’s NCERT Solutions for Class 12 Chemistry Aldehydes, Ketones, and Carboxylic Acid 

By referring to Vedantu’s NCERT Solutions for Class 12 Chemistry Chapter on Aldehydes, Ketones, and Carboxylic Acids, students can build a strong foundation, excel in their exams, and develop a deeper understanding of essential organic chemistry concepts. Here are some of the Benefits of Referring to Vedantu’s NCERT Solutions for Class 12 Chemistry Aldehydes, Ketones, and Carboxylic Acid:


  • Detailed explanations and step-by-step solutions for all topics in the chapter.

  • Includes preparation, properties, reactions, and uses of aldehydes, ketones, and carboxylic acids.

  • Solutions curated by experienced educators ensuring accuracy and clarity.

  • Covers important concepts like nucleophilic addition reactions, oxidation and reduction of carbonyl compounds, and methods of preparation of carboxylic acids.

  • Clear, concise explanations using precise chemical terminology.

  • Detailed analysis of the physical and chemical properties of aldehydes, ketones, and carboxylic acids.

  • Detailed explanation of important reactions such as the Aldol condensation, Cannizzaro reaction, and the Kolbe reaction.

  • Solutions to a variety of problems to strengthen analytical and problem-solving abilities.


Related Study Materials for Chemistry Class 12 Chapter 8 NCERT Solutions

Students can access extra study materials on Aldehydes, Ketones, and Carboxylic Acid. These resources are available for download, offering additional support for your studies.



Conclusion

Chapter 8, "Aldehydes, Ketones, and Carboxylic Acids," provides a comprehensive understanding of these essential organic compounds. Through detailed study and analysis, students gain insights into their preparation, properties, reactions, and uses. This chapter highlights crucial concepts such as nucleophilic addition reactions, oxidation and reduction of carbonyl compounds, and the methods of preparation of carboxylic acids. Key reactions like Aldol condensation, Cannizzaro reaction, and the Kolbe reaction are explored thoroughly.


By mastering this chapter, students are well-equipped to tackle complex organic chemistry problems and can apply their knowledge to real-life scenarios. Understanding the behavior and reactions of aldehydes, ketones, and carboxylic acids is fundamental for further studies in organic chemistry and related fields. The thorough coverage provided by Vedantu’s NCERT Solutions ensures that students can approach their exams with confidence and achieve academic success.

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FAQs on NCERT Solutions for Class 12 Chemistry Chapter 8 Aldehydes Ketones and Carboxylic Acids

1. What Should I Prepare from Aldehydes, Ketones, and Carboxylic Acids?

Students, while preparing chapter twelve for their boards, should at first go through the previous year’s papers. This will help them to find out the most relevant questions for this exam. Once they are done with this, they should start their preparation.


They should emphasise on the properties of Aldehyde, Ketones, and Carboxylic Acids. They should also practice their reactions regularly. While doing so, they should cross-check it from NCERT Solutions for Class 12 Chemistry aldehydes and ketones. Students should practice the exercises more than once. This will help them to identify their mistakes and rectify them well before exams.

2. Why Should I Refer to Chemistry Aldehydes ketones and Carboxylic acids NCERT solutions?

To get good grades in their boards or any other competitive exam, students should refer to more than one source for their preparation. Moreover, they should also take help of a solutions book. These will help them to get comprehensive knowledge about the topics. They can also refer to these books to see the answer writing pattern for their boards.


Even students who want to prepare themselves should cross-check their answers with that of the solutions book. This will help them to identify their shortcomings, and thereby will be able to rectify it. However, they should ensure that these sources are reliable.

3. What are the Important Physical Properties of Aldehydes and Ketones?

Aldehydes and Ketones are compounds that contain carbonyl groups. The boiling point of these organic compounds depends on the intermolecular force. It increases with the increase in carbon atoms. Moreover, both these compounds are polar and also soluble in water.


While preparing for exams, students should emphasise on the properties of these compounds. Besides these physical properties, they should also study the chemical compounds for scoring better grades. To get a comprehensive idea about the properties of these compounds, they can refer to Aldehydes ketones and Carboxylic acids NCERT solutions.  This will help them to get a better understanding of these compounds and carboxylic compounds also.

4. Where can I download NCERT solutions class 12 chemistry Aldehydes ketones and carboxylic acids?

You can download  NCERT Solutions For Class 12 Chemistry Chapter 12 from Vedantu’s website free of cost-

  • Visit the page Chemistry Class 12and select the chapter Adehydes, Ketones and Carboxylic Acids.

  • The page will show the exercise questions. Click on the questions for which you want to see the solutions.

  • Click on the link for the exercise PDF.

  • NCERT solutions class 12 chemistry aldehydes ketones and carboxylic acids PDF will be displayed on your screen. Click on the ‘Download PDF ‘ option to download and save for offline use.

5. What are Aldehydes, Ketones, and Carboxylic acids?

Carbonyl compounds contain a carbon-oxygen double bond called the carbonyl group. Aldehydes, ketones, and carboxylic acids belong to the class of carbonyl compounds. In aldehydes, the carbonyl group is bonded to carbon and hydrogen while in ketones, it is bonded to two carbon atoms. In all the carboxylic acids, the carbonyl group is attached to carbon or hydrogen and oxygen of hydroxyl moiety (-OH). They are all highly polar compounds. Refer to Vedantu’s aldehyde and ketone NCERT solutions to understand the concepts of this chapter at free of cost on the Vedantu app and the Vedantu website.

6. How to study organic chemistry for class 12 Chemistry?

Organic chemistry forms a very important part of chemistry in Class 12. It forms the foundation and base for the subject for the upcoming years. It also gives a great basic understanding of all the competitive exams like JEE and NEET. Start by studying all the chapters in NCERT systematically and practicing the structures. Practice all the equations and reactions. Their physical and chemical properties are important and should be practiced well. Make sure you maintain a book of equations for the final revision.

7. What are the uses of aldehydes and ketones?

Aldehyde ketone and carboxylic acids NCERT solutions forms a very important part of chemistry in Class 12. It forms the foundation and base for the subject for the upcoming years. It also gives a great basic understanding of all the competitive exams like JEE and NEET. Start by studying all the chapters in NCERT systematically and practising the structures. Practise all the equations and reactions. Their physical and chemical properties are important and should be practised well. Make sure you maintain a book of equations for the final revision.

8. What are the methods for carboxylic acid preparation?

Carboxylic acids can be prepared by six methods-

  • From primary alcohols and aldehydes- primary alcohols are oxidized to form carboxylic acids using oxidizing agents. They are also prepared from aldehydes using mild oxidizing agents.

  • From alkylbenzenes- preparation of aromatic carboxylic acids

  • From nitriles and amides- Nitriles are first hydrolyzed to amides and then converted to acids.

  • From Grignard reagents

  • From acyl halides and anhydrides

  • From esters- Acidic hydrolysis of esters gives rise to carboxylic acids.

9. Why are aldehydes ketones and carboxylic acids important?

Aldehydes, ketones, and carboxylic acids are pivotal in organic chemistry, essential for biological processes and industrial synthesis, as emphasised in Class 12 Chemistry NCERT solutions.

10. What is the common name for ketones?

Ketones are commonly referred to as "oxo compounds," a recognized nomenclature detail stated in NCERT solutions for aldehydes ketones and carboxylic acids

11. Which has more effect: aldehyde or ketone?

Aldehydes generally exhibit stronger effects than ketones, a comparison drawn in NCERT solutions for aldehydes and ketones in Class 12 Chemistry.

12. What happens when you add an acid to an aldehyde?

Adding an acid to an aldehyde leads to the formation of an acetal or hemiacetal, a chemical transformation highlighted in aldehyde and ketone NCERT solutions.

13. Why is carboxylic acid stronger than aldehyde?

Carboxylic acids surpass aldehydes in acidity due to the additional -COOH group, a key concept elucidated in aldehyde ketone and carboxylic acids NCERT solutions.

14. What are 3 uses of aldehydes and ketones?

Aldehydes and ketones serve as solvents, preservatives, and intermediates in pharmaceuticals and perfumes, as outlined in NCERT solutions for aldehydes, ketones, and carboxylic acids in Class 12 Chemistry.