Answer
Verified
441.6k+ views
Hint:We know that this reaction is a bromination reaction for benzene containing compounds. The bromine and iron present will react to generate the $B{r^ + }$ ion. Here $B{r^ + }$ will act as an electrophile so electrophilic substitution will take place in this reaction. To see where the electrophile will get substituted, we need to know about the electron donating group and electron withdrawing group.
Complete step-by-step answer:We already know that $B{r^ + }$ ion has a low electron density and the two benzene rings have a high electron density so the benzene ring will donate its electron to the $B{r^ + }$ ion and hence an electrophile will be substituted on the benzene ring but since the molecule contains two benzene rings we need to see that which benzene will donate its electron to the $B{r^ + }$ ion.
In the first benzene ring, a methyl group is present and a nitrogen is attached with hydrogen. Both the groups are electron donating groups as the lone pairs present on the nitrogen will be delocalized and hence will come in resonance with the benzene ring. Hence both the electron donating group will activate the benzene for the electrophilic substitution for electrophilic substitution reaction.
0n the other hand $C = O$ is present on the second benzene ring and we know that oxygen possesses a high electronegativity so it will pull the electrons of carbon towards itself and will hence give carbon a partial positive charge and oxygen a partial negative charge. So, the electron density will decrease on the second benzene ring and thus will deactivate the group for electrophilic substitution reaction. Here $C = O$ will act as an electron withdrawing group.
Ortho and para groups have a high electron density due to the lone pairs of the nitrogen. Hence the $B{r^ + }$ ion will be substituted on the para position.
So, the major product formed is:
Hence the correct answer is Option (4).
Note: As both the ortho positions are occupied by the methyl group and the other by the benzene ring so $B{r^ + }$ ion will be substituted at the para positions. Also, here we take into consideration only the ortho and para group as the nitrogen group present is a stronger electron donating group than the methyl group.
Complete step-by-step answer:We already know that $B{r^ + }$ ion has a low electron density and the two benzene rings have a high electron density so the benzene ring will donate its electron to the $B{r^ + }$ ion and hence an electrophile will be substituted on the benzene ring but since the molecule contains two benzene rings we need to see that which benzene will donate its electron to the $B{r^ + }$ ion.
In the first benzene ring, a methyl group is present and a nitrogen is attached with hydrogen. Both the groups are electron donating groups as the lone pairs present on the nitrogen will be delocalized and hence will come in resonance with the benzene ring. Hence both the electron donating group will activate the benzene for the electrophilic substitution for electrophilic substitution reaction.
0n the other hand $C = O$ is present on the second benzene ring and we know that oxygen possesses a high electronegativity so it will pull the electrons of carbon towards itself and will hence give carbon a partial positive charge and oxygen a partial negative charge. So, the electron density will decrease on the second benzene ring and thus will deactivate the group for electrophilic substitution reaction. Here $C = O$ will act as an electron withdrawing group.
Ortho and para groups have a high electron density due to the lone pairs of the nitrogen. Hence the $B{r^ + }$ ion will be substituted on the para position.
So, the major product formed is:
Hence the correct answer is Option (4).
Note: As both the ortho positions are occupied by the methyl group and the other by the benzene ring so $B{r^ + }$ ion will be substituted at the para positions. Also, here we take into consideration only the ortho and para group as the nitrogen group present is a stronger electron donating group than the methyl group.
Recently Updated Pages
10 Examples of Evaporation in Daily Life with Explanations
10 Examples of Diffusion in Everyday Life
1 g of dry green algae absorb 47 times 10 3 moles of class 11 chemistry CBSE
What happens when dilute hydrochloric acid is added class 10 chemistry JEE_Main
What is the meaning of celestial class 10 social science CBSE
What causes groundwater depletion How can it be re class 10 chemistry CBSE
Trending doubts
Fill the blanks with the suitable prepositions 1 The class 9 english CBSE
Which are the Top 10 Largest Countries of the World?
How do you graph the function fx 4x class 9 maths CBSE
Differentiate between homogeneous and heterogeneous class 12 chemistry CBSE
Difference between Prokaryotic cell and Eukaryotic class 11 biology CBSE
Change the following sentences into negative and interrogative class 10 english CBSE
The Equation xxx + 2 is Satisfied when x is Equal to Class 10 Maths
In the tincture of iodine which is solute and solv class 11 chemistry CBSE
Why is there a time difference of about 5 hours between class 10 social science CBSE