
Propyne and propene can be distinguished by:
A. Conc.
B. in .
C. Dil.
D. in ammonia.
Answer
507k+ views
Hint: Silver nitrate in ammonia is actually Tollen’s reagent. It also reacts with acidic hydrogens to give precipitates.
Complete step by step answer:
To get the answer, let us check each reaction one by one:
Conc. :
Propyne on reaction with conc. produces a ketone.
Propene on reaction with conc. produces alcohol.
Ketone and alcohol can’t be distinguished at this condition without adding any other reagent. Hence, it is not the correct option.
:
Propyne on reaction with in produces a vicinal dibromo alkene whereas propene on reaction with in produces a vicinal dibromo alkane.
Hence, the two compounds can’t be distinguished by this process.
Dil. :
Propynes on reaction with Dil. produce -ketoacid.
Propene on reaction with Dil. produce a vicinal diol.
Hence, the two compounds cannot be distinguished by this method also.
in ammonia:
Propyne on reaction with in ammonia produces a white precipitate, while propene does not show any reaction with the Tollen’s reagent.
This is due to the fact that Tollen’s reagent reacts with an acidic hydrogen forming a precipitate like in a propyne. The hydrogen which is replaced is very acidic due to high electronegativity of an sp hybridized carbon.
Hence, this reagent can be used to distinguish between a propyne and a propene.
Therefore, the correct answer is (D) in ammonia.
Note: When an alkyne is reacted with conc. Sulphuric acid, ketone is formed by the Markovnikov addition of -OH, followed by the rearrangement of the alcohol formed from enol form to keto.
Complete step by step answer:
To get the answer, let us check each reaction one by one:
Conc.
Propyne on reaction with conc.


Propyne on reaction with

Dil.
Propynes on reaction with Dil.
Propene on reaction with Dil.

Propyne on reaction with

This is due to the fact that Tollen’s reagent reacts with an acidic hydrogen forming a precipitate like in a propyne. The hydrogen which is replaced is very acidic due to high electronegativity of an sp hybridized carbon.
Hence, this reagent can be used to distinguish between a propyne and a propene.
Therefore, the correct answer is (D)
Note: When an alkyne is reacted with conc. Sulphuric acid, ketone is formed by the Markovnikov addition of -OH, followed by the rearrangement of the alcohol formed from enol form to keto.
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