Directions: In the following questions, A statement of Assertion (A) ...
In alkylation, an amine can react with alkyl halide to form next higher class of amine caused by the presence of electron pair on nitrogen which makes amine to behave as nucleophile and alkyl halide thus undergo nucleophilic substitution reaction. When primary and secondary amines react with acid chlorides, anhydrides and esters to give monosubstituted amides as products. Acylation is carried out in the presence of a base stronger than the amine like pyridine which causes the shift of the equilibrium to the right side.
Directions: In the following questions, A statement of Assertion (A) ...
Assertion (A): Acylation of amines gives a monosubstituted product whereas alkylation of amines gives a poly-substituted product.
Reason (R): Acyl group sterically hinders the approach of further acyl groups.
The correct answer is option 'C', i.e., A is true but R is false.
Explanation:
Acylation of Amines:
Acylation refers to the process of adding an acyl group (-CO-R) to a compound. When an amine is acylated, the acyl group replaces one of the hydrogen atoms in the amine molecule. The reaction is typically carried out using an acylating agent such as an acid chloride (acyl chloride) or an acid anhydride.
Alkylation of Amines:
Alkylation, on the other hand, involves the addition of an alkyl group (-R) to a compound. When an amine is alkylated, an alkyl group replaces one of the hydrogen atoms in the amine molecule. The reaction is usually carried out using an alkylating agent such as an alkyl halide.
Monosubstituted and Poly-substituted Products:
In the case of acylation of amines, only one acyl group can be added to the amine molecule. This is because the acyl group (-CO-R) is relatively large and sterically hinders the approach of further acyl groups. Therefore, the product obtained is monosubstituted, with only one acyl group replacing a hydrogen atom in the amine molecule.
In contrast, in the case of alkylation of amines, multiple alkyl groups can be added to the amine molecule. The alkyl groups (-R) are smaller in size compared to acyl groups and do not sterically hinder the approach of further alkyl groups. Therefore, the product obtained is poly-substituted, with multiple alkyl groups replacing hydrogen atoms in the amine molecule.
Explanation of the Reason:
The reason given in the statement (Reason R) is incorrect. It states that the acyl group sterically hinders the approach of further acyl groups, leading to the formation of a monosubstituted product. However, in reality, it is the large size of the acyl group that hinders the approach of further acyl groups, not its steric hindrance. Therefore, the reason provided is not a correct explanation for the given assertion.
Hence, the correct answer is option 'C', i.e., A is true but R is false.