A racemic mixture of carboxylic acid having one chiral centre is treated with enantiomerically pure amine. the products formed are :a)Disatereomers (both optically active)b)Diasteremoers (only one is optically active)c)Racemic mixtured)Two optically inactive ammonium salts of acid.Correct answer is option 'A'. Can you explain this answer?

Question

Answer

The two esters formed here will be diastereomers because the chiral part of the carboxylic acid will not participate in the reaction.
So, the product will be optically active

Answer

Explanation:

When a racemic mixture of a carboxylic acid with a chiral center is treated with an enantiomerically pure amine, the products formed are diastereomers, with both being optically active.

Carboxylic Acid with Chiral Center:
A carboxylic acid with a chiral center is a compound that contains an asymmetric carbon atom bonded to four different groups. This creates two possible enantiomers, which are mirror images of each other and cannot be superimposed.

Enantiomerically Pure Amine:
An enantiomerically pure amine is an amine compound that exists in only one enantiomeric form, either as the R or S enantiomer.

Reaction:
When the racemic mixture of the carboxylic acid is treated with the enantiomerically pure amine, a nucleophilic addition-elimination reaction takes place. The carboxylic acid reacts with the amine to form an intermediate, which then undergoes elimination to give the product.

Formation of Diastereomers:
Since the carboxylic acid has a chiral center, the reaction can occur with either the R or S enantiomer of the amine, resulting in two different diastereomers. Diastereomers are stereoisomers that are not mirror images of each other and have different physical and chemical properties.

Optically Active Products:
Both diastereomers formed in the reaction are optically active because they have a chiral center and do not possess a plane of symmetry. Optically active compounds rotate the plane of polarized light in opposite directions, depending on their configuration.

Conclusion:
In summary, when a racemic mixture of a carboxylic acid with a chiral center is treated with an enantiomerically pure amine, the products formed are diastereomers, with both being optically active.

Similar Class 12 Doubts

Consider the following reaction,Q. When a pure enantiomer of X is taken in the above reaction, correct completion regarding the reaction is/are

Product of above reaction is obtained by

Top Courses for Class 12

Suggested Free Tests

Related Content

Schools

Competitive Examinations

Quick Access Links

Technical Exams