Esterification (shown below) is a reaction converting a carboxyli… - Vidyadip

MCQ

Esterification (shown below) is a reaction converting a carboxylic acid to its ester. It involves only the carbonyl carbon. Esterification of $(-) $ lactic acid with methanol yields $(+)$ methyl acetate. Assuming that there are no side reactions, what is true about this reaction ?

A
An $S_{N^2}$ process has occurred, inverting the absolute configuration of the chiral center
B
An $S_{N^1}$ reaction at the chiral center has inverted the optical rotation
C
A diastereomer has been produced; diastereomers have different physical properties including optical rotation
✓
Optical rotation is not directly related to absolute configuration, so the change in sign of rotation is merely a coincidence

✓

Answer

Correct option: D.

Optical rotation is not directly related to absolute configuration, so the change in sign of rotation is merely a coincidence

d
$(d)$ Chiral center is not affected during the reaction so change in sign of rotation is merely a coincidence.

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