Question

In the following reaction

optically pure ester X formed product that did not exhibit optical rotation ([α]D=0) due to the formation of 
(Note: Ts=para-toluenesulfonyl; Ac=acetyl)

• A. cis-1,2-diacetoxycyclohexane.
• B. a racemic mixture of trans-1,2-diacetoxycyclohexane.
• C. cyclohexene.
• D. cyclohexene oxide.

Answer 1

The Correct Option is B

In this reaction, ester X undergoes a nucleophilic substitution with acetohydroxylation, followed by rearrangement. The formation of a racemic mixture of trans-1,2-diacetoxycyclohexane occurs due to the generation of two stereoisomers (enantiomers) during the reaction. These enantiomers exhibit no optical rotation due to the racemic nature of the mixture.