Question
In the reaction the major product [X] is
The correct answer is
racemic trans-1,2-cyclohexanediol diacetate
The given reaction involves the conversion of an optically pure trans-2-acetoxycyclohexyl tosylate to a product, let's determine what the major product [X] will be:
- The reaction uses acetic acid (HOAc) and potassium acetate (KOAc) under heating (\Delta), which is a classic setup for an esterification or functional group transformation.
- Since the starting material is optically pure and trans, the inversion of configuration can be expected in the mechanism, typically through an SN2 reaction mechanism.
- During SN2 reaction, nucleophilic substitution will result in the inversion of the configuration at the carbon where the leaving group (tosylate) was attached.
- However, since the product [X] is already in the trans configuration, the SN2 reaction doesn't alter the relative stereochemistry of the two substituents on the cyclohexane ring.
- Thus, the product will be racemic because the reaction produces a mixture of enantiomers resulting in no net optical activity due to their racemic nature.
- Consequently, the major product [X] is racemic trans-1,2-cyclohexanediol diacetate.
Was this answer helpful?
Important Questions from Stereochemistry
The reaction(s) that give(s) meso-1,2-diphenylethane-1,2-diol as the major product is(are)
In the following reaction, 13.4 grams of aldehyde P gave a diastereomeric mixture of alcohols Q and R in a ratio of 2:1. If the yield of the reaction is 80%, then the amount of Q (in grams) obtained is ________ (in integer).
The correct statement(s) about the relationship for the H-atoms in the following compounds is (are):
- The enantiomeric pair, among the following, is
The favourable transition state leading to the formation of the product in the following reaction, is
Need Expert Advice?
