Comment on the stereochemistry of the product | vedclass

Name: Exam Paper Generator | JEE NEET Paper Generator | Vedclass
Brand: Vedclass
Rating: 5 (35 reviews)

Question

(A) The starting material,$3$-methylpentan-$2$-one,contains a chiral center at the $C3$ position.The nucleophilic attack of the Grignard reagent $(CH_

Vedclass · Accepted Answer

diastereomers

Vedclass · Answer

(A) The starting material,$3$-methylpentan-$2$-one,contains a chiral center at the $C3$ position.The nucleophilic attack of the Grignard reagent $(CH_3MgBr)$ occurs at the $sp^2$ hybridized carbonyl carbon $(C2)$.Since the $C3$ chiral center is already present and its configuration remains fixed during the reaction,the attack of the nucleophile from the two different faces of the planar carbonyl group creates a new chiral center at $C2$.This results in the formation of two products that have the same configuration at $C3$ but different configurations at $C2$.Such stereoisomers,which are not mirror images of each other,are known as diastereomers.

Comment on the stereochemistry of the products for the following reaction:
$3$-methylpentan-$2$-one + $CH_3MgBr$ followed by $NH_4Cl$ workup.

Similar Questions

Which reactant will give the following alcohol on reaction with one mole of phenyl magnesium bromide $(PhMgBr)$ followed by acidic hydrolysis?

The reaction of chloroform with acetone gives ...................

In the reaction sequence,
$Cyclohex-2-en-1-one \xrightarrow[(ii) H_2O/H^+]{(i) CH_3MgBr/CuCl} (X)$
Product $(X)$ will be:

Which of the following compounds undergoes the Cannizzaro reaction?

The major product formed in the following reaction is:

Vedclass Test Series

Exam Paper Generator

Online Exam Module

Comment on the stereochemistry of the products for the following reaction:$3$-methylpentan-$2$-one + $CH_3MgBr$ followed by $NH_4Cl$ workup.