Back to Directory
NEET CHEMISTRYHard

What is the product formed when cyclopentanone reacts with methyl lithium?

A

Cyclopentanonyl anion

B

Cyclopentanonyl cation

C

Cyclopentanonyl radical

D

Cyclopentanonyl biradical

Step-by-Step Solution

Methyl lithium (CH3LiCH_3Li) is an organolithium reagent which acts as both a strong nucleophile and a strong base.

  1. Nucleophilic Addition: Typically, CH3LiCH_3Li attacks the carbonyl carbon to form a tertiary alcohol (1-methylcyclopentanol) after hydrolysis. However, this product is not listed in the options.
  2. Acid-Base Reaction: Cyclopentanone possesses acidic α\alpha-hydrogens adjacent to the carbonyl group. Since CH3LiCH_3Li is a very strong base, it can abstract an α\alpha-proton from cyclopentanone.

Cyclopentanone+CH3Cyclopentanonyl Anion (Enolate)+CH4\text{Cyclopentanone} + CH_3^- \rightarrow \text{Cyclopentanonyl Anion (Enolate)} + CH_4

Given the options provided (Anion, Cation, Radical), the formation of the Cyclopentanonyl anion via the acid-base pathway is the correct answer expected in this context.

Practice Mode Available

Master this Topic on Sushrut

Join thousands of students and practice with AI-generated mock tests.

Get Started