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Treatment of cyclopentanone with methyl lithium gives which of the following species?

1. Cyclopentanoyl cation
2. Cyclopentanoyl radical
3. Cyclopentanoyl biradical
4. Cyclopentanoyl anion

Correct answer: Cyclopentanoyl anion

Solution

Methyl lithium (CH3Li) is a strong nucleophile and base. It reacts with cyclopentanone by attacking the carbonyl carbon, leading to the formation of a cyclopentanoyl anion.

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