ChemistryNEB 2081 (MCQs)

What would be the product when ketone is treated with Grignard's reagent? a) Primary alcohol b) Secondary alcohol c) Tertiary alcohol d) Methyl alcohol

1

Answer

When a ketone is treated with a Grignard reagent (R-MgX), the product formed is a tertiary alcohol. This occurs through a nucleophilic addition reaction where the Grignard reagent acts as a nucleophile, attacking the electrophilic carbonyl carbon of the ketone.

The general reaction mechanism involves:

  1. Nucleophilic attack by the Grignard reagent on the carbonyl carbon, forming a new carbon-carbon bond.
  2. Protonation of the resulting alkoxide intermediate during aqueous workup, yielding the tertiary alcohol.

For example, if acetone (a ketone) reacts with methyl magnesium bromide (CH₃MgBr), the product is tert-butanol (2-methyl-2-propanol), a tertiary alcohol.

acetoneacetone+CH₃MgBr1. Nucleophilic attack 2. Aqueous workup (H₃O⁺)MgBr(OH)
Reaction of acetone with methyl magnesium bromide to form tert-butanol (a tertiary alcohol)

Thus, the correct answer is: c) Tertiary alcohol

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