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Write Brief Answer · Q21

Q.CH3MgBr + cyclohexanone --H3O+--> A --HBr--> B --Mg/ether--> C --HCHO/H3O+--> D. Identify A, B, C, D and write the complete equations.

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Step 1. CH3MgBr adds to cyclohexanone's carbonyl carbon; acid hydrolysis (H3O+) gives A = 1-methylcyclohexan-1-ol, a TERTIARY alcohol (the ring carbon now bears OH, a methyl group, and two ring bonds).

Step 2. A + HBr: since A is tertiary, this proceeds by SN1 (via a stable tertiary ring carbocation), giving B = 1-bromo-1-methylcyclohexane.

Step 3. B + Mg/ether regenerates a Grignard reagent from the tertiary bromide: C = 1-methylcyclohexylmagnesium bromide. …

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