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Grignard addition to a carbonyl compound: identify the reactant or alcohol

This type of question, asked 3 times: 2021 Paper 9, 26 Jul 2022, 4 Apr 2025. All 3 questions below, oldest first.

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  1. Question 1

    2021 Paper 9

    33
    Reaction of Grignard reagent, C2H5MgBrC_{2}H_{5}MgBr with C8H8OC_{8}H_{8}O followed by hydrolysis gives compound "A" which reacts instantly with Lucas reagent to give compound B,C10H13ClB,C_{10}H_{13}Cl. The Compound BB is:

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  2. Question 2

    26 Jul 2022

    45
    Which reactant will give the following alcohol on reaction with one mole of phenyl magnesium bromide (PhMgBr)(PhMgBr) followed by acidic hydrolysis?

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  3. Question 3

    4 Apr 2025

    41
    An organic compound (X)(X) with molecular formula C3H6OC_{3}H_{6}O is not readily oxidised. On reduction it gives (C3H8O(Y)\left( C_{3}H_{8}O(Y) \right. which reacts with HBr to give a bromide (Z) which is converted to Grignard reagent. This Grinard reagent on reaction with (X) followed by hydrolysis give 2,3-dimethylbutan-2-ol. Compounds (X),(Y)(X),(Y) and (Z)(Z) respectively are :

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