Alcohols and Ethers - Result Question 42

####47. Cyclobutylbromide on treatment with magnesium in dry ether forms an organometallic compound (A). The organometallic reacts with ethanal to give an alcohol (B) after mild acidification. Prolonged treatment of alcohol (B) with an equivalent amount of HBr gives 1-bromo-1methylcyclopentane (C). Write the structures of (A),(B) and explain how (C) is obtained from (B).

(2001,5M)

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Solution:

47.

H+C+HCH3 Ring expansion 2+Hshift 



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