Alkyl Halides - Result Question 7

####7. The major product in the following conversion is

(2019 Main, 12 Jan II)

(a)

(b)

(c)

(d) $HO O-\left.\right| _{Br} ^{CH}-CH _2-CH _3$

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Solution:

  1. Key Idea The excess of $HBr$ and high temperature in given reaction serves for dual purpose:

(i) Hydrolysis of ether via $S _N 2$ mechanism, i.e. Zeisel’s method.

(ii) Markownikoff addition at double bond of the branch.

The road map of complete reaction is as follows:

Transition state

Here, $BB=$ Bond breakage

$BF=$ Bonf formation



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