Question D (d)A haloalkane, (CH3);CCH2B , undergoes a reaction with aqueous sodium hydroxideto produce alcohol. In the intermediate stage, carbocations X and Y are formed .H3ÇH3C-Ċ-C-+ BrH3ÇHCH3H;C-Ç-ҫ— ВrCarbokation XHH3ÇHHaloalkaneH3C-¢-+ BrH3ĆHCarbocation Y(i)(ii)Which carbocation is more stable? Explain.State the type of covalent bond cleavage involved in the formation of thecarbocation.

Compound-X is more stable carbocation because it's have 3° carbocation which is stablized by +I…

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Introduction to General, Organic and Biochemistry

11th Edition

ISBN:9781285869759

Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres

Publisher:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres

Chapter19: Carboxylic Anhydrides, Esters, And Amides

Section: Chapter Questions

Problem 19.47P

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Question

Question D

(d)
A haloalkane, (CH3);CCH2B , undergoes a reaction with aqueous sodium hydroxide
to produce alcohol. In the intermediate stage, carbocations X and Y are formed .
H3Ç
H3C-Ċ-C-
+ Br
H3Ç
H
CH3
H;C-Ç
-ҫ— Вr
Carbokation X
H
H3Ç
H
Haloalkane
H3C-¢-
+ Br
H3Ć
H
Carbocation Y
(i)
(ii)
Which carbocation is more stable? Explain.
State the type of covalent bond cleavage involved in the formation of the
carbocation.

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