21) What reagent(s) would you use to accomplish the following conversion? OH ? A) CH3Br; H3O+ B) CH3MgBr; H3O+ C) (CH3)2CuLi; H3O+ D) CH3Br; LiAlH4; H3O+ E) LiAlH4; CH3MgBr; H3O+ CH3

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter20: Carboxylic Acids And Nitriles
Section20.SE: Something Extra
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Please show the mechanism of the reagents too please. 

21) What reagent(s) would you use to accomplish the following conversion?
OH
?
A) CH3Br; H3O+
B) CH3MgBr; H3O+
C) (CH3)2CuLi; H3O+
D) CH3Br; LiAlH4; H3O+
E) LiAlH4; CH3MgBr; H3O+
CH3
Transcribed Image Text:21) What reagent(s) would you use to accomplish the following conversion? OH ? A) CH3Br; H3O+ B) CH3MgBr; H3O+ C) (CH3)2CuLi; H3O+ D) CH3Br; LiAlH4; H3O+ E) LiAlH4; CH3MgBr; H3O+ CH3
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