Complete the following reactions by filling in the missing reactants, products or reagents (E-N). ... ... OH E CH3MgBr (i) CH;-CH-CH, CH--CH, F H* HCN H,0/H* (ii) CH-C-CH3 G Heat NABH4 I! (iii) CH-C-CH3 H*

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter22: Carbonyl Alpha-substitution Reactions
Section22.SE: Something Extra
Problem 64AP: The key step in a reported laboratory synthesis of sativene, a hydrocarbon isolated from the mold...
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(b) Complete the following reactions by filling in the missing reactants, products or
reagents (E-N).
OH
E
(i)
CH-CH-CH3
CH-Č-CH3
H*
H,O/H*
НCN
(ii) CH-C
-CH3
G
Heat
NABH4
(iii) CH-C-CH3
H*
The Universiy
mester
CH;CH,MgBr
CH,OH
(iv)
J
K
%3D
H*
H*
L.
(v) CH-CH,-CH,OH
CH;CH,COOH
CH;CH,-Ĉ--CI
CH,NH,
(vi) CH3CH,-Č
Transcribed Image Text:(b) Complete the following reactions by filling in the missing reactants, products or reagents (E-N). OH E (i) CH-CH-CH3 CH-Č-CH3 H* H,O/H* НCN (ii) CH-C -CH3 G Heat NABH4 (iii) CH-C-CH3 H* The Universiy mester CH;CH,MgBr CH,OH (iv) J K %3D H* H* L. (v) CH-CH,-CH,OH CH;CH,COOH CH;CH,-Ĉ--CI CH,NH, (vi) CH3CH,-Č
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