How would you synthesize the following 3-hexanone from butanenitrile using reagents from the table?

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
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How would you synthesize the following 3-hexanone from butanenitrile using reagents from the table?

Reagents
1. NaOH / H2O
2. H30*
SOCII2
a
e
i
1. NABH4
2. H3O*
1. ВНз / THF
2. H2O2 / NaOH
b
f
1. LIAIH4
2. H3O*
1. CH3CH2MGB / dry ether
2. Hо*
1. (CH3)2CHMGB / dry ether
2. H30*
PBr3
g
NaCN
k
d
Dess-Martin
h
CrO3 / H30*
conc. HCI
periodinane in CH2CI2
Transcribed Image Text:Reagents 1. NaOH / H2O 2. H30* SOCII2 a e i 1. NABH4 2. H3O* 1. ВНз / THF 2. H2O2 / NaOH b f 1. LIAIH4 2. H3O* 1. CH3CH2MGB / dry ether 2. Hо* 1. (CH3)2CHMGB / dry ether 2. H30* PBr3 g NaCN k d Dess-Martin h CrO3 / H30* conc. HCI periodinane in CH2CI2
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