How would you synthesize the following compounds from butanenitrile using reagents from the table? a. butanal  b. 1-butanol

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter8: Addition Via Carbocation
Section: Chapter Questions
Problem 6CTQ
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How would you synthesize the following compounds from butanenitrile using reagents from the table?

a. butanal 

b. 1-butanol

Reagents
1. NaOH / H2O
2. H3O*
SOCI2
1. NaBH4
a
e
i
2. H30*
1. ВН3 / THF
2. H2O2 / NaOH
b
f
1. LIAIH4
2. H3O*
1. CH3CH2MGBR / dry ether
2. H30*
1. (CH3)2CHM9B / dry ether
2. Hзо
PBR3
NaCN
k
d
Dess-Martin
h
Cro3 / H3O*
conc. HCI
periodinane in CH2CI2
Transcribed Image Text:Reagents 1. NaOH / H2O 2. H3O* SOCI2 1. NaBH4 a e i 2. H30* 1. ВН3 / THF 2. H2O2 / NaOH b f 1. LIAIH4 2. H3O* 1. CH3CH2MGBR / dry ether 2. H30* 1. (CH3)2CHM9B / dry ether 2. Hзо PBR3 NaCN k d Dess-Martin h Cro3 / H3O* conc. HCI periodinane in CH2CI2
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