How would you synthesize the following compounds from butanenitrile using reagents from the table? Use letters from the table to list reagents in the order used (first at the left). Example: ab a b C d 1. NaOH/H₂O 2. H₂O* 1. BH3/THF 2. H₂O₂/NaOH a) Butanal PBr3 Dess-Martin periodinane in CH₂Cl₂ b) Pentanoic acid e f g h Reagents SOCI₂ 1. LiAlH4 2. H₂O* NaCN CrO3/H3O* i j k 1 1. NaBH4 2. H₂O* 1. CH3CH₂MgBr / dry ether 2. H3O+ 1. (CH3)2CHMgBr / dry ether 2. H₂O* conc. HCI

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Chapter1: Chemical Foundations
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How would you synthesize the following compounds from butanenitrile using reagents from the table?
Use letters from the table to list reagents in the order used (first at the left).
Example: ab
a
b
с
d
1. NaOH/H₂O
2. H3O*
1. BH3/THF
2. H₂O2/NaOH
a) Butanal
PBr3
Dess-Martin
periodinane in CH₂Cl₂
b) Pentanoic acid
e
f
g
h
Reagents
SOCI₂
1. LiAlH4
2. H3O*
NaCN
CrO3/H3O*
i
j
k
1
1. NaBH4
2. H3O*
1. CH3CH₂MgBr / dry ether
2. H3O+
1. (CH3)2CHMgBr / dry ether
2. H3O*
conc. HCI
Transcribed Image Text:How would you synthesize the following compounds from butanenitrile using reagents from the table? Use letters from the table to list reagents in the order used (first at the left). Example: ab a b с d 1. NaOH/H₂O 2. H3O* 1. BH3/THF 2. H₂O2/NaOH a) Butanal PBr3 Dess-Martin periodinane in CH₂Cl₂ b) Pentanoic acid e f g h Reagents SOCI₂ 1. LiAlH4 2. H3O* NaCN CrO3/H3O* i j k 1 1. NaBH4 2. H3O* 1. CH3CH₂MgBr / dry ether 2. H3O+ 1. (CH3)2CHMgBr / dry ether 2. H3O* conc. HCI
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