How would you synthesize the following compounds from butanenitrile using reagents from the table? Answers range from 1 to 5 steps. Reagents SOCI 1. NaOH/H₂O a i 1. NaBH4 2. H₁₂O* 2. H₂O* b 1. BH₁/THF f 1. LAIH j 2. H₂O₂/NaOH 2. H₂O* 1. CH₂CH2MgBr / dry ether 2. H₂O* C PBr g NaCN k Dess-Martin KMnO4/H30* 1. (CH3)2CHMcBr/dry ether 2. H₂O* conc. HCI periodinane in CH2Cl₂ a. CH3CH2CH2CH2NH2 b. 3-hexanol c. Butanal d. Pentanoic acid

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How would you synthesize the following compounds from butanenitrile using reagents from the table? Answers
range from 1 to 5 steps

How would you synthesize the following compounds from butanenitrile using reagents from the table? Answers
range from 1 to 5 steps.
Reagents
a
1. NaOH / H₂O
с
SOCI
2. H₂O*
b
1. BH3/THF
f
1. LIAIH
2. H₂O₂ / NaOH
2. H₁₂O*
C
PBr
g
NaCN
d
Dess-Martin
h
KMnO4 / H30*
periodinane in CH2Cl2
a. CH3CH2CH2CH2NH2
b. 3-hexanol
C. Butanal
d. Pentanoic acid
i
1. NaBH4
2. H3O+
k
1. CH2CH2MgBr / dry ether
2. H₂O*
1. (CH3)2CHMcBr/dry ether
2. H₂O*
conc. HCI
Transcribed Image Text:How would you synthesize the following compounds from butanenitrile using reagents from the table? Answers range from 1 to 5 steps. Reagents a 1. NaOH / H₂O с SOCI 2. H₂O* b 1. BH3/THF f 1. LIAIH 2. H₂O₂ / NaOH 2. H₁₂O* C PBr g NaCN d Dess-Martin h KMnO4 / H30* periodinane in CH2Cl2 a. CH3CH2CH2CH2NH2 b. 3-hexanol C. Butanal d. Pentanoic acid i 1. NaBH4 2. H3O+ k 1. CH2CH2MgBr / dry ether 2. H₂O* 1. (CH3)2CHMcBr/dry ether 2. H₂O* conc. HCI
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