How would you synthesize the following compounds from butanoic acid 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. NaBH4 2. H30* 1. LIAIH4 2. H30* H₂/Pt 1. BH3/THF 2. H₂O₂/NaOH a) 2-methylbutanoic acid b) 1-butene e f g h i Reagents PBr3 Mg/dry ether 1. Li 2. Cul 1-bromobutane H3O*, heat j k m n KOH/alcohol KOtBu 1. CO₂ 2. H3O+ HBr, dark no peroxides NaCN

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Chapter1: Chemical Foundations
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How would you synthesize the following compounds from butanoic acid 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. NaBH4
2. H30*
1. LIAIH4
2. H30*
H₂/Pt
1. BH3/THF
2. H₂O2/NaOH
a) 2-methylbutanoic acid
b) 1-butene
e
Reagents
f Mg / dry ether
h
PBr3
g 1. Li 2. Cul
i
1-bromobutane
H3O*, heat
j KOH/alcohol
k
I
E =
m
n
KOtBu
1. CO₂ 2. H3O+
HBr, dark
no peroxides
NaCN
Transcribed Image Text:How would you synthesize the following compounds from butanoic acid 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. NaBH4 2. H30* 1. LIAIH4 2. H30* H₂/Pt 1. BH3/THF 2. H₂O2/NaOH a) 2-methylbutanoic acid b) 1-butene e Reagents f Mg / dry ether h PBr3 g 1. Li 2. Cul i 1-bromobutane H3O*, heat j KOH/alcohol k I E = m n KOtBu 1. CO₂ 2. H3O+ HBr, dark no peroxides NaCN
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