Devise the most efficient synthesis for the carboxylic acid below using a starting material and reagents from the tables. Give your route by specifying he number of the starting material followed by the letters of the reagents you would use beginning with the first step. The answer 4th means treat /-butanol (4) with conc. HCl(f) then treat the product with KOH in alcohol(h). Starting materials Reagents Br a Mg/dry ether OH c NaCN/THF or DMF *25 b 1. CO₂ 2. acidic workup d NaCN/dil. aqueous H₂SO4 3 OH e Aqueous H₂SO4 at reflux g PBr3 f Conc. HCI or HCI (gas) h KOH/alcohol Hot 4 i KMnO4/H₂O* j Na₂ CrO₂ / aqueous H₂SO4 k 1. BH₂/THF 2. H₂O₂laq. NaOH I 요

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Chapter1: Chemical Foundations
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Devise the most efficient synthesis for the carboxylic acid below using a starting material and reagents from the tables. Give your route by specifying
the number of the starting material followed by the letters of the reagents you would use beginning with the first step.
The answer 4th means treat /-butanol(4) with conc. HCl(f) then treat the product with KOH in alcohol(h).
Starting materials
Reagents
1
Br
a Mg/dry ether
H3C
OH
OH
b 1. CO₂ 2. acidic workup
c NaCN/THF or DMF
"Q
d NaCN/dil. aqueous H₂SO4
The most efficient synthetic route is
Br
Br
7
3
g PBr3
OH
OH
e Aqueous H₂SO4 at reflux
f Conc. HCI or HCI (gas)
h KOH/alcohol
Hot
4
i KMnO4/H₂O*
5
j Na₂ CrO4/ aqueous H₂SO4
k 1. BH₂/THF 2. H₂O₂/aq. NaOH
. Å
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Transcribed Image Text:Devise the most efficient synthesis for the carboxylic acid below using a starting material and reagents from the tables. Give your route by specifying the number of the starting material followed by the letters of the reagents you would use beginning with the first step. The answer 4th means treat /-butanol(4) with conc. HCl(f) then treat the product with KOH in alcohol(h). Starting materials Reagents 1 Br a Mg/dry ether H3C OH OH b 1. CO₂ 2. acidic workup c NaCN/THF or DMF "Q d NaCN/dil. aqueous H₂SO4 The most efficient synthetic route is Br Br 7 3 g PBr3 OH OH e Aqueous H₂SO4 at reflux f Conc. HCI or HCI (gas) h KOH/alcohol Hot 4 i KMnO4/H₂O* 5 j Na₂ CrO4/ aqueous H₂SO4 k 1. BH₂/THF 2. H₂O₂/aq. NaOH . Å Previous Next
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