Starting materials Reagents a Mg/dry ether b 1. CO₂ 2. acidic workup c NaCN/THF or DMF d NaCN/dil. aqueous H₂SO4 Br The most efficient synthetic route is e Aqueous H₂SO4 at reflux f Conc. HCI or HCI (gas) g PBra h KOH/alcohol HO+ 4 है I KMnO4/H₂O* j CrO4/ aqueous H₂SO4 k 1. BH/THF 2. H₂O₂/aq. NaOH
Starting materials Reagents a Mg/dry ether b 1. CO₂ 2. acidic workup c NaCN/THF or DMF d NaCN/dil. aqueous H₂SO4 Br The most efficient synthetic route is e Aqueous H₂SO4 at reflux f Conc. HCI or HCI (gas) g PBra h KOH/alcohol HO+ 4 है I KMnO4/H₂O* j CrO4/ aqueous H₂SO4 k 1. BH/THF 2. H₂O₂/aq. NaOH
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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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 4fh means treat t-butanol(4) with conc. HCl(f) then treat the product with KOH in alcohol(h).
Br
Starting materials
Br
Reagents
1
OH
a Mg/ dry ether
H3C
OH
6
b 1. CO₂ 2. acidic workup
c NaCN / THF or DMF
2
d NaCN/dil. aqueous H₂SO4
Br
The most efficient synthetic route is
Br
7
3
g PBr3
OH
OH
e Aqueous H₂SO4 at reflux
f Conc. HCI or HCI (gas)
h KOH/ alcohol
tom
OH
4
8
min
i KMnO4 / H3O+
5
j Na₂ CrO4/ aqueous H₂SO4
I
k 1. BH3/THF 2. H₂O₂/aq. NaOH](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fc194b93f-7f1f-4923-9e9e-d22c3dbc61bb%2Fb8af336c-9967-4415-8238-daabf294236d%2Fe7rg6d8_processed.png&w=3840&q=75)
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 4fh means treat t-butanol(4) with conc. HCl(f) then treat the product with KOH in alcohol(h).
Br
Starting materials
Br
Reagents
1
OH
a Mg/ dry ether
H3C
OH
6
b 1. CO₂ 2. acidic workup
c NaCN / THF or DMF
2
d NaCN/dil. aqueous H₂SO4
Br
The most efficient synthetic route is
Br
7
3
g PBr3
OH
OH
e Aqueous H₂SO4 at reflux
f Conc. HCI or HCI (gas)
h KOH/ alcohol
tom
OH
4
8
min
i KMnO4 / H3O+
5
j Na₂ CrO4/ aqueous H₂SO4
I
k 1. BH3/THF 2. H₂O₂/aq. NaOH
![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 4fh means treat t-butanol(4) with conc. HCI(f) then treat the product with KOH in alcohol(h).
Starting materials
Br
Reagents
CH3
The most
1
a Mg/ dry ether
OH
H3C
OH
b 1. CO₂ 2. acidic workup
c NaCN/THF or DMF
Submit Answer
2
d NaCN/dil. aqueous H₂SO4
ficient synthetic route is
Br
Retry Entire Group
Br
7
3
g PBr3
OH
OH
e Aqueous H₂SO4 at reflux
f Conc. HCI or HCI (gas)
h KOH/alcohol
Hot
9 more group attempts remaining
8
i KMnO4 / H3O+
5
j Na₂ CrO4 / aqueous H₂SO4
k 1. BH3/THF 2. H₂O₂/aq. NaOH
I](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fc194b93f-7f1f-4923-9e9e-d22c3dbc61bb%2Fb8af336c-9967-4415-8238-daabf294236d%2Fbbxemoq_processed.png&w=3840&q=75)
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 4fh means treat t-butanol(4) with conc. HCI(f) then treat the product with KOH in alcohol(h).
Starting materials
Br
Reagents
CH3
The most
1
a Mg/ dry ether
OH
H3C
OH
b 1. CO₂ 2. acidic workup
c NaCN/THF or DMF
Submit Answer
2
d NaCN/dil. aqueous H₂SO4
ficient synthetic route is
Br
Retry Entire Group
Br
7
3
g PBr3
OH
OH
e Aqueous H₂SO4 at reflux
f Conc. HCI or HCI (gas)
h KOH/alcohol
Hot
9 more group attempts remaining
8
i KMnO4 / H3O+
5
j Na₂ CrO4 / aqueous H₂SO4
k 1. BH3/THF 2. H₂O₂/aq. NaOH
I
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