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

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...
icon
Related questions
icon
Concept explainers
Question

(1)

Subject  :- Chemistry 

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
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
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 3 steps with 2 images

Blurred answer
Knowledge Booster
Catalysis and Enzymatic Reactions
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
  • SEE MORE QUESTIONS
Recommended textbooks for you
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY