(i) HOCH₂CH₂CH₂-C-OH Br CH₂CH₂ H H+ (1) Mg, ether (2) CO₂ (3) H3O+ (cyclic ester) (h) (j) COOH CH3 KMnO4, H₂O (hot, concd.) butan-2-ol, H+

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter17: Alcohols And Phenols
Section17.2: Properties Of Alcohols And Phenols
Problem 5P
icon
Related questions
Question

Can you propose a mechanism for the problems h,i, and j? I've also included the answers for the products that the reactions make, I'm just confused with the mechanisms.

(i)
COOH
COOH
CHO
CH₂CH3
Aqueous acid also
removes the acetal.
(j)
Ph
CH₂CH₂-CHCH₂OH
CH3
'&
60
(h)
COOH
COOH
Transcribed Image Text:(i) COOH COOH CHO CH₂CH3 Aqueous acid also removes the acetal. (j) Ph CH₂CH₂-CHCH₂OH CH3 '& 60 (h) COOH COOH
(g)
(i)
HOCH₂CH₂CH₂-C-OH
Br
CH₂CH₂ H
H+
(1) Mg, ether
(2) CO₂
(3) H₂O+
(cyclic ester)
(h)
(j)
COOH
CH3
KMnO4, H₂O
(hot, concd.)
butan-2-ol, H+
Transcribed Image Text:(g) (i) HOCH₂CH₂CH₂-C-OH Br CH₂CH₂ H H+ (1) Mg, ether (2) CO₂ (3) H₂O+ (cyclic ester) (h) (j) COOH CH3 KMnO4, H₂O (hot, concd.) butan-2-ol, H+
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 3 steps with 3 images

Blurred answer
Knowledge Booster
Alkanes and Cycloalkanes
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
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9781305080485
Author:
John E. McMurry
Publisher:
Cengage Learning