1. Synthesize the corresponding alkyne from the given alkene. Show the steps (no need for the mechanism like transfer of electrons- just the arrowed steps) and the reagents needed in the steps CH3 -CH-CH=CH₂ CH3 II. Subject the resulting alkyne above to the following reactions (show also the steps and the reagents needed in the steps): a. hydration with mercury as catalyst b. oxidation with potassium permanganate

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter9: Nucleophilic Substitution And Β-elimination
Section: Chapter Questions
Problem 9.39P: Following are diastereomers (A) and (B) of 3-bromo-3,4-dimethylhexane. On treatment with sodium...
icon
Related questions
icon
Concept explainers
Question
I. Synthesize the corresponding alkyne from the given alkene. Show the steps (no need for the
mechanism like transfer of electrons- just the arrowed steps) and the reagents needed in the
steps
CH3
-CH-CH=CH₂
CH₂
II. Subject the resulting alkyne above to the following reactions (show also the steps and the
reagents needed in the steps):
a. hydration with mercury as catalyst
b. oxidation with potassium permanganate
c. hydrohalogenation with HCI (only one HCI is given)
d. hydration with borane
e. halogenation with bromine (2 molecules of bromine are given)
f. hydrogenation with Lindlar catalyst
g. hydrogenation with Li/NH3
h. hydrogenation with Pt/C
III. If the above alkyne product in I. is subjected to acetylide formation followed by nucleophilic
substitution by a primary alkyl halide, show how the following product is formed.
CH3
CH3
CH3
-CH-CC-CH₂-CH-CH-
CH3
CH3
Transcribed Image Text:I. Synthesize the corresponding alkyne from the given alkene. Show the steps (no need for the mechanism like transfer of electrons- just the arrowed steps) and the reagents needed in the steps CH3 -CH-CH=CH₂ CH₂ II. Subject the resulting alkyne above to the following reactions (show also the steps and the reagents needed in the steps): a. hydration with mercury as catalyst b. oxidation with potassium permanganate c. hydrohalogenation with HCI (only one HCI is given) d. hydration with borane e. halogenation with bromine (2 molecules of bromine are given) f. hydrogenation with Lindlar catalyst g. hydrogenation with Li/NH3 h. hydrogenation with Pt/C III. If the above alkyne product in I. is subjected to acetylide formation followed by nucleophilic substitution by a primary alkyl halide, show how the following product is formed. CH3 CH3 CH3 -CH-CC-CH₂-CH-CH- CH3 CH3
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
Ethers
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:
9781305580350
Author:
William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:
Cengage Learning