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=CH, 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 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-C C-CH2 CH3- -CH-CH

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=CH, 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 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-C C-CH2 CH3- -CH-CH

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 9.48P: The Williamson ether synthesis involves treatment of a haloalkane with a metal alkoxide. Following...

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