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

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Chapter1: Chemical Foundations
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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 HCl 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
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=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 HCl 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
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