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Question
1. CH3−CH2−O||C−CH2−CH3
2. CH3−CH2−CH2−O||C−CH3
Write the structure of alkynes that give following ketones on hydration.
1. CH3−CH2−O||C−CH2−CH3
2. CH3−CH2−CH2−O||C−CH3
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Solution
(a) CH3−CH2−C⊛≡C−CH3H3O+−−−→CH3−CH2−O||C−CH2CH3 more stable due +i effect(b) CH3−CH2−CH2−C⊛≡CHH3O+−−−→CH3−CH2−CH2−O||C−CH3 more stable side due to +i effect
Alkynes on hydrolysis gives carbonyl compounds like ketones or aldehydes.
(a) CH3−CH2−C⊛≡C−CH3H3O+−−−→CH3−CH2−O||C−CH2CH3
more stable due +i effect
(b) CH3−CH2−CH2−C⊛≡CHH3O+−−−→CH3−CH2−CH2−O||C−CH3
more stable side due to +i effect
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