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Question
Consider the following transformations.
H−C≡C−CH2−CH2−CH3→H3C−CH=CH−CH2−CH3
Which reaction sequence will bring about the above transformation?
Consider the following transformations.
H−C≡C−CH2−CH2−CH3→H3C−CH=CH−CH2−CH3
Which reaction sequence will bring about the above transformation?
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Solution
The correct option is B (i)H2/Pd CaCO3 (ii)HBr (iii)KOH/EtOH
First reaction is Partial hydrogenation of alkyne in presence of Lindlar's catalyst then electrophilic addition of HBr and then dehydrohalogenation. H−C≡C−CH2−CH2−CH3H2,Pd−−−−→CaCO3
H2C=CH−CH2−CH2−CH3HBr⟶
H3C−Br|CH−CH2−CH2−CH3alc.KOH⟶H3C−CH=CH−CH2−CH3
First reaction is Partial hydrogenation of alkyne in presence of Lindlar's catalyst then electrophilic addition of HBr and then dehydrohalogenation. H−C≡C−CH2−CH2−CH3H2,Pd−−−−→CaCO3
H2C=CH−CH2−CH2−CH3HBr⟶
H3C−Br|CH−CH2−CH2−CH3alc.KOH⟶H3C−CH=CH−CH2−CH3
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