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Question
Choose the correct alkyne which gives alkanal on hydroboration and hydrolysis.
Choose the correct alkyne which gives alkanal on hydroboration and hydrolysis.
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Solution
The correct option is C CH3−C≡CH
Terminal alkynes such as CH3−C≡CH gives alkanal (CH3−CH2−CHO) on hydroboration and hydrolysis.
CH3−C≡CH hydroboration −−−−−−−−−→ hydrolysis CH3−CH=CHOH keto enol tautomerism−−−−−−−−−−−−−→CH3−CH2−CHO
Note: CH3−CH2−CH=CH−C≡CH will give alkenal (CH3−CH2−CH=CH−CH2CHO) on hydroboration and hydrolysis.
Internal alkynes such as CH3−C≡C−CH3 gives alkanone (CH3−CH2−C(O)−CH3) on hydroboration and hydrolysis.
Terminal alkynes such as CH3−C≡CH gives alkanal (CH3−CH2−CHO) on hydroboration and hydrolysis.
CH3−C≡CH hydroboration −−−−−−−−−→ hydrolysis CH3−CH=CHOH keto enol tautomerism−−−−−−−−−−−−−→CH3−CH2−CHO
Note: CH3−CH2−CH=CH−C≡CH will give alkenal (CH3−CH2−CH=CH−CH2CHO) on hydroboration and hydrolysis.
Internal alkynes such as CH3−C≡C−CH3 gives alkanone (CH3−CH2−C(O)−CH3) on hydroboration and hydrolysis.
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