The greater acidity of terminal alkynes as compared with alkanes is primarily at

Question

The greater acidity of terminal alkynes as compared with alkanes is primarily attributed to:

a) the greater electronegativity of sp hybridized carbons compared to sp3 hybridized carbons

b) the lower electronegativity of sp hybridized carbons compared to sp3 hybridized carbons

c) the pi electrons stabilizing the negative charge

d) the pi electrons destabilizing the negative charge

I've been debating between a) and c), but cannot decide which is the correct answer. Please help and explain why. Thanks.

Explanation / Answer

Dear Pi electron in terminal alkyne will never stabilize the negative charge, otherwise will stabilize in propargyl anion because of the conjugation.

therefore stabilization in here is purely from the s character of the carbanion

hence a) the greater electronegativity of sp hybridized carbons compared to sp3 hybridized carbons

suits perferly for the stabiliszation of terminal alkyne

Related Questions

Navigate

• Browse (All)
• Browse T
• Subjects

Integrity-first tutoring: explanations and feedback only — we do not complete graded work. Learn more.