GOC and Organic Chemistry BasicshardMCQ SINGLE

When considering the acidic strength of hydrocarbons, which reaction intermediate is formed that dirGOC and Organic Chemistry Basics Chemistry Question

Question

When considering the acidic strength of hydrocarbons, which reaction intermediate is formed that directly dictates the relative acidity of ethyne ($HC\equiv CH$) compared to ethene ($CH_2=CH_2$)?

Answer: C

💡 Solution & Explanation

Acidic strength depends on the stability of the conjugate base. Ethyne loses a proton to form the ethynyl carbanion ($HC\equiv C^-$), which is $sp$ hybridized. The high s-character (50%) stabilizes the negative charge better than the $sp^2$ carbanion from ethene, making ethyne more acidic.

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