Which one is the correct order of acidity?
- CH CH > CH3-C CH > CH2=CH2 > CH3-CH3
- CH CH > CH2=CH2 > CH3-C CH > CH3-CH3
- CH3-CH3 > CH2=CH2 > CH3-C CH > CH CH
- CH2=CH2 > CH3-CH=CH2 > CH3-C CH > CH CH
Answer
(1) CH CH > CH3-C CH > CH2=CH2 > CH3-CH3
Solution
Acidic strength of C–H ∝ % s-character of carbon: sp (50%) > sp2 (33%) > sp3 (25%).
⇒ Alkynes > alkenes > alkanes
Among alkynes, CH CH has two acidic H and no electron-releasing group; in CH3-C CH the -CH3 group (+I effect) decreases acidity.
∴ CH CH > CH3-C CH > CH2=CH2 > CH3-CH3
Answer: (1)