NEET levelSingle correct optionDifficulty 1 of 3o1005
Alcohols react with concentrated HBr much faster than with NaBr alone because
AHBr supplies a stronger nucleophile than BrX−
Bthe acid makes the carbon atom of the C-O bond more electron rich
CHBr converts the alcohol into an alkoxide ion, which is a better nucleophile
Dprotonation of the −OH group gives −OHX2X+, so the leaving group becomes neutral water instead of OHX−
Answer: D
OHX− is a poor leaving group (conjugate acid pKa about 15.7). Protonation by HBr converts it into HX2O (conjugate acid HX3OX+, pKa about -1.7), a neutral and much better leaving group. Bromide then displaces water.