Which of the following compounds (i) and (ii) will not react with a
mixture of NaBr and H2SO4 . Explain why?

(i) CHCH2CH2OH             


Partial double bond character uf a bond increses the strength of the bond and hence,

decreases the stability. Phenol will not react with a mixture of NaBr and H2SO4 because it is

resonance stabilised. Due to resonance, partial double bond character arises in C—O

bond of phenol and it becomes more stable than alcohol(CH3CH2CH2OH).

Reaction    2NaBr+3H2SO42NaHSO4+SO2Br2+2H2O