First slide

Organic molecular structures and naming

Question

Which one of the following is more reactive towards HBr

Moderate

A

${Ph}_{3} COH$
B

${Ph}_{2} CHOH$
C
D

Solution

The reactivity in the reactions of the given compounds with HBr explained on the basis of stability of carbocations. Greater the stability of carbocation higher will be the its reactivity. In acidic medium a very stable carbocation is formed as illustrated below.
Triphenyl carbocation more stable due to a greater number of resonance structures
The remaining compounds carbocation will also have stability by resonance/hyper conjugative effect but less stable than ${Ph}_{3} C^{+}$ .

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