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Question -

Arrange benzene, n-hexane and ethyne in decreasing order of acidic behaviour. Also give reason for this behaviour.



Answer -

Thehybridization state of carbon in these three compounds is:

Since s-electrons are closer to the nucleus, therefore, as the s-character ofthe orbital making the C—H bond increases, the electrons of C—H bond lie closerand closer to the carbon atom. In other words, the partial +ve charge on theH-atom and hence the acidic character increases as the s-character of the orbitalincreases. Thus, the acidic character decreases in the order: Ethyne >Benzene > Hexane

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