Ncert Exercises & Solutions

Question13.18:-

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

Acidic character of a species is defined on the basis of ease with which it can lose its H– atoms.
The hybridization state of carbon in the given compound is:

C H_{3} - {(C H_{2})}_{4} - C H_{3}

H e x a n e

s p^{3}

H - C \equiv C - H

E t h y n e

s p

As the s–character increases, the electronegativity of carbon increases and the electrons of C–H bond pair lie closer to the carbon atom. As a result, partial positive charge of H– atom increases and H+ ions are set free.
The s–character increases in the order:

s p^{3} < s p^{2} < s p

Hence, the decreasing order of acidic behaviour is Ethyne > Benzene > Hexane

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