ClCH_2CH_2OH is a stronger acid than CH_3CH_2 | vedclass

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Question

(D) The acidity of an alcohol depends on the stability of the conjugate base (alkoxide ion) formed after the loss of a proton $(H^+)$.In $ClCH_2CH_2OH

Vedclass · Accepted Answer

$-I$ effect of $Cl$ disperses the negative charge on the $O$ atom to produce a more stable anion

Vedclass · Answer

(D) The acidity of an alcohol depends on the stability of the conjugate base (alkoxide ion) formed after the loss of a proton $(H^+)$.In $ClCH_2CH_2OH$,the chlorine atom exerts a $-I$ (negative inductive) effect,which is electron-withdrawing.This $-I$ effect helps in dispersing the negative charge on the oxygen atom of the alkoxide ion $(ClCH_2CH_2O^-)$,thereby increasing its stability compared to the ethoxide ion $(CH_3CH_2O^-)$.Since the conjugate base of $ClCH_2CH_2OH$ is more stable,it is a stronger acid than $CH_3CH_2OH$.

$ClCH_2CH_2OH$ is a stronger acid than $CH_3CH_2OH$ because of:

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