Which of the following compounds is more acid | vedclass

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(D) The acidity of alcohols depends on the stability of the alkoxide ion formed after the loss of a proton $(H^+)$. Alkyl groups are electron-donating

Vedclass · Accepted Answer

$CH_3-OH$

Vedclass · Answer

(D) The acidity of alcohols depends on the stability of the alkoxide ion formed after the loss of a proton $(H^+)$. Alkyl groups are electron-donating groups ($+I$ effect). As the number of alkyl groups attached to the carbon atom bearing the $-OH$ group increases,the electron density on the oxygen atom increases due to the $+I$ effect,which destabilizes the alkoxide ion. Therefore,the order of acidity is: $primary > secondary > tertiary$. Among the given options: $(A)$ $(CH_3)_3C-OH$ is a tertiary alcohol. $(B)$ $CH_3-CH_2-CH_2-OH$ is a primary alcohol. $(C)$ $CH_3-CH(OH)-CH_3$ is a secondary alcohol. $(D)$ $CH_3-OH$ is methanol (the simplest alcohol with no alkyl group attached to the carbon bearing $-OH$). Since methanol has no electron-donating alkyl groups to destabilize the methoxide ion,it is the most acidic among the given options.

Which of the following compounds is more acidic?

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