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Question

The correct sequence of decreasing acidity is:

A
(CH3)3COH>(CH3)2CHOH>C2H5OH>CH3OH
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B
CH3OH>C2H5OH>(CH3)2CHOH>(CH3)3COH
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C
C2H5OH>CH3OH>(CH3)3COH>(CH3)2CHOH
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D
(CH3)2CHOH>(CH3)3COH>C2H5OH>CH3OH
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Solution

The correct option is D CH3OH>C2H5OH>(CH3)2CHOH>(CH3)3COH
The acidity of alcohols depends on the stability of the corresponding conjugate base i.e. the alkoxide ion RO. The stability of the base is determined by the stabilization of the negative charge on the conjugate base. Thereby, higher is the stabilization of RO more is the acidity of ROH.
Alkyl group has an electron donating effect (+ Inductive effect), thus will increase the electron density on the conjugate base (alkoxide) and will destabilise it. Thus primary alcohols having least +I effect will be more acidic than secondary alcohols. Similarly, secondary alcohols are more acidic than tertiary alcohols. Therefore the order of decreasing acidity will be:
CH3OH>C2H5OH>(CH3)2CHOH>(CH3)3COH

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