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Question

Place the following in the correct order of acidity.


CHC - CH2COOHI; CH2 = CH - CH2COOHII; CH3CH2CH2COOHIII

A
I>II>III
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B
III>II>I
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C
II>I>III
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D
I>III>II
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Solution

The correct option is A I>II>III
(I) contains alkyne as well as carboxyl group, the alkyne having sp hybridized C-the centre has high e density which stabilizes the COO group. Hence H+ is easily releasable.
(II) contains alkenesp2 hybridized centreslightly less electronegative than (I), hence less acidic compared to (I)
(III) has an only carboxyl group. Does not have any alkyne or alkene to stabilize the COO group. Hence least acidic.

Hence the correct option is A

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