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Question

The correct order of acid strength for the following carboxylic acids is:

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

The correct option is C I>II>III>IV

Stronger will be the acid when its conjugate base is highly stabilised. (I) is the most acidic and (IV) is the least since CO2 group is attached with a sp hybridised carbon in (I) and with a sp3 hybridised carbon in (IV).
(III) is less acidic than (II) as the electron donating group (OMe) destabilises the carboxylate anion by increasing the electron density in the ring.
Hence the order is: I>II>III>IV

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