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Question

For the compounds,
I) HCOOH II) CH3COOH III) CH3CH2COOH IV) C6H5COOH
The correct order of decreasing acidity is :
  1. I > II > III > IV
  2. IV > I > II > III
  3. IV > II > III > I
  4. I > IV > II > III

A
I > II > III > IV
B
IV > I > II > III
C
I > IV > II > III
D
IV > II > III > I
Solution
Verified by Toppr

To see the strength of acid here need to compare stability of conjugate bases of these acids. Higher +I effect of alkyl group CH3CH2 makes CH3CH2COO least stable.

Presence of more electronegative atom stabilizes the negative charge.

sp2 hybridized carbon shows a weaker +I effect as compared sp3 carbon. Hence phenyl group is more electronegative as compared to CH3 (methyl group) but still less electronegative than hydrogen.

So, summarizing, the electronegativity order of the three substituents is H>Ph>CH3>CH2CH3.

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