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Question

Arrange the following in the increasing order of acidity and name the property which decides this order:

(1) HCOOH, CH3COOH, CH2ClCOOH

(2) CH3COOH, CH3OH, C6H5OH

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Solution

1) The increasing order of acidic strength is:

CH3COOH < HCOOH < CH2ClCOOH

Reason for this is that electron withdrawing group(Cl here) attracts the shared pair of electron towards itself hence makes the bond polar so it's easy to remove H+ ion in this case so stronger is the acid(-I effect)

electron donating group(-CH3 here)increases the e- strength hence the bond becomes less polar so it is difficult to remove an electron in this case, so acidic strength decreases(+I effect).

2) The increasing order of acidic strength is

CH3OH < CH3COOH < C6H5OH

Here phenol is the most acidic as the -OH group becomes polar due to conjugation and CH3OH will be least acidic.


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