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Which of the following is most …

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Which of the following is most acidic? 1) para fluoro phenol 2) para chloro phenol 3) para bromo phenol 4) para iodo phenol

Posted by Anjani Kumar 6 years, 9 months ago

CBSE > Class 11 > Chemistry

2 answers

Anjani Kumar 6 years, 9 months ago

But fluorine applies the strongest -I effect and as we know that acidic strength is directly proportional to -I, so according to this para fluorophenol must be the most acidic one. But the answer is parachlorophenol. Help.

Yogita Ingle 6 years, 9 months ago

The acidic strength of phenols is affected by the presence of substituents on the ring.
An electron-withdrawing group increases the acidic strength by greater dispersal of the negative charge on the phenoxide ion by inductive effect (-I) or by resonance (-R) effect.
An electron-donating group decreases the acidic strength due to (+I) or (+R) or both.
Halogens have +R and -I effects, but the -I effect is more dominant.
Therefore, all halophenols are more acidic(except p-fluorophenol) than phenol itself.

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