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Grade 12Organic Chemistry

which is more acidic phenol or thiophenyl?

Profile image of rishu goyal
13 Years agoGrade 12
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3 Answers

Profile image of Vikas TU
13 Years ago

Phenol will be more acidic than thiphenyl as both are in conjucgation but it doesn''t matters.

In Phenol -OH group induces less +M effect than -SH group in phenyl.

And acid character is inversely proportional to +M  and +I.

that''s why.

 

PLZ   APPROVE!

Profile image of Prajwal kr
13 Years ago

Thiophenol has appreciably greater acidity than does phenol. Thiophenol has a pKa of 6 vs 10 for phenol.This is because the lone pair of sulphur is more easily given to ring(than in phenol) and stabilised after losing the H+. Since the conjugate base is more stable the acid is more acidic.

Profile image of Khalid
8 Years ago
Thiophenol is more acidic.phenoxide formed in phenol is stablized and pka value of phenol is more than thiophenol.thats way phenol is less acidic than thiophenol