Thursday, 16 July 2015

acid base - Why is water more acidic than alkanols?


Why is HOH more acidic than CHX3CHX2OH? A common answer to this question is because of the +I-effect of CHX3 the negative charge at O increases making it less acidic. But if we compare electronegativity difference, the difference between O and H is more than that between O and C so there should be even more negative charge at O in case of HX2O. In this way HX2O should be less acidic than CHX3CHX2OH. This is also the reason that +M (electron donating ability) of OH (which is having more negative charge at O) is greater than the +M of OR.




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