Sunday, December 31, 2017

homework - Acidity In Organic Compounds


Why is the acidity order true? \[\ce{CH3COCH3 > CH3CO2CH3 > CH3CON(CH3)2}\]


I deduced that in second and third option there is a $-I$ effect of the methoxy group, $\ce{N(CH3)2}$ and a $+R$ effect, too so the attached keto-carbon develops a positive charge and the conjugate base becomes unstable due to the $+R$ effect of methoxy and $\ce{N(CH3)2}$ groups.


Is my logic right?


Please tell me any explanation you can think of.




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