I was trying to compare acidity of some organic compounds but can't understand some:
Why should 2,6-dimethyl-4-nitrophenol be more acidic than 3,5-dimethyl-4-nitrophenol?
I have been trying to figure it out using various factors like hyperconjugation and induction effect of Me group but its not working. Suppose i take H.C effect 2,6-dimethyl-4-nitrophenol be "less" acidic than 3,5-dimethyl-4-nitrophenol since it destabilizes the negative charge on conjugate base. But this logic is not working.