Saturday, March 31, 2018

organic chemistry - Why do some nucleophiles attack at the carbonyl group while others at an alpha-carbon in ketones?


I was reading about the iodoform reaction and it stated that $\ce{OH^-}$ attacks at the $\alpha$-carbon and makes a substitution reaction possible. But there is also the possibility of attacking the carbonyl group directly and forming a gem-diol. Why doesn't that happen?




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