Difference between Haloform reaction and Alpha Halogenation

This forum made possible through the generous support of SDN members, donors, and sponsors. Thank you.


Full Member
Aug 17, 2011
Reaction score

Members don't see this ad.
Number 28 on destroyer 2013, one of the reagents that reacts with a ketone is Iodine (I2) in excess, along with OH-. Apparently this is the haloform reaction, after looking it up (Chad didn't go over it)

But, before searching google, I went through my chad's notes and saw Alpha halogenation, which is a reaction with a ketone that substitutes one of the alpha hydrogens with Bromine, and with excess bromine and hydroxide, it will substitute all 4 alpha hydrogens. In his example he used cyclohexANONE.

Does the haloform reaction only react with methyl ketone? Even if that were the case, wouldn't the negative oxygen replace the methyl, but ALSO iodines on the other alpha carbon?
Last edited: