Last night, I prepared a small batch of iodoform via the haloform reaction, in preparation for running the haloform reaction with some of the more
reactive halogens (ie. chlorine, bromine). After an extremely successful turnout of the reaction, I looked at the yellow powder and felt bad for it,
because according to a few sources, it only has some niche uses in organic chemistry. Production of diiodomethane aside, are there any interesting
uses for iodoform in organic chemistry that you guys know of?clearly_not_atara - 1-8-2016 at 10:12
Takai olefination!
The resulting terminal iodoalkenes can be converted to alkenyl ethers/esters/amides which are versatile entry points for rearrangement reactions (e.g.
iodoalkene -> vinyl ether -> [Claisen reaction]).
[Edited on 1-8-2016 by clearly_not_atara]CRUSTY - 1-8-2016 at 12:16
The resulting terminal iodoalkenes can be converted to alkenyl ethers/esters/amides which are versatile entry points for rearrangement reactions (e.g.
iodoalkene -> vinyl ether -> [Claisen reaction]).
Ooh, lovely. That's actually pretty useful, just wish I had some CrCl2 on hand.
