L lex1489 Full Member 10+ Year Member Joined Sep 8, 2009 Messages 110 Reaction score 0 Jun 29, 2010 #1 Does I2, OH- (followed by protonation) break a cyclic ketone to form a single, straight chain carboxylic acid? Members don't see this ad.
Does I2, OH- (followed by protonation) break a cyclic ketone to form a single, straight chain carboxylic acid? Members don't see this ad.
orgohacks Organic chemist 10+ Year Member Joined Mar 17, 2010 Messages 242 Reaction score 4 Jun 30, 2010 #2 lex1489 said: Does I2, OH- (followed by protonation) break a cyclic ketone to form a single, straight chain carboxylic acid? Click to expand... Generally speaking you only see the haloform for methyl ketones. But I can't 100% guarantee you that you couldn't get reaction to occur with a cyclic ketone. It would be a lot slower though. Upvote 0 Downvote
lex1489 said: Does I2, OH- (followed by protonation) break a cyclic ketone to form a single, straight chain carboxylic acid? Click to expand... Generally speaking you only see the haloform for methyl ketones. But I can't 100% guarantee you that you couldn't get reaction to occur with a cyclic ketone. It would be a lot slower though.