Talk:Fries rearrangement

Latest comment: 15 years ago by V8rik

The acylium cation is sp-hybridised, therefore the structure should be drawn linear, not with a 120 deg angle. The acyl radical will exhibit some sp2-like quality, and is acceptably drawn with such a 120 deg angle, though the delocalisation to the O atom will most likely give rise to an intermediate will a bond angle between 120 and 180 deg.


  • Thanks for your input and I accept your criticism but I see no urgent need to correct the images. The reason is that there will always be some disagreement over bond angles or bond lengths. These images in my opinion are primarily cartoons V8rik 21:04, 8 October 2007 (UTC)Reply


In the reaction mechanism, the third step seems to have the cation attack the phenyl ring. The cation has no electrons to do this. Perhaps the arrows are going in the wrong direction. I found this

http://www.organic-chemistry.org/namedreactions/fries-rearrangement.shtm —Preceding unsigned comment added by 139.57.181.114 (talk) 21:10, 24 January 2009 (UTC)Reply