Talk:Dibenzylideneacetone

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Image[edit]

The image used to work, but now doesn't. Hopefully it'll resolve itself soon. I'll check back in a day. --Rifleman 82 16:07, 18 March 2007 (UTC)

The crystals formed via the mechanism displayed on the page don't look like that. They are small, fluffy, yellow, and powdery. Perhaps a better image is needed?138.110.231.252 (talk) 19:28, 8 April 2008 (UTC)

Why only one isomer?[edit]

It would be useful to have an explanation of why there is only one exclusive isomer formed. Or perhaps that could be put in a dedicated Claisen-Schmidt condensation page, which hasn't been made yet. Presumably it is something to do with the H atoms which are eliminated needing to be antiperiplanar to the oh2+ leaving group on forming the c=c double bond. Dom Wiki 09:57, 25 April 2007 (UTC)

My interpretation is that the more planar stereoisomer allows for better conjugation of the electrons. The heat of formation of the trans-trans isomer is approx 45.14 kcal/mol, whereas the cis-trans isomer is 48.32, and the cis-cis isomer is 53.25. Trans-trans is more planar, so more stable. 207.72.174.43 15:05, 18 October 2007 (UTC)

My understanding is that via the mechanism displayed, which turns out to be an Aldol condesation, the other products are sinply unfavorable, and do not occur.138.110.231.252 (talk) 19:28, 8 April 2008 (UTC)