Jump to content

Talk:Dibenzylideneacetone

Page contents not supported in other languages.
From Wikipedia, the free encyclopedia

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)[reply]

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)[reply]

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)[reply]

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)[reply]

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)[reply]