The Hive => Chemistry Discourse => Topic started by: Vibrating_Lights on March 23, 2002, 08:14:00 AM
Title: Acetone imine formation conditions
Post by: Vibrating_Lights on March 23, 2002, 08:14:00 AM
Acetone is a ketone. a ketone will condense with an amine correct. In an exotic amination acetone is called for as a solvent and a catalyst Would Imine formation not be a concern so long as the ph is maintained slightly basic or neutral. There is no imine intermediate in this reaction at all. basicly just alkene acetone amine and Hg. worried about imine foramtion should swim be.???// Vl_
Title: Acetone imine
Post by: Rhodium on March 23, 2002, 08:18:00 AM
Describe the reaction more thorougly, and we may be able to assist you further.
Title: Photo amination
Post by: Vibrating_Lights on March 23, 2002, 11:57:00 AM
I found a somewjere somewhere where amines are prepared from alkens in a liquid phase of acetone with a 10:1 ratio of amine to alkene. the acetone serves as a photocatalyst and a solvent. the amine is any ammonia or secondary amine. Metals from Hg(type family) groupe can also serve as cocatalysts. the anhydrous solution is then irradiated with a xenon strobe. Amination takes place. Product is a mix of mono di and tri aminated product. Hg was to be used as a cocatalyst. the example in the patent used ethylene for the alkenewith (aq)ammonia and acetone. no cocatalyst. and produced mono ,di, and tri ethylamine I believe yeilds were around 70 someting?? Rxn is caried out below 10.c and anywhere to as low as the freezing point of the alkene.when no acetone was used no product was observed. Will an Imine from Acetone and Ammonia not form under similar conditions. Could it be that the amine forms an imine with the acetone which then attacks the double bond of the alkene. Then is degraded by the light. Just can't see how with light that double bond is gonna be open for attack. no side products are mentioned. I suppose the Hg was to serve as a proton donor. really just brainstormin Dream it with anethol and methylamine??? VL_
Title: Sounds interesting
Post by: Sunlight on March 23, 2002, 01:46:00 PM
Coudl you post the procedure or the complete reference ? It seems interesting, but ethylene reacts in very different ways that other alkenes do not. Xenon strobe ? Wich is the wavelength ?
Title: patent
Post by: Vibrating_Lights on March 23, 2002, 03:05:00 PM