14523-89-8Relevant articles and documents
Addition of Chloroprene Grignards to Aromatic Aldehydes: Synthesis of Homoallenyl Alcohols
Geissler, Arne G. A.,Breit, Bernhard
supporting information, p. 2621 - 2625 (2021/04/12)
A general procedure for the one-pot synthesis of racemic homoallenyl alcohols from the corresponding aldehyde and chloroprene-derived Grignards is described. Employing bis[2-dimethylaminoethyl]ether (BDMAEE) as an additive at low temperatures shifts the selectivity of the chloroprene Grignard addition to aldehydes such that it is almost exclusive toward allene formation. In a set of follow-up experiments, simple and more elaborate methods for further derivatization have been demonstrated, allowing quick access to more complex structures.
Thermal ring opening of 1,1-dibromo and 1-bromo-2- chloromethylcyclopropanes: Observation of a formal debromochlorination
Sydnes, Leiv K.,Alnes, Karl F. S.,Pettersen, Anita,Brinker, Udo H.
experimental part, p. 479 - 483 (2010/06/16)
When the title compounds are thermolyzed in the gas phase under vacuum or in hot quinoline, several products are formed. A predominant product in all cases is a chlorine-free buta-1,3-diene which has been formed by formal debromochlorination, a reaction n
Gas phase surface-catalyzed HCl addition to vinylacetylene: motion along a catalytic surface. Experiment and theory
Mascavage, Linda M.,Zhang-Plasket, Fan,Sonnet, Philip E.,Dalton, David R.
, p. 9357 - 9367 (2008/12/23)
Gaseous mixtures of HCl and vinylacetylene were permitted to react in Pyrex IR cells (NaCl windows). Gaseous 4-chloro-1,2-butadiene and 2-chloro-1,3-butadiene (chloroprene) were the major products. Kinetic data (FTIR) generated a rate expression in concert with surface catalysis. Computational studies involving surface associated water provide a view that accounts for the experimentally determined orders and a bifurcated pathway producing both products. The results are in accord with wall-adsorbed reactant(s) as well as previously reported computational studies on the reactants.