32620-08-9Relevant articles and documents
Alkyl Bromide Photobromination: Catalysis by Hydrogen Bromide and the Elimination-Readdition Pathway
Soumillion, Jean-Ph.,Ronneau, Claude,Dejaifve, Pierre
, p. 1907 - 1914 (2007/10/02)
In the photobromination of alkyl bromides, hydrogen bromide is shown to act as a catalyst and a kinetic study implies that two molecules of the acid are involved in catalysis.The catalysis is specific in two ways: only HBr is effective and it operates only with alkyl bromides having a β-hydrogen available for substitution.HBr favours the formation of 1,2-dibromides.This catalytic pathway is superimposed on the classical, uncatalysed mechanism.Isotopic labelling experiments show that an elimination-readdition pathway may also account for part of the reaction (maximum 20percent) but cannot explain the migration of bromine which is observed in the formation of β-dibromides.
Une synthese courte et stereoselective de l'Acetoxy-1 hexadecane-13 (Z)yne-11 : Principal constituant de la secretion pheromonale produite par la femelle vierge de la Processionnaire du pin Theumetopoes pityocampa (Danis et Schiff.) (Lepidoptera notodontides).
Michelot, Didier,Guerrero, Angel,Ratovelomanana, Victorin
, p. 1043 - 1051 (2007/10/02)
Resume : Une synthese courte et stereoselective de la pheromone sexuelle de la Processionnaire du pin : Thaumatopoes pityocamps (Denis et Schiff.) a ete realisee.Cette synthese utilise dans son etape finale une reaction de couplage d'un acetate ω-acetylenique sur un halogenure vinylique dans le benzene en presence de quantites catalytiques de tetrakis(triphenylphosphine)palladium et d'iodure cuivreux.