3223-70-9Relevant academic research and scientific papers
SYNTHESIS OF BROMOALLENE UNDER CONDITIONS OF PHASE-TRANSFER CATALYSIS
Kurginyan, K. A.,Arakelova, S. V.,Kalaidzhyan, A. E.
, p. 2127 - 2130 (2007/10/02)
A new method was developed for the production of bromoallene by the dehydrobromination of 1,2,3-tribromopropane under the conditions of phase-transfer catalysis.It was shown that the bromoallene is produced as a result of the isomerization of the initially formed propargyl bromide.During the dehydrohalogenation of 2-bromo-3-chloro-1-propene, bromoallene, i.e.; the product from rearrangement with participation of the bromine atom, is formed in addition to propargyl chloride and chloroallene.
Carbon-Halogen Bonding Studies. Halogen Redistribution Reactions between Alkyl or Acetyl Halides and Tri-n-butyltin Halides
Friedrich, Edwin C.,Abma, Charles B.
, p. 1367 - 1371 (2007/10/02)
The equilibrium positions have been determined for the halogen redistribution reactions of tri-n-butyltin halides with a variety of structurally different types of alkyl halides and with acetyl halides.These have been related through the reaction ΔGo values to carbon-halogen bond dissociation energy differences.It is suggested that the trends observed in the latter may provide evidence for the existence of a small steric bond weakening effect in the order C-I > C-Br > C-Cl bonds on going from methyl to primary, secondary, and tertiary alkyl halides.On the other hand, with the 2,3-? bond containing allyl, benzyl, and propargyl halides , α-haloacetones, and haloacetonitriles, there may be some type of electronic carbon-halogen bond strengthening effect which lies in order C-I > C-Br > C-Cl.Finally, for the acetyl halides, the data are in agreement with increases in bond strengths resulting from ? contributions being in the order C-Cl > C-Br > C-I.
