50341-35-0Relevant academic research and scientific papers
Infrared absorption spectra of 2,2-dibromobutane
Diallo, A. O.
, p. 687 - 690 (1982)
The possible existence of geometrically isomeric forms of the title compound, CH3CBr2-CH2CH3, has been investigated by i.r. spectroscopy.It was found that the general features of the spectra can be interpreted reasonably in terms of only one conformation of the molecules in the liquid state.Further confirmation of this view, based on a brief comparison of the liquid phase spectra of CH3CBr2-CH2CH3 and CH3CHBr-CHBrCH3 is given.Vibrational assignments have been made for most of the fundamental bands assuming Cs molecular symmetry.
A reinvestigation of the vapor phase bromination of 2-bromobutane
Tanner, Dennis D.,Ruo, Tomoki C. S.,Kosugi, Yoshio,Potter, Alan
, p. 2310 - 2316 (2007/10/02)
The soltuion phase photobromination of 2-bromobutane yields 2,2-dibromobutane, meso-2,3-dibromobutane, dl-2,3-dibromo-dibromobutane, small amounts of 1,2-dibromobutane, and 2,2,3-tribromobutane.However, in the corresponding vapor phase bromination these products appear along with other polybrominated products.The yield of these polybromides increases with temperature.The increase in yield of the polyhalogenated materials is rationalized by considering the thermal instabilty of the β-bromoalkyl radical, which eliminates a bromine atom to form the corresponding alkene.It is demonstrated that in the vapor phase allylic bromination competes succesfully with bromine addition.Reaction schemes are suggested to explain the formation of polybromides.An explanation is also offered for the dicrepancy between these results and those of previously reported vapor phase work.
Free Radical Substitution. Part 38. The Effect of Solvent on the Atomic Chlorination and Bromination of 2-Substituted Butanes and the Importance of Steric Effects
Atto, Saeed Y.,Tedder, John M.,Walton, John C.
, p. 629 - 634 (2007/10/02)
The relative selectivity of atomic halogenation of 2-substituted butanes is influenced by the phase and by solvents.There are solvents which increase the selectivity compared with the gas phase and solvents which decrease the relative selectivity.However the most striking feature of the halogenation (especially the bromination) of 2-substituted butanes is the high reactivity of the 2-position notwithstanding very unfavourable polar effects.This reactivity is attributed to the release of steric compression associated with the abstraction of the tertiary hydrogen atom.The halogenation of butan-2-ol esters is associated with some decomposition of 2-butyl radical (OCOR)CH3> and the chlorination of 2-phenylbutane with the formation of olefins 2-phenylbut -1-ene and 2-phenylbut-2-ene.
