The three-dimensional structural characterization of hexachlorocyclopentenyl-dibromocyclooctane (HCDBCO).
The 1H NMR spectrum and the crystal structure of HCDBCO [(1R,2R,5R,6R,9S,10S)-5,6-dibromo-1,10,11,12,13,13-hexachlorotricyclo[8,2,1,0(2,9)]-tridec-11-ene)] are reported. The measured dihedral angles from the X-ray structure correlate very well with those calculated from the proton-proton coupling constants indicating that the conformations in solution and in the solid state are probably very similar. Attempts at calculating the 3D model structure of HCDBCO only produced a very poor match between the measured dihedral angles between vicinal protons and the observed proton-proton coupling constants from the 1H NMR spectrum. GC/MS analysis with an injector temperature of 250 degrees C produced minor amounts of debrominated HCDBCO. Reducing the temperature to 200 degrees C eliminated this problem.
Riddell
N
N
Wellington Laboratories, Research Division, Guelph, Ontario, Canada N1G 3M5.
Arsenault
G
G
Lough
A
A
McAlees
A
A
McCrindle
R
R
Meissner
J
J
Robertson
V
V
D018360:Crystallography, X-Ray; D005411:Flame Retardants / Q000032:analysis*; D008401:Gas Chromatography-Mass Spectrometry; D006846:Hydrocarbons, Halogenated / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure
D005411:Flame Retardants; D006846:Hydrocarbons, Halogenated; C527454:hexachlorocyclopentadienyl-dibromocyclooctane