Coördination Compounds of Boron Trichloride. III. Systems with Methyl Chloride and Ethyl Chloride.

Reactions Of Boron Trichloride With Organic Compounds

“…Triphenylmethyl fluoride and chloride, however, formed moderately stable (F > Cl) crystalline compounds with the trichloride (157). There appeared to be a correlation between dipole moments and hence polarizabilities of alkyl [CHg, C2H6 (116), ii-and AC3H7 (117)] chlorides and their tendencies to form complexes with the trichloride. It was suggested that when alkyl halides have a dipole moment greater than 2.0 D, they may be expected to complex (114).…”

“…Boron trichloride did not react with methyl fluoride or chloride in the range -60°to 300°C. ( 157), nor with n-propyl chloride (117), but there was evidence (phase diagrams) for complex formation with ethyl (116) and isopropyl (90) chlorides at low temperature (less than -100°C. ), although not in stoichiometric proportions.…”

“…There appeared to be a correlation between dipole moments and hence polarizabilities of alkyl [CHg, C2H6 (116), ii-and AC3H7 (117)] chlorides and their tendencies to form complexes with the trichloride. It was suggested that when alkyl halides have a dipole moment greater than 2.0 D, they may be expected to complex (114). In the presence of a trace of boron trichloride, (+)-1 -chloro-1 -phenylethane was rapidly racemized (scheme 22) (18, 60), but its bromo analog polymerized, with liberation of hydrogen chloride, when left in a sealed tube (65).…”