SOME FLUORINE SUBSTITUTED TOLANES
- 1 November 1955
- journal article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 33 (11) , 1633-1637
- https://doi.org/10.1139/v55-199
Abstract
P-Trifluoromethyltolane and p-fluorotolane have been synthesized by the action of sodium or potassium amide in liquid ammonia on para-substituted 1,1-diphenyl-2-bromoethylenes. The geometrical isomers of 1-(p-trifluoromethylphenyl)-1-phenyl-2-bromoethylene have been separated and their configurations assigned on the basis of dipole moment measurements. p-Trifluoromethyltolane has been converted to a dibromide, which on oxidation gave benzoic and p-trifluoromethylbenzoic acids. Both tolanes have been reduced to the correspondingly substituted 1,2-diphenylethanes.Keywords
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