Reactions with asymmetrical diarylethanes and diarylethylenes. Part XII. Reactions of 1,1,1-trihalogeno-2,2-diarylethanes and the corresponding 1,1-dihalogenoethylenes with sodium 2-hydroxyethoxide
When heated to boiling in ethylene glycol with sodium 2-hydroxyethoxide, 1,1,1-tribromo-2,2-di-p-tolyl(or bis-p-chlorophenyl)ethane or the corresponding 1,1-dibromoethylenes gave the 1-bromoethylene, the diarylacetylene, the cyclic acetal of the diarylacetaldehyde, and the diarylacetic acid, in each case. 1,1,1-Trichloro-2,2-di-p-tolylethane or the 1,1-dichloroethylene gave the same products under more drastic conditions, but the corresponding bis-p-chlorophenyl compounds gave mainly bis-p-chlorophenylmethane and bis-p-chlorophenylacetic acid.