STERIC INHIBITION OF RESONANCE BY ORTHO CHLORINE ATOMS IN STYRENES AND BENZENE CARBOXYLIC ACIDS, SPECTRAL EVIDENCE.
Abstract
The ultra-violet spectra of alpha,beta,beta,2,3,4,5-heptachlorostyrene (I), perchlorostyrene (II), 2,3,4,5-tetrachlorobenzoic acid, 2,3,5,6-tetrachlorobenzoic acid, pentachlorobenzoic acid, 2,5-dichloroterephthalic acid, and tetrachloroterephthalic acid, are reported and interpreted. Strong steric inhibition of resonance makes the spectra of the derivatives the side chain of which is flanked by two ortho chlorine atoms to appear almost, or even quite, indistinguishable from those of chlorinated alkylbenzenes of comparable degree of substitution. Also, it is shown that the inhibition of resonance is somewhat relieved in the monoortho chlorinated derivatives. The spectra of (I) and (II) are compared respectively with those of the trans forms of alpha,2,3,4,5,alpha',2',3',4',5'-decachlorostilbene and perchlorostilbene. (Author)
Document Details
- Document Type
- Technical Report
- Publication Date
- Nov 30, 1960
- Accession Number
- AD0640336
Entities
People
- Francisco Lluch
- Jose M. Codina
- Juan Castaner
- Manuel Ballester
Organizations
- Spanish National Research Council