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8401216 
Journal Article 
Pyrolysis of trans-Cinnamic Acid, Sodium trans-Cinnamate, Styrene, Distyryl, and cis- and trans-Stilbene. Products and Implications 
Chin Jones, T; Schmeltz, I 
1969 
Yes 
Journal of Organic Chemistry
ISSN: 0022-3263
EISSN: 1520-6904 
34 
3 
645-649 
English 
The title compounds were each pyrolyzed at temperatures ranging from 500 to 900°, and the resulting products and their distributions were determined. Pyrolysates from cinnamic acid and sodium cinnamate comprised chiefly styrene, trans-stilbene, phenylnaphthalene, phenanthrene and toluene. Styrene, relatively stable under the pyrolytic conditions, did not likely undergo secondary decomposition in the pathway from cinnamic acid to products. Distyryl was converted mainly into 1-phenylnaphthalene, 2-phenylnaphthalene, naphthalene, and, at higher temperatures, into fluoranthene. Pyrolysis of cis- and trans-stibene resulted in production of phenanthrene and thermal cis-trans isomerization, in addition to the formation of a variety of other products. The numerous products generally obtained and their distributions suggest a multiplicity of mechanistic pathways involving nonfree radical, as well as free radical, intermediates. © 1969, American Chemical Society. All rights reserved.