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Pyrolysis of aminonitriles, cyanohydrazones, and cyanoacetamides. Part II. Elimination reactions of arylacetylhydrazone, arylcyanoacetylhydrazone, and substituted cyanoacetamides
Author(s) -
AlAwadi Nouria A.,
Elnagdi Mohamed H.,
Mathew Tommy,
Khalik Mervat Abdel
Publication year - 1996
Publication title -
international journal of chemical kinetics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.341
H-Index - 68
eISSN - 1097-4601
pISSN - 0538-8066
DOI - 10.1002/(sici)1097-4601(1996)28:10<749::aid-kin5>3.0.co;2-n
Subject(s) - pyrolytic carbon , chemistry , pyrolysis , char , limiting , elimination reaction , reaction mechanism , organic chemistry , medicinal chemistry , catalysis , mechanical engineering , engineering
Rates of pyrolytic reactions of arylacetylhydrazone and arylcyanoacetylhydrazone (1–4) of the general formula GCH 2 CONHNCHAr (G = H,CN) have been measured. The increase in the acidity of the hydrogen atom involved in the six‐centered elimination process suggested for these reactions causes a significant increase in rates and thus appears to be the limiting factor in these pyrolytic reactions. The implication of this conclusion for the pyrolytic reactions of substituted cyanoacetamides (5–8), NCCH 2 CONHAr are considered. The mechanism of pyrolytic reactions of compounds (5–8) appears to proceed through a 4‐membered cyclic transition state. © 1996 John Wiley & Sons, Inc.