28317-57-9Relevant articles and documents
Gas-phase kinetics of elimination reactions of pentane-2,4-dione derivatives. Part II. Thermolysis of derivatives and analogues of 3-phenylhydrazonopentane-2,4-dione
Al-Awadi,Elnagdi,Al-Awadhi,El-Dusouqui
, p. 457 - 462 (2007/10/03)
Six analogues and derivatives (1-6) of 3-phenylhydrazonopentane-2,4-dione (7) were subjected to gas-phase thermolysis. The Arrhenius log A (s-1) and Ea (kJ mol-1) of the analogues (1-5) are, respectively: 10.42 and 140.8 for 1-cyano-1-phenyl-hydrazonopropanone (1), 11.19 and 135.4 for 1-cyano-1-(p-nitrophenylhydrazono)-propanone (2), 10.68 and 144.9 for 1-cyano-1-(p-methoxyphenylhydrazono)propanone (3), 11.76 and 137.8 for 1-cyano-3-phenyl-1-phenylhydrazonopropanone (4), and 11.29 and 145.9 for 1-cyano-1-phenylhydrazonobutanone (5). The corresponding values for ethyl 3-oxo-2-phenylhydrazonobutanoate (6) are 11.90 s-1 and 143.3 kJ mol-1. The rates of reaction at 600 K are compared with those of the title diketone (7) and of pentane-2,4-dione (8) and rationalized in terms of a plausible elimination pathway involving a semiconcerted six-membered transition state.