THE NATURE OF THE TRANSITION-STATE IN AMIDES PYROLYSIS - THE RATES OFPYROLYSIS OF N-BENZOYL AND N-ACETYLPROPANAMIDE, N-BENZOYL AND N-ACETYL-2-METHYLPROPANAMIDE, AND N-THIOACETYLPROPANAMIDE
Na. Alawadi et al., THE NATURE OF THE TRANSITION-STATE IN AMIDES PYROLYSIS - THE RATES OFPYROLYSIS OF N-BENZOYL AND N-ACETYLPROPANAMIDE, N-BENZOYL AND N-ACETYL-2-METHYLPROPANAMIDE, AND N-THIOACETYLPROPANAMIDE, International journal of chemical kinetics, 27(1), 1995, pp. 1-6
The rates of gas-phase elimination reactions of N-benzoyl and N-acetyl
-propanamide and N-benzoyl and N-acetyl-2-methylpropanamide are measur
ed and discussed. They undergo unimolecular first-order elimination re
actions. The reactivities of N-benzoylamides have been compared with e
ach other and with those of N-acetylamides. The kinetic data together
with the product analysis reveals that, the statistical factor of the
availability of beta-hydrogen atoms for elimination as well as steric
factor are obscured by polar factor in gas-phase elimination reactions
of N-benzoylamides while the statistical factor rather than electroni
c effect operates in each of N-acetylamides. (C) 1995 John Wiley & Son
s, Inc.