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Gas-phase pyrolytic reactions of N-ethyl, N-isopropyl, and N-t-butyl substituted 2-aminopyrazine and 2-aminopyrimidine
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2000
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Derivative (Chemistry)Pharmaceutical ChemistryDerivativesEngineeringBiochemistryNatural SciencesGas-phase EliminationElimination ReactionOrganic ChemistryGas-phase Pyrolytic ReactionsStereoselective SynthesisChemistryHeterocycle ChemistryPharmacologyAlkoxy AnaloguesChemical Kinetics
The rates of gas-phase elimination of N-ethyl (1), N-isopropyl (2), N-t-butyl (3) substituted 2-aminopyrazine and N-ethyl (4), N-isopropyl (5), and N-t-butyl (6) substituted 2-aminopyrimidine have been measured. The compounds undergo unimolecular first-order pyrolytic reactions. The relative rates of the primary:secondary;tertiary alkyl homologues at 600 K are 1:14.4:38.0 for the pyrazines and 1:20.8:162.5 for the pyrimidines, respectively. The reactivities of these compounds have been compared with those of the alkoxy analogues and with each other. Product analyses, together with the kinetic data, were used to outline a feasible pathway for the elimination reaction of the compounds under study. © 2000 John Wiley & Sons, Inc. Int J Chem Kinet 32: 403–407, 2000
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