PYROLYSES OF NN-DIMETHYLANILINE, CUMENE, AND PHENYLHYDRAZINE, AND BOND STRENGTHS IN AROMATIC AMINOCOMPOUNDS,

Abstract

Pyrolyses of NN-dimethylaniline, cumene, and phenylhydrazine were studied by the aniline-carrier technique and found to be first-order homogeneous reactions with the following rate constants: NN-dimethylaniline (552-681) log k (/sec.) = 12.9 - (57,000/2.3RT); cumene (619-716C) log k = 14.3 - (66,000/2.3RT); phenylhydrazine (325-437) log k = 11.8 - (40,000/2.3RT). From the first two values it is deduced that methyl substitution has about the same weakening effect on N-C and N-H bond strengths in anilines as on the corresponding C-C and C-H bonds in alkylbenzenes. The heat of formation of the amino-radical derived from the pyrolysis of phenylhydrazine agrees with a revised figure (39.3 kcal./mole) from the pyrolysis of hydrazine. (Author)

Document Details

Document Type
Technical Report
Publication Date
Jan 13, 1964
Accession Number
AD0622577

Entities

People

  • A. F. Trotman-dickenson
  • J. A. Kerr
  • Margaret Wolter

Organizations

  • Aberystwyth University

Tags

DTIC Thesaurus Topics

  • Aliphatic Compounds
  • Chemical Compounds
  • Chemical Reaction Properties
  • Chemical Reactions
  • Heat Of Formation
  • Hydrazines
  • Organic Compounds
  • Pyrolysis

Fields of Study

  • Chemistry

Readers

  • Organic Chemistry