THE METHYLHYDRAZINES
Abstract
Me sub3 N sub-2 H and Me sub4 N sub2 were synthesized and their physical properties were determined. A comparison of the bp's of the methylhydrazines, methylamines, and hydrocarbons of similar structure showed a similar trend for the 2 series relative to the hydrocarbons which was attributed to a decrease of H bonding with the introduction of Me groups into N sub2 H sub4 and NH sub3, respectively. The decomposition of N-trimethylamine-N'-methylimide is discussed. The heat capacities of unsym-Me sub2 N sub2 H sub2 were measured from 12 deg to 298.16 deg K. A triple point at 215.951 deg + or - 0.005 deg K, a heat of fusion of 2407.4 + or - 1.5 cal/mol, and a heat of vaporization of 8366 + or - 4 cal/mol at 298.16 deg K were obtained. The entropy of the ideal gas at 298.16 deg K and 1 atm was 72.80 + or - 0.3 cal/deg K-mol. For the molecule assumed to be in the gauche form, a barrier of 3000 cal/mol was obtained for the internal rotation of the amino group. Published papers are included on: (1) the synthesis and properties of Me sub3 N sub2 H (J. Am. Chem. Soc. 73:2369, 1951); (2) infrared and Raman spectra of MeN sub2 H sub3 and sym-Me sub2 N sub2 H sub2 (J. Chem. Phys. 19:704-7, 1951); (3) heats of combustion of Me-substituted hydrazines and observations of the burning of volatile liquids (J. Am. Chem. Soc. 74:2484, 1952); (4) entropy and configuration of MeN sub2 H sub3 (J. Chem. Phys. 17:1352-53, 1949); and (5) heat capacity, heats of fusion and vaporization, vapor pressures, and thermodynamic functions of MeN sub2 H sub3 (J. Am. Chem. Soc. 73:1939, 1951) and of sym-Me sub2 N sub2 H sub2 (J. Am. Chem. Soc. 73:1943,1951).
Document Details
- Document Type
- Technical Report
- Publication Date
- Apr 13, 1953
- Accession Number
- AD0007030
Entities
People
- J. G. Aston
Organizations
- Pennsylvania State University