Hydrazine, 1,2-dimethyl-
- Formula: C2H8N2
- Molecular weight: 60.0983
- IUPAC Standard InChIKey: DIIIISSCIXVANO-UHFFFAOYSA-N
- CAS Registry Number: 540-73-8
- Chemical structure:
This structure is also available as a 2d Mol file - Other names: s-Dimethylhydrazine; DMH; Hydrazomethane; N,N'-Dimethylhydrazine; SDMH; 1,2-Dimethylhydrazine; (CH3NH)2; 1,2-Dimethylhydrazin; sym-Dimethylhydrazine; Dimethylhydrazine, symmetrical; Rcra waste number U099; Symetryczna dwumetylohydrazyna; UN 2382
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Condensed phase thermochemistry data
Go To: Top, Gas phase ion energetics data, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔcH°liquid | -474.0 ± 1.0 | kcal/mol | Ccb | Aston, Rock, et al., 1952 | Reanalyzed by Cox and Pilcher, 1970, Original value = -473.454 kcal/mol; ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°liquid | 47.598 | cal/mol*K | N/A | Aston, Janz, et al., 1951 | DH |
Constant pressure heat capacity of liquid
Cp,liquid (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
40.880 | 298.15 | Aston, Janz, et al., 1951 | T = 15 to 298 K.; DH |
Gas phase ion energetics data
Go To: Top, Condensed phase thermochemistry data, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled as indicated in comments:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
LL - Sharon G. Lias and Joel F. Liebman
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
9.62 | PE | Barz and Fritz, 1972 | LLK |
8.22 | PE | Bodor, Dewar, et al., 1970 | RDSH |
7.8 ± 0.1 | EI | Dibeler, Franklin, et al., 1959 | RDSH |
9.02 | PE | Rademacher, 1975 | Vertical value; LLK |
9.02 | PE | Kimura and Osafune, 1975 | Vertical value; LLK |
9.00 | PE | Nelsen and Buschek, 1974 | Vertical value; LLK |
9.00 | PE | Nelsen and Buschek, 1974, 2 | Vertical value; LLK |
Appearance energy determinations
Ion | AE (eV) | Other Products | Method | Reference | Comment |
---|---|---|---|---|---|
N2?+ | 12.5 | ? | EI | Dibeler, Franklin, et al., 1959 | RDSH |
C2H4N?+ | 12.1 ± 0.5 | ? | EI | Dibeler, Franklin, et al., 1959 | RDSH |
N2H2?+ | 11.0 ± 0.2 | ? | EI | Dibeler, Franklin, et al., 1959 | RDSH |
N2H3?+ | 10.2 ± 0.2 | ? | EI | Dibeler, Franklin, et al., 1959 | RDSH |
CH3+ | 13.9 ± 0.3 | ? | EI | Dibeler, Franklin, et al., 1959 | RDSH |
CH3N2+ | 9.7 ± 0.5 | ? | EI | Dibeler, Franklin, et al., 1959 | RDSH |
CH4N2+ | 9.7 ± 0.3 | CH4 | EI | Dibeler, Franklin, et al., 1959 | RDSH |
CH5N2+ | ≤8.69 | CH3 | EI | Burgers, Drewello, et al., 1989 | LL |
CH5N2+ | 9.1 ± 0.2 | CH3 | EI | Dibeler, Franklin, et al., 1959 | RDSH |
C2H7N2+ | 9.3 ± 0.2 | H | EI | Dibeler, Franklin, et al., 1959 | RDSH |
References
Go To: Top, Condensed phase thermochemistry data, Gas phase ion energetics data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Aston, Rock, et al., 1952
Aston, J.G.; Rock, E.J.; Isserow, S.,
The heats of combustion of the methyl substituted hydrazines and some observations on the burning of volatile liquids,
J. Am. Chem. Soc., 1952, 74, 2484-24. [all data]
Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G.,
Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]
Aston, Janz, et al., 1951
Aston, J.G.; Janz, G.J.; Russell, K.E.,
The heat capacity, heats of fusion and vaporization, vapor pressures and entropy of symmetrical dimethylhydrazine,
J. Am. Chem. Soc., 1951, 73, 1943-1945. [all data]
Barz and Fritz, 1972
Barz, P.; Fritz, H.P.,
Untersuchungen an biochemish ligandensystemen, V. Komplexchemische und physikalisch-chemische untersuchungen am 1,2-dimethylhydrazin,
Z. Naturforsch. B:, 1972, 27, 1131. [all data]
Bodor, Dewar, et al., 1970
Bodor, N.; Dewar, M.J.S.; Jennings, W.B.; Worley, S.D.,
Photoelectron spectra of molecules-IV.Ionization potentials and heats of formation of some hydrazines and amines,
Tetrahedron, 1970, 26, 4109. [all data]
Dibeler, Franklin, et al., 1959
Dibeler, V.H.; Franklin, J.L.; Reese, R.M.,
Electron impact studies of hydrazine and the methyl-substituted hydrazines,
J. Am. Chem. Soc., 1959, 81, 68. [all data]
Rademacher, 1975
Rademacher, P.,
Acyclische Hydrazine,
Chem. Ber., 1975, 108, 1548. [all data]
Kimura and Osafune, 1975
Kimura, K.; Osafune, K.,
Photoelectron spectroscopic study of skew compounds. III. N,N'-dimethylhydrazine, dimethyl peroxide, and dimethyl disulfide,
Bull. Chem. Soc. Jpn., 1975, 48, 2421. [all data]
Nelsen and Buschek, 1974
Nelsen, S.F.; Buschek, J.M.,
Photoelectron spectra of hydrazines. IV. Empirical estimation of lone pair-lone pair dihedral angles and prediction of lone pair ionization potentials for some cyclic and bicyclic hydrazines,
J. Am. Chem. Soc., 1974, 96, 6982. [all data]
Nelsen and Buschek, 1974, 2
Nelsen, S.F.; Buschek, J.M.,
Photoelectron spectra of hydrazines. III. Evidence for similar lone pair-lone pair dihedral angles for acyclic hydrazines,
J. Am. Chem. Soc., 1974, 96, 2392. [all data]
Burgers, Drewello, et al., 1989
Burgers, P.C.; Drewello, T.; Schwarz, H.; Terlouw, J.K.,
CH5N2 hydrazyl radicals, cations and dication radicals studied by mass spectrometry. Is the N-protonated formaldehyde hydrazon cation +CH2-NH-NH2 a bridged species?,
Int. J. Mass Spectrom. Ion Processes, 1989, 95, 157. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Gas phase ion energetics data, References
- Symbols used in this document:
AE Appearance energy Cp,liquid Constant pressure heat capacity of liquid S°liquid Entropy of liquid at standard conditions ΔcH°liquid Enthalpy of combustion of liquid at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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