Hydrazine, 1,1-dimethyl-
- Formula: C2H8N2
- Molecular weight: 60.0983
- IUPAC Standard InChIKey: RHUYHJGZWVXEHW-UHFFFAOYSA-N
- CAS Registry Number: 57-14-7
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
The 3d structure may be viewed using Java or Javascript. - Species with the same structure:
- Other names: as-Dimethylhydrazine; Dimazin; Dimazine; Hydrazine, N,N-dimethyl-; N,N-Dimethylhydrazine; UDMH; 1,1-Dimethylhydrazine; (CH3)2NNH2; Unsym-dimethylhydrazine; Dimethylhydrazine, unsymmetrical; Dimethylhydrazine, unsym.; 1,1-Dimethylhydrazin; asymmetric Dimethylhydrazine; uns-Dimethylhydrazine; Niesymetryczna dwu metylohydrazyna; Rcra waste number U098; UN 1163; Unsymmetrical dimethylhydrazine; u-Dimethylhydrazine; gem-Dimethylhydrazine; NSC 60517
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Gas phase ion energetics data
Go To: Top, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data evaluated as indicated in comments:
HL - Edward P. Hunter and Sharon G. Lias
L - Sharon G. Lias
Data compiled as indicated in comments:
LBLHLM - Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard
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
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
IE (evaluated) | 7.29 ± 0.05 | eV | N/A | N/A | L |
Quantity | Value | Units | Method | Reference | Comment |
Proton affinity (review) | 927.1 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Quantity | Value | Units | Method | Reference | Comment |
Gas basicity | 894.7 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
7.29 ± 0.05 | EQ | Mautner(Meot-Ner), Nelsen, et al., 1984 | LBLHLM |
8.05 ± 0.05 | PE | Vovna, Vilesov, et al., 1975 | LLK |
8.28 | PE | Bodor, Dewar, et al., 1970 | RDSH |
7.67 ± 0.05 | PI | Akopyan and Vilesov, 1963 | RDSH |
7.46 ± 0.02 | PI | Akopyan, Vilesov, et al., 1963 | RDSH |
8.1 ± 0.1 | EI | Dibeler, Franklin, et al., 1959 | RDSH |
8.82 | PE | Rademacher, 1975 | Vertical value; LLK |
8.85 | PE | Kimura, Katsumata, et al., 1975 | Vertical value; LLK |
8.88 | PE | Nelsen and Buschek, 1974 | Vertical value; LLK |
8.88 | PE | Nelsen and Buschek, 1974, 2 | Vertical value; LLK |
Appearance energy determinations
References
Go To: Top, 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.
Hunter and Lias, 1998
Hunter, E.P.; Lias, S.G.,
Evaluated Gas Phase Basicities and Proton Affinities of Molecules: An Update,
J. Phys. Chem. Ref. Data, 1998, 27, 3, 413-656, https://doi.org/10.1063/1.556018
. [all data]
Mautner(Meot-Ner), Nelsen, et al., 1984
Mautner(Meot-Ner), M.; Nelsen, S.F.; Willi, M.R.; Frigo, T.B.,
Special effects of an unusually large neutral to radical cation geometry change. Adiabatic ionization energies and proton affinities of alkylhydrazines,
J. Am. Chem. Soc., 1984, 106, 7384. [all data]
Vovna, Vilesov, et al., 1975
Vovna, V.I.; Vilesov, F.I.; Lopatin, S.N.,
Photoelectron spectra of hydrazine and some alkyl derivatives,
Opt. Spectrosc., 1975, 38, 143. [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]
Akopyan and Vilesov, 1963
Akopyan, M.E.; Vilesov, F.I.,
Decay of the molecular ions formed in photoionization of hydrazine and some of its alkyl derivatives,
Kinetika i Kataliz, 1963, 4, 39, In original 32. [all data]
Akopyan, Vilesov, et al., 1963
Akopyan, M.E.; Vilesov, F.I.; Terenin, A.N.,
Mass spectrometric investigation of photoionization of molecules and dissociation of excited molecular ions,
Izv. Akad. Nauk SSSR, Ser. Fiz., 1963, 27, 1083, In original 1054. [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, Katsumata, et al., 1975
Kimura, K.; Katsumata, S.; Osafune, K.,
Photoelectron spectroscopic study of skew compounds. Methylhydrazine and unsymmetrical dimethylhydrazine,
Bull. Chem. Soc. Jpn., 1975, 48, 2736. [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]
Fisher and Henderson, 1967
Fisher, I.P.; Henderson, E.,
Mass spectrometry of free radicals,
J. Chem. Soc. Faraday Trans., 1967, 63, 1342. [all data]
Gowenlock, Jones, et al., 1961
Gowenlock, B.G.; Jones, P.P.; Majer, J.R.,
Bond dissociation energies in some molecules containing alkyl substituted CH3, NH2, and OH,
J. Chem. Soc. Faraday Trans., 1961, 57, 23. [all data]
Foner and Hudson, 1970
Foner, S.N.; Hudson, R.L.,
Mass spectrometric studies of atom-molecule reactions using high-intensity crossed molecular beams,
J. Chem. Phys., 1970, 53, 4377. [all data]
Foner and Hudson, 1962
Foner, S.N.; Hudson, R.L.,
Mass spectrometry of inorganic free radicals,
Advan. Chem. Ser., 1962, 36, 34. [all data]
Notes
Go To: Top, Gas phase ion energetics data, References
- Symbols used in this document:
AE Appearance energy IE (evaluated) Recommended ionization energy - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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