Tetramethylhydrazine
- Formula: C4H12N2
- Molecular weight: 88.1515
- IUPAC Standard InChIKey: DHBZRQXIRAEMRO-UHFFFAOYSA-N
- CAS Registry Number: 6415-12-9
- 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. - Other names: (CH3)2NN(CH3)2; Hydrazine, tetramethyl-
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Gas phase ion energetics data
Go To: Top, Ion clustering data, Mass spectrum (electron ionization), Gas Chromatography, 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
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
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Proton affinity (review) | 948.7 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Quantity | Value | Units | Method | Reference | Comment |
Gas basicity | 917.9 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
6.87 ± 0.05 | EQ | Rumack, 1986 | LBLHLM |
6.77 ± 0.05 | EQ | Mautner(Meot-Ner), Nelsen, et al., 1984 | LBLHLM |
7.93 | PE | Bodor, Dewar, et al., 1970 | RDSH |
7.76 ± 0.05 | EI | Dibeler, Franklin, et al., 1959 | RDSH |
8.5 | PE | Nelsen, 1984 | Vertical value; LBLHLM |
8.27 | PE | Bock, Kaim, et al., 1980 | Vertical value; LLK |
8.27 | PE | Nelsen, Peacock, et al., 1976 | Vertical value; LLK |
8.55 | PE | Nelsen and Buschek, 1974 | Vertical value; LLK |
8.27 | PE | Nelsen and Buschek, 1974, 2 | Vertical value; LLK |
8.38 | PE | Rademacher, 1973 | Vertical value; LLK |
8.43 | PE | Nelsen and Buschek, 1973 | Vertical value; LLK |
Appearance energy determinations
Ion | AE (eV) | Other Products | Method | Reference | Comment |
---|---|---|---|---|---|
N2H2?+ | 11.9 ± 0.2 | ? | EI | Dibeler, Franklin, et al., 1959 | RDSH |
N2?+ | 13.1 ± 0.2 | ? | EI | Dibeler, Franklin, et al., 1959 | RDSH |
C2H4N?+ | 12.2 ± 0.2 | ? | EI | Dibeler, Franklin, et al., 1959 | RDSH |
CH3+ | 14. ± 1. | ? | EI | Dibeler, Franklin, et al., 1959 | RDSH |
C2H5N2+ | 12.4 ± 0.2 | ? | EI | Dibeler, Franklin, et al., 1959 | RDSH |
C2H6N+ | 11.2 ± 0.1 | ? | EI | Gowenlock, Jones, et al., 1961 | RDSH |
C2H6N+ | 11.2 ± 0.2 | ? | EI | Dibeler, Franklin, et al., 1959 | RDSH |
C2H6N2+ | 10.5 ± 0.1 | C2H6 | EI | Dibeler, Franklin, et al., 1959 | RDSH |
C3H7+ | 10.9 ± 0.2 | ? | EI | Dibeler, Franklin, et al., 1959 | RDSH |
C3H7N2+ | 10.7 ± 0.1 | ? | EI | Dibeler, Franklin, et al., 1959 | RDSH |
C3H8N2+ | 8.9 ± 0.1 | CH4 | EI | Dibeler, Franklin, et al., 1959 | RDSH |
C3H9N2+ | 9.1 ± 0.1 | CH3 | EI | Dibeler, Franklin, et al., 1959 | RDSH |
N2H4+ | 12.3 ± 0.1 | ? | EI | Dibeler, Franklin, et al., 1959 | RDSH |
Ion clustering data
Go To: Top, Gas phase ion energetics data, Mass spectrum (electron ionization), Gas Chromatography, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: Michael M. Meot-Ner (Mautner) and Sharon G. Lias
Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. Searches may be limited to ion clustering reactions. A general reaction search form is also available.
Clustering reactions
By formula: C4H12N2+ + C4H12N2 = (C4H12N2+ • C4H12N2)
Bond type: Charge transfer bond (positive ion)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 54.4 | kJ/mol | PHPMS | Nelsen, Rumak, et al., 1987 | gas phase |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 112. | J/mol*K | PHPMS | Nelsen, Rumak, et al., 1987 | gas phase |
Mass spectrum (electron ionization)
Go To: Top, Gas phase ion energetics data, Ion clustering data, Gas Chromatography, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Spectrum
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Additional Data
View image of digitized spectrum (can be printed in landscape orientation).
Due to licensing restrictions, this spectrum cannot be downloaded.
Owner | NIST Mass Spectrometry Data Center Collection (C) 2014 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
Origin | NIST Mass Spectrometry Data Center, 1990. |
NIST MS number | 118867 |
Gas Chromatography
Go To: Top, Gas phase ion energetics data, Ion clustering data, Mass spectrum (electron ionization), References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Normal alkane RI, non-polar column, temperature ramp
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | OV-101 | 614. | Zenkevich, 2005 | 25. m/0.20 mm/0.10 μm, N2/He, 6. K/min; Tstart: 50. C; Tend: 250. C |
References
Go To: Top, Gas phase ion energetics data, Ion clustering data, Mass spectrum (electron ionization), Gas Chromatography, 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]
Rumack, 1986
Rumack, D.,
Title unavailable,
Personal communication to S.G. Lias, 1986. [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]
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]
Nelsen, 1984
Nelsen, S.F.,
Ionization from nitrogen and oxygen lone pairs: A comparison of trialkylamine, dialkyl ether, tetraalkylhydrazine, and dialkyl peroxide photoelectron spectroscopic ionization potentials,
J. Org. Chem., 1984, 49, 1891. [all data]
Bock, Kaim, et al., 1980
Bock, H.; Kaim, W.; Noth, H.; Semkow, A.,
A radical ions. 36. Structural changes accompanying the one-electron oxidation of hydrazine and its silyl derivatives,
J. Am. Chem. Soc., 1980, 102, 4421. [all data]
Nelsen, Peacock, et al., 1976
Nelsen, S.F.; Peacock, V.; Weisman, G.R.,
Single-electron oxidation equilibria of tetraalkylhydrazines. Comparison of solution E° values and vapor-phase ionization potentials,
J. Am. Chem. Soc., 1976, 98, 5269. [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]
Rademacher, 1973
Rademacher, P.,
Photoelectron spectra and conformation of hydrazine derivatives,
Angew. Chem. Int. Ed. Engl., 1973, 12, 408. [all data]
Nelsen and Buschek, 1973
Nelsen, S.F.; Buschek, J.M.,
Photoelectron spectra of hydrazines. I. Dependence of the lone pair-lone pair splitting on dihedral angle for tetraalkylhydrazines,
J. Am. Chem. Soc., 1973, 95, 2011. [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]
Nelsen, Rumak, et al., 1987
Nelsen, S.F.; Rumak, D.T.; Meot-Ner (Mautner), M.,
Kinetic effects of an unusually large neutral to radical cation geometry change. Slow electron transfer rections between alkylhydrazines,
J. Am. Chem. Soc., 1987, 109, 5, 1373, https://doi.org/10.1021/ja00239a015
. [all data]
Zenkevich, 2005
Zenkevich, I.G.,
Experimentally measured retention indices., 2005. [all data]
Notes
Go To: Top, Gas phase ion energetics data, Ion clustering data, Mass spectrum (electron ionization), Gas Chromatography, References
- Symbols used in this document:
AE Appearance energy ΔrH° Enthalpy of reaction at standard conditions ΔrS° Entropy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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