Hydrazine, methyl-
- Formula: CH6N2
- Molecular weight: 46.0717
- IUPAC Standard InChIKey: HDZGCSFEDULWCS-UHFFFAOYSA-N
- CAS Registry Number: 60-34-4
- Chemical structure:
This structure is also available as a 2d Mol file - Other names: Methylhydrazine; Monomethylhydrazine; MMH; CH3NHNH2; Hydrazomethane; 1-Methylhydrazine; Metylohydrazyna; Rcra waste number P068; UN 1244
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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 |
---|---|---|---|---|---|
ΔfH°liquid | 12.94 | kcal/mol | Cm | Cole and Gilbert, 1951 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -311.95 ± 0.14 | kcal/mol | Ccb | Aston, Rock, et al., 1952 | Reanalyzed by Cox and Pilcher, 1970, Original value = -311.71 ± 0.14 kcal/mol; ALS |
ΔcH°liquid | -311.94 | kcal/mol | Cm | Cole and Gilbert, 1951 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°liquid | 39.661 | cal/mol*K | N/A | Aston, Fink, et al., 1951 | DH |
Constant pressure heat capacity of liquid
Cp,liquid (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
32.249 | 298.15 | Aston, Fink, 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 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) | 7.7 ± 0.15 | eV | N/A | N/A | L |
Quantity | Value | Units | Method | Reference | Comment |
Proton affinity (review) | 214.8 | kcal/mol | N/A | Hunter and Lias, 1998 | HL |
Quantity | Value | Units | Method | Reference | Comment |
Gas basicity | 207.1 | kcal/mol | N/A | Hunter and Lias, 1998 | HL |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
7.7 ± 0.15 | EQ | Mautner(Meot-Ner), Nelsen, et al., 1984 | LBLHLM |
8.67 | PE | Bodor, Dewar, et al., 1970 | RDSH |
8.00 ± 0.06 | PI | Akopyan and Vilesov, 1963 | RDSH |
7.67 ± 0.02 | PI | Akopyan, Vilesov, et al., 1963 | RDSH |
8.6 ± 0.1 | EI | Dibeler, Franklin, et al., 1959 | RDSH |
8.40 ± 0.05 | PE | Vovna, Vilesov, et al., 1975 | Vertical value; LLK |
9.34 | PE | Rademacher, 1975 | Vertical value; LLK |
9.36 | PE | Kimura, Katsumata, et al., 1975 | Vertical value; LLK |
9.32 | PE | Nelsen and Buschek, 1974 | Vertical value; LLK |
Appearance energy determinations
Ion | AE (eV) | Other Products | Method | Reference | Comment |
---|---|---|---|---|---|
N2H?+ | 13.3 ± 0.3 | ? | EI | Dibeler, Franklin, et al., 1959 | RDSH |
N2H2?+ | 11.2 ± 0.2 | ? | EI | Dibeler, Franklin, et al., 1959 | RDSH |
N2?+ | 13.2 ± 0.3 | ? | EI | Dibeler, Franklin, et al., 1959 | RDSH |
CH2N2+ | 15.2 ± 0.2 | ? | EI | Dibeler, Franklin, et al., 1959 | RDSH |
CH3+ | 14.1 ± 0.3 | ? | EI | Dibeler, Franklin, et al., 1959 | RDSH |
CH3N2+ | 9.2 ± 0.2 | H2+H | PI | Akopyan and Vilesov, 1963 | RDSH |
CH3N2+ | 11.9 ± 0.3 | H2+H | EI | Dibeler, Franklin, et al., 1959 | RDSH |
CH4N2+ | 9.9 ± 0.1 | H2 | EI | Foner and Hudson, 1970 | RDSH |
CH4N2+ | 9.4 ± 0.1 | H2 | PI | Akopyan and Vilesov, 1963 | RDSH |
CH4N2+ | 10.4 ± 0.2 | H2 | EI | Dibeler, Franklin, et al., 1959 | RDSH |
CH5N+ | 11.3 ± 0.1 | NH | PI | Akopyan and Vilesov, 1963 | RDSH |
CH5N2+ | 10.2 ± 0.1 | H | EI | Foner and Hudson, 1970 | RDSH |
CH5N2+ | 9.2 ± 0.1 | H | PI | Akopyan and Vilesov, 1963 | RDSH |
CH5N2+ | 10.2 ± 0.1 | H | EI | Dibeler, Franklin, et al., 1959 | RDSH |
N2H3+ | 9.82 | CH3 | EI | Burgers, Drewello, et al., 1989 | LL |
N2H3+ | 9.5 ± 0.1 | CH3 | PI | Akopyan and Vilesov, 1963 | RDSH |
N2H3+ | 10.7 ± 0.3 | CH3 | 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.
Cole and Gilbert, 1951
Cole, L.G.; Gilbert, E.C.,
The heats of combustion of some nitrogen compounds and the apparent energy of the N-N bond,
J. Am. Chem. Soc., 1951, 73, 5423-5427. [all data]
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, Fink, et al., 1951
Aston, J.G.; Fink, H.L.; Janz, G.J.; Russell, K.E.,
The heat capacity, heats of fusion and vaporization, vapor pressures, entropy and thermodynamic functions of methyl hydrazine,
J. Am. Chem. Soc., 1951, 73, 1939-1943. [all data]
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]
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]
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]
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. III. Evidence for similar lone pair-lone pair dihedral angles for acyclic hydrazines,
J. Am. Chem. Soc., 1974, 96, 2392. [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]
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 IE (evaluated) Recommended ionization energy S°liquid Entropy of liquid at standard conditions ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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