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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Gas phase thermochemistry data
Go To: Top, Phase change data, 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 by: Donald R. Burgess, Jr.
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | 94.5 | kJ/mol | N/A | Cole and Gilbert, 1951 | Value computed using ΔfHliquid° value of 54.14 kj/mol from Cole and Gilbert, 1951 and ΔvapH° value of 40.37 kj/mol from missing citation. |
Phase change data
Go To: Top, Gas phase thermochemistry data, 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:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing
AC - William E. Acree, Jr., James S. Chickos
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 364. | K | N/A | Majer and Svoboda, 1985 | |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 220.79 | K | N/A | Aston, Finke, et al., 1951 | Uncertainty assigned by TRC = 0.02 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 40.5 | kJ/mol | N/A | Majer and Svoboda, 1985 | |
ΔvapH° | 40.37 | kJ/mol | V | Aston, Fink, et al., 1951 | ALS |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
40.367 | 298.15 | N/A | Aston, Fink, et al., 1951, 2 | P = 6.62 kPa; DH |
36.12 | 364. | N/A | Majer and Svoboda, 1985 | |
41.8 | 286. | A | Stephenson and Malanowski, 1987 | Based on data from 274. to 299. K. See also Aston, Fink, et al., 1951, 2.; AC |
Entropy of vaporization
ΔvapS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
135.39 | 298.15 | Aston, Fink, et al., 1951, 2 | P; DH |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (bar)
T = temperature (K)
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Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
275.11 to 298.32 | 3.96787 | 1115.19 | -81.502 | Aston, Fink, et al., 1951, 2 | Coefficents calculated by NIST from author's data. |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
10.418 | 220.79 | Aston, Fink, et al., 1951, 2 | DH |
10.42 | 220.8 | Domalski and Hearing, 1996 | AC |
Entropy of fusion
ΔfusS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
47.19 | 220.79 | Aston, Fink, et al., 1951, 2 | DH |
Gas phase ion energetics data
Go To: Top, Gas phase thermochemistry data, Phase change 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) | 898.8 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Quantity | Value | Units | Method | Reference | Comment |
Gas basicity | 866.4 | kJ/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, Gas phase thermochemistry data, Phase change 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]
Majer and Svoboda, 1985
Majer, V.; Svoboda, V.,
Enthalpies of Vaporization of Organic Compounds: A Critical Review and Data Compilation, Blackwell Scientific Publications, Oxford, 1985, 300. [all data]
Aston, Finke, et al., 1951
Aston, J.G.; Finke, H.L.; Janz, G.J.; Russell, K.E.,
The Heat Capacity, Heats of Fusion and Vaporization, Vapor Pressures, Entropy and Thermodynamic Functions of Methylhydrazine,
J. Am. Chem. Soc., 1951, 73, 1939. [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 methylhydrazine,
J. Am. Chem. Soc., 1951, 73, 1939-19. [all data]
Aston, Fink, et al., 1951, 2
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]
Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw,
Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2
. [all data]
Domalski and Hearing, 1996
Domalski, Eugene S.; Hearing, Elizabeth D.,
Heat Capacities and Entropies of Organic Compounds in the Condensed Phase. Volume III,
J. Phys. Chem. Ref. Data, 1996, 25, 1, 1, https://doi.org/10.1063/1.555985
. [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, Gas phase thermochemistry data, Phase change data, Gas phase ion energetics data, References
- Symbols used in this document:
AE Appearance energy IE (evaluated) Recommended ionization energy Tboil Boiling point Ttriple Triple point temperature ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions ΔvapS Entropy of vaporization - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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