Hydrazine
- Formula: H4N2
- Molecular weight: 32.0452
- IUPAC Standard InChIKey: OAKJQQAXSVQMHS-UHFFFAOYSA-N
- CAS Registry Number: 302-01-2
- 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: Levoxine; N2H4; Diamine; Hydrazyna; Rcra waste number U133; Hydrazine, anhydrous; Hydrazine base; Nitrogen hydride, (N2H4); Oxytreat 35
- Permanent link for this species. Use this link for bookmarking this species for future reference.
- Information on this page:
- Other data available:
- Data at other public NIST sites:
- Options:
Data at NIST subscription sites:
NIST subscription sites provide data under the NIST Standard Reference Data Program, but require an annual fee to access. The purpose of the fee is to recover costs associated with the development of data collections included in such sites. Your institution may already be a subscriber. Follow the links above to find out more about the data in these sites and their terms of usage.
Reaction 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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.
Individual Reactions
By formula: C4H4BrNO2 + 0.5H4N2 = HBr + C4H5NO2 + 0.5N2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -62.22 ± 0.11 | kcal/mol | Cm | Howard and Skinner, 1966 | solid phase; solvent: Aqueous solution; Reanalyzed by Pedley, Naylor, et al., 1986, Original value = -62.55 ± 0.11 kcal/mol |
By formula: C4H4ClNO2 + 0.5H4N2 = C4H5NO2 + HCl + 0.5N2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -67.78 ± 0.07 | kcal/mol | Cm | Howard and Skinner, 1966 | solid phase; solvent: Aqueous solution |
Gas phase ion energetics data
Go To: Top, Reaction 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
View reactions leading to H4N2+ (ion structure unspecified)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
IE (evaluated) | 8.1 ± 0.15 | eV | N/A | N/A | L |
Quantity | Value | Units | Method | Reference | Comment |
Proton affinity (review) | 203.9 | kcal/mol | N/A | Hunter and Lias, 1998 | HL |
Quantity | Value | Units | Method | Reference | Comment |
Gas basicity | 196.6 | kcal/mol | N/A | Hunter and Lias, 1998 | HL |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
8.1 ± 0.15 | EQ | Mautner(Meot-Ner), Nelsen, et al., 1984 | LBLHLM |
8.93 ± 0.05 | EI | Wiberg, Fischer, et al., 1979 | LLK |
8.93 | PE | Bodor, Dewar, et al., 1970 | RDSH |
8.8 | EI | Melton, 1966 | RDSH |
8.74 ± 0.06 | PI | Akopyan and Vilesov, 1963 | RDSH |
8.36 ± 0.03 | PI | Akopyan, Vilesov, et al., 1963 | RDSH |
9.0 ± 0.1 | El | Dibeler, Franklin, et al., 1959 | RDSH |
9.56 ± 0.02 | PI | Vilesov and Terenin, 1957 | RDSH |
8.98 ± 0.05 | PE | Vovna, Vilesov, et al., 1975 | Vertical value; LLK |
10.68 | PE | Rademacher, 1975 | Vertical value; LLK |
9.90 | PE | Nelsen and Buschek, 1974 | Vertical value; LLK |
9.91 | PE | Osafune, Katsumata, et al., 1973 | Vertical value; LLK |
10.07 | PE | Barz and Fritz, 1972 | Vertical value; LLK |
Appearance energy determinations
Ion | AE (eV) | Other Products | Method | Reference | Comment |
---|---|---|---|---|---|
N2H+ | 14.8 ± 0.3 | H2+H | EI | Dibeler, Franklin, et al., 1959 | RDSH |
NH2+ | 13.9 ± 0.4 | NH2 | EI | Foner and Hudson, 1958 | RDSH |
H2N2+ | 10.75 ± 0.08 | 2H | EI | Foner and Hudson, 1978 | LLK |
N2H2+ | 11.9 ± 0.2 | H2 | EI | Dibeler, Franklin, et al., 1959 | RDSH |
N2H2+ | 11.0 ± 0.2 | H2 | EI | Foner and Hudson, 1958, 2 | RDSH |
H3N2+ | 10.86 ± 0.05 | H | EI | Wiberg, Fischer, et al., 1979 | LLK |
N2H3+ | 11.3 | H | EI | Fisher and Heath, 1965 | RDSH |
N2H3+ | 10.6 ± 0.1 | H | PI | Akopyan and Vilesov, 1963 | RDSH |
N2H3+ | 11.3 ± 0.1 | H | EI | Dibeler, Franklin, et al., 1959 | RDSH |
N2H3+ | 11.2 ± 0.1 | H | EI | Foner and Hudson, 1958 | RDSH |
N2+ | 16.2 ± 0.1 | 2H2 | EI | Dibeler, Franklin, et al., 1959 | RDSH |
References
Go To: Top, Reaction 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.
Howard and Skinner, 1966
Howard, P.B.; Skinner, H.A.,
Thermochemistry of some reactions of aqueous hydrazine with halogens, hydrogen halides and N-halogenosuccinimides,
J. Chem. Soc. A, 1966, 1536-1540. [all data]
Pedley, Naylor, et al., 1986
Pedley, J.B.; Naylor, R.D.; Kirby, S.P.,
Thermochemical Data of Organic Compounds, Chapman and Hall, New York, 1986, 1-792. [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]
Wiberg, Fischer, et al., 1979
Wiberg, N.; Fischer, G.; Bachhuber, H.,
Diazen und andere Distickstoffhydride: Bildungswarmen, Dissoziationsenergien, Auftrittspotentiale, Protonenaffinitaten,
Z. Naturforsch. B:, 1979, 34, 1385. [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]
Melton, 1966
Melton, C.E.,
Study by mass spectrometry of the decomposition of ammonia by ionizing radiation in a wide-range radiolysis source,
J. Chem. Phys., 1966, 45, 4414. [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]
Vilesov and Terenin, 1957
Vilesov, F.I.; Terenin, A.N.,
The photoionization of the vapors of certain organic compounds,
Dokl. Akad. Nauk SSSR, 1957, 115, 744, In original 539. [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]
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]
Osafune, Katsumata, et al., 1973
Osafune, K.; Katsumata, S.; Kimura, K.,
Photoelectron spectroscopic study of hydrazine,
Chem. Phys. Lett., 1973, 19, 369. [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]
Foner and Hudson, 1958
Foner, S.N.; Hudson, R.L.,
Mass spectrometric detection of triazene and tetrazene and studies of the free radicals NH2, and N2H3,
J. Chem. Phys., 1958, 29, 442. [all data]
Foner and Hudson, 1978
Foner, S.N.; Hudson, R.L.,
On the heat of formation of diimide,
J. Chem. Phys., 1978, 68, 3162. [all data]
Foner and Hudson, 1958, 2
Foner, S.N.; Hudson, R.L.,
Diimide-identification and study by mass spectrometry,
J. Chem. Phys., 1958, 28, 719. [all data]
Fisher and Heath, 1965
Fisher, I.P.; Heath, G.A.,
Dissociation energy of the N-H bond in hydrazine,
Nature, 1965, 208, 1199. [all data]
Notes
Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, References
- Symbols used in this document:
AE Appearance energy IE (evaluated) Recommended ionization energy ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
- The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database.
- Customer support for NIST Standard Reference Data products.