Hydrazine, 1,2-dimethyl-

• Formula: C₂H₈N₂
• Molecular weight: 60.0983
• IUPAC Standard InChI: InChI=1S/C2H8N2/c1-3-4-2/h3-4H,1-2H3 Copy

  
• IUPAC Standard InChIKey: DIIIISSCIXVANO-UHFFFAOYSA-N Copy
• CAS Registry Number: 540-73-8
• Chemical structure:
  This structure is also available as a 2d Mol file
• Other names: s-Dimethylhydrazine; DMH; Hydrazomethane; N,N'-Dimethylhydrazine; SDMH; 1,2-Dimethylhydrazine; (CH3NH)2; 1,2-Dimethylhydrazin; sym-Dimethylhydrazine; Dimethylhydrazine, symmetrical; Rcra waste number U099; Symetryczna dwumetylohydrazyna; UN 2382
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• Information on this page:
  • Phase change data
  • Gas phase ion energetics data
  • Gas Chromatography
  • References
  • Notes
• Other data available:
  • Condensed phase thermochemistry data
  • Mass spectrum (electron ionization)
• Data at other public NIST sites:
  • Gas Phase Kinetics Database
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Phase change data

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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
AC - William E. Acree, Jr., James S. Chickos
DH - Eugene S. Domalski and Elizabeth D. Hearing

Enthalpy of vaporization

Antoine Equation Parameters

log₁₀(P) = A − (B / (T + C))
    P = vapor pressure (bar)
    T = temperature (K)

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Enthalpy of fusion

Entropy of fusion

Gas phase ion energetics data

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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:
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

Ionization energy determinations

Appearance energy determinations

Gas Chromatography

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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

View large format table.

References

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

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, Janz, et al., 1951
Aston, J.G.; Janz, G.J.; Russell, K.E., The Heat Capacity, Heats of Fusion and Vaporization, Vapor Pressures and Entropy of Symmetrtical Dimethylhydrazine, J. Am. Chem. Soc., 1951, 73, 1943. [all data]

Aston, Janz, et al., 1951, 2
Aston, J.G.; Janz, G.J.; Russell, K.E., The heat capacity, heats of fusion and vaporization, vapor pressures and entropy of symmetrical dimethylhydrazine, J. Am. Chem. Soc., 1951, 73, 1943-19. [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]

Aston, Janz, et al., 1951, 3
Aston, J.G.; Janz, G.J.; Russell, K.E., The heat capacity, heats of fusion and vaporization, vapor pressures and entropy of symmetrical dimethylhydrazine, J. Am. Chem. Soc., 1951, 73, 1943-1945. [all data]

Boublik, Fried, et al., 1984
Boublik, T.; Fried, V.; Hala, E., The Vapour Pressures of Pure Substances: Selected Values of the Temperature Dependence of the Vapour Pressures of Some Pure Substances in the Normal and Low Pressure Region, 2nd ed., Elsevier, New York, 1984, 972. [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]

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]

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]

Rademacher, 1975
Rademacher, P., Acyclische Hydrazine, Chem. Ber., 1975, 108, 1548. [all data]

Kimura and Osafune, 1975
Kimura, K.; Osafune, K., Photoelectron spectroscopic study of skew compounds. III. N,N'-dimethylhydrazine, dimethyl peroxide, and dimethyl disulfide, Bull. Chem. Soc. Jpn., 1975, 48, 2421. [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]

Risticevic, Carasek, et al., 2008
Risticevic, S.; Carasek, E.; Pawliszyn, J., Headspace solid-phase microextraction-gas chromatographic-time-of-flight mass spectrometric methodology for geographical origin verification of coffee, Anal. Chim. Acta, 2008, 617, 1-2, 72-84, https://doi.org/10.1016/j.aca.2008.04.009 . [all data]

Zenkevich, 2005
Zenkevich, I.G., Experimentally measured retention indices., 2005. [all data]

Notes

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• Symbols used in this document:
  

  AE	Appearance energy
  Tboil	Boiling point
  Ttriple	Triple point temperature
  ΔfusH	Enthalpy of fusion
  ΔfusS	Entropy of fusion
  ΔvapH	Enthalpy of vaporization
  ΔvapH°	Enthalpy of vaporization at standard conditions

• Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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