N-Nitrosodimethylamine

• Formula: C₂H₆N₂O
• Molecular weight: 74.0818
• IUPAC Standard InChI: InChI=1S/C2H6N2O/c1-4(2)3-5/h1-2H3 Copy

  
• IUPAC Standard InChIKey: UMFJAHHVKNCGLG-UHFFFAOYSA-N Copy
• CAS Registry Number: 62-75-9
• 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.
• Isotopologues:
  • Dimethylamine, n-nitroso-, d6
• Other names: Methanamine, N-methyl-N-nitroso-; Dimethylamine, N-nitroso-; Dimethylnitrosamine; DMN; DMNA; N-Nitroso-N,N-Dimethylamine; (CH3)2NNO; Dimethylnitrosamin; Dimethylnitrosoamine; N-Methyl-N-nitrosomethanamine; N,N-Dimethylnitrosamine; NDMA; Nitrosodimethylamine; Rcra waste number P082; NSC 23226
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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
  • Reaction thermochemistry data
  • IR Spectrum
  • 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 by: Robert L. Brown and Stephen E. Stein

Reduced pressure boiling point

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:
B - John E. Bartmess
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron

Ionization energy determinations

Appearance energy determinations

De-protonation reactions

C₂H₅N₂O^- +  =

By formula: C₂H₅N₂O^- + H⁺ = C₂H₆N₂O

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

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Normal alkane RI, non-polar column, custom temperature program

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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.

Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc., Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [all data]

White, Colton, et al., 1975
White, M.G.; Colton, R.J.; Lee, T.H.; Rabalais, J.W., Electronic structure of N,N-dimethylnitramine and N,N-dimethylnitrosamine from X-ray and uv electron spectroscopy, Chem. Phys., 1975, 8, 391. [all data]

Kobayashi, 1975
Kobayashi, T., Photoelectron spectra of N, N-dimethylnitrosamine and related compounds, Russ. J. Phys. Chem., 1975, 97, 269. [all data]

Battiste, Davis, et al., 1975
Battiste, D.R.; Davis, L.P.; Nauman, R.V., Photoelectron spectroscopy and quantum chemical analysis of some «N»-nitrosamines, J. Am. Chem. Soc., 1975, 97, 5071. [all data]

Fisher and Henderson, 1967
Fisher, I.P.; Henderson, E., Mass spectrometry of free radicals, J. Chem. Soc. Faraday Trans., 1967, 63, 1342. [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]

Ingemann and Nibbering, 1985
Ingemann, S.; Nibbering, N.M.M., Gas phase chemistry of dipole stabilized carbanions derived from N,N-dimethylthioformamide and N,N-dimethylnitrosamine, Acta Chem. Scand., Ser. B, 1985, 39, 697. [all data]

Korsunskii, Pepekin, et al., 1967
Korsunskii, B.L.; Pepekin, V.I.; Lebedev, Yu.A.; Apin, A.Ya., Bull. Acad. Sci. USSR Div. Chem. Sci., 1967, 509. [all data]

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

Zenkevich, 1999
Zenkevich, I.G., Precalculation of Gas Chromatographic Retention Indices of Organic Compounds from Boiling Points of their Structural Analogues, Zh. Struct. Khim., 1999, 40, 1, 121-130. [all data]

Notes

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• Symbols used in this document:
  

  AE	Appearance energy
  Tboil	Boiling point
  ΔrG°	Free energy of reaction at standard conditions
  ΔrH°	Enthalpy of reaction at standard conditions

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