Cyanamide

• Formula: CH₂N₂
• Molecular weight: 42.0400
• IUPAC Standard InChI: InChI=1S/CH2N2/c2-1-3/h2H2 Copy

  
• IUPAC Standard InChIKey: XZMCDFZZKTWFGF-UHFFFAOYSA-N Copy
• CAS Registry Number: 420-04-2
• 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: H2NCN; carbamonitrile; Amidocyanogen; Carbimide; Cyanoamine; Cyanogen nitride; Cyanogenamide; Hydrogen cyanamide; N-Cyanoamine; USAF EK-1995; Alzogur; Deurbraak; Dormex; NSC 24133; TsAKS
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• Information on this page:
  • Reaction thermochemistry data
  • Gas phase ion energetics data
  • References
  • Notes
• Other data available:
  • Condensed phase thermochemistry data
  • Phase change data
  • Mass spectrum (electron ionization)
• Data at other public NIST sites:
  • Gas Phase Kinetics Database
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Reaction thermochemistry 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: John E. Bartmess

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

CHN₂^- +  =

By formula: CHN₂^- + H⁺ = CH₂N₂

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 evaluated as indicated in comments:
HL - Edward P. Hunter and Sharon G. Lias
L - Sharon G. Lias

Data compiled as indicated in comments:
B - John E. Bartmess
LL - Sharon G. Lias and Joel F. Liebman
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi

View reactions leading to CH₂N₂⁺ (ion structure unspecified)

Ionization energy determinations

De-protonation reactions

CHN₂^- +  =

By formula: CHN₂^- + H⁺ = CH₂N₂

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.

Koppel, Taft, et al., 1994
Koppel, I.A.; Taft, R.W.; Anvia, F.; Zhu, S.Z.; Hu, L.Q.; Sung, K.S.; Desmarteau, D.D.; Yagupolskii, L.M., The Gas-Phase Acidities of Very Strong Neutral Bronsted Acids, J. Am. Chem. Soc., 1994, 116, 7, 3047, https://doi.org/10.1021/ja00086a038 . [all data]

Cacace, Depetris, et al., 1993
Cacace, F.; Depetris, G.; Grandinetti, F.; Occhiucci, G., Gas-Phase Ion Chemistry of Cyanamide - A Mass Spectrometric and Abinitio Study of Gaseous [H2N-CN]+, [H2N-CN]H+, and [HN-CN]- Ions, J. Phys. Chem., 1993, 97, 16, 4239, https://doi.org/10.1021/j100118a048 . [all data]

Kroeker and Kass, 1990
Kroeker, R.L.; Kass, S.R., Diazirinyl Anion: A Cyclic 4-pi Electron System, J. Am. Chem. Soc., 1990, 112, 24, 9024, https://doi.org/10.1021/ja00180a082 . [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]

Guimon, Khayar, et al., 1989
Guimon, C.; Khayar, S.; Gracian, F.; Begtrup, M.; Pfister-Guillouzo, G., HeI photoelectron and theoretical study of the gas phase flash pyrolysis of tetrazole and analysis of CN₂H₂ energy hypersurface, Chem. Phys., 1989, 138, 157. [all data]

Stafast and Bock, 1974
Stafast, H.; Bock, H., Photoelektronenspektren und Molekuleigenschaften, XXXIV. Cyanamid, Chem. Ber., 1974, 107, 1882. [all data]

Notes

Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, References

• Symbols used in this document:
  

  IE (evaluated)	Recommended ionization energy
  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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