Hydrogen cyanide

• Formula: CHN
• Molecular weight: 27.0253
• IUPAC Standard InChI: InChI=1S/CHN/c1-2/h1H Copy

  
• IUPAC Standard InChIKey: LELOWRISYMNNSU-UHFFFAOYSA-N Copy
• CAS Registry Number: 74-90-8
• Chemical structure:
  This structure is also available as a 2d Mol file
• Other names: Hydrocyanic acid; AC; Blausaeure (German); Carbon hydride nitride (CHN); Formic anammonide; Formonitrile; HCN; Prussic Acid; Cyclon; Acide cyanhydrique; Acido cianidrico; Aero Liquid HCN; Blausaeure; Blauwzuur; Cyaanwaterstof; Cyanwasserstoff; Cyclone B; Cyjanowodor; Evercyn; NA 1051; Prussic acid, unstabilized; Rcra waste number P063; UN 1051; Zaclondiscoids; Carbon hydride nitride; Zootic acid; Agent AC; Nitrilomethane
• Permanent link for this species. Use this link for bookmarking this species for future reference.
• Information on this page:
  • Reaction thermochemistry data (reactions 51 to 92)
  • References
  • Notes
• Other data available:
  • Gas phase thermochemistry data
  • Condensed phase thermochemistry data
  • Phase change data
  • Reaction thermochemistry data: reactions 1 to 50
  • Henry's Law data
  • Gas phase ion energetics data
  • Ion clustering data
  • IR Spectrum
  • Mass spectrum (electron ionization)
  • Vibrational and/or electronic energy levels
  • Gas Chromatography
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  • Microwave spectra (on physics lab web site)
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  • 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 as indicated in comments:
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias
B - John E. Bartmess
MS - José A. Martinho Simões

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.

Reactions 51 to 92

( • 2) +  = ( •  • 2)

By formula: (H₄N⁺ • 2H₃N) + CHN = (H₄N⁺ • CHN • 2H₃N)

 +  = ( • )

By formula: I^- + CHN = (I^- • CHN)

( • 2) +  = ( • 3)

By formula: (C₂H₃O₂^- • 2CHN) + CHN = (C₂H₃O₂^- • 3CHN)

( • 3) +  = ( • 4)

By formula: (C₂H₃O₂^- • 3CHN) + CHN = (C₂H₃O₂^- • 4CHN)

( • ) +  = ( • 2)

By formula: (C₂H₃O₂^- • CHN) + CHN = (C₂H₃O₂^- • 2CHN)

C₁₆H₃₄OP₂Ru (solution) +  (solution) = C₁₇H₃₃NP₂Ru (solution) +  (solution)

By formula: C₁₆H₃₄OP₂Ru (solution) + CHN (solution) = C₁₇H₃₃NP₂Ru (solution) + H₂O (solution)

(CN^- • 3) +  = (CN^- •  • 3)

By formula: (CN^- • 3H₂O) + CHN = (CN^- • CHN • 3H₂O)

Free energy of reaction

(CN^- • 5) +  = (CN^- • 6)

By formula: (CN^- • 5CHN) + CHN = (CN^- • 6CHN)

(CH₂N⁺ •  • ) +  = (CH₂N⁺ • 2 • )

By formula: (CH₂N⁺ • H₂O • CHN) + H₂O = (CH₂N⁺ • 2H₂O • CHN)

Bond type: Hydrogen bond (positive ion to hydride)

(CN^- • 2 • ) +  = (CN^- • 3 • )

By formula: (CN^- • 2H₂O • CHN) + H₂O = (CN^- • 3H₂O • CHN)

(CH₂N⁺ • ) +  = (CH₂N⁺ •  • )

By formula: (CH₂N⁺ • CHN) + H₂O = (CH₂N⁺ • H₂O • CHN)

Bond type: Hydrogen bond (positive ion to hydride)

CH₄NO⁺ +  = (CH₄NO⁺ • )

By formula: CH₄NO⁺ + CHN = (CH₄NO⁺ • CHN)

Free energy of reaction

C₄H₉⁺ +  = (C₄H₉⁺ • )

By formula: C₄H₉⁺ + CHN = (C₄H₉⁺ • CHN)

( • 2) +  = ( •  • 2)

By formula: (H₃O⁺ • 2H₂O) + CHN = (H₃O⁺ • CHN • 2H₂O)

(CH₂N⁺ • 2) +  = (CH₂N⁺ •  • 2)

By formula: (CH₂N⁺ • 2H₂O) + CHN = (CH₂N⁺ • CHN • 2H₂O)

(CH₂N⁺ • ) +  = (CH₂N⁺ •  • )

By formula: (CH₂N⁺ • H₂O) + CHN = (CH₂N⁺ • CHN • H₂O)

( • 2 • ) +  = ( • 3 • )

By formula: (H₄N⁺ • 2CHN • H₃N) + CHN = (H₄N⁺ • 3CHN • H₃N)

( •  • ) +  = ( • 2 • )

By formula: (H₄N⁺ • CHN • H₃N) + CHN = (H₄N⁺ • 2CHN • H₃N)

(CN^- •  • ) +  = (CN^- • 2 • )

By formula: (CN^- • CHN • H₂O) + CHN = (CN^- • 2CHN • H₂O)

 +  = ( • )

By formula: C₂H₃O₂^- + CHN = (C₂H₃O₂^- • CHN)

C₂H₄N⁺ +  = (C₂H₄N⁺ • )

By formula: C₂H₄N⁺ + CHN = (C₂H₄N⁺ • CHN)

( • ) +  = ( •  • )

By formula: (H₄N⁺ • H₃N) + CHN = (H₄N⁺ • CHN • H₃N)

( • 2) +  = ( • 3)

By formula: (H₄N⁺ • 2CHN) + CHN = (H₄N⁺ • 3CHN)

( • 3) +  = ( • 4)

By formula: (H₄N⁺ • 3CHN) + CHN = (H₄N⁺ • 4CHN)

( • 4) +  = ( • 5)

By formula: (H₄N⁺ • 4CHN) + CHN = (H₄N⁺ • 5CHN)

( • 5) +  = ( • 6)

By formula: (H₄N⁺ • 5CHN) + CHN = (H₄N⁺ • 6CHN)

( • ) +  = ( • 2)

By formula: (H₄N⁺ • CHN) + CHN = (H₄N⁺ • 2CHN)

 +  = ( • )

By formula: CH₃O⁺ + CHN = (CH₃O⁺ • CHN)

(CH₂N⁺ • 3) +  = (CH₂N⁺ • 4)

By formula: (CH₂N⁺ • 3CHN) + CHN = (CH₂N⁺ • 4CHN)

(CH₂N⁺ • 2) +  = (CH₂N⁺ • 3)

By formula: (CH₂N⁺ • 2CHN) + CHN = (CH₂N⁺ • 3CHN)

(CH₂N⁺ • ) +  = (CH₂N⁺ • 2)

By formula: (CH₂N⁺ • CHN) + CHN = (CH₂N⁺ • 2CHN)

C₂H₅O⁺ +  = (C₂H₅O⁺ • )

By formula: C₂H₅O⁺ + CHN = (C₂H₅O⁺ • CHN)

C₃H₁₀N⁺ +  = (C₃H₁₀N⁺ • )

By formula: C₃H₁₀N⁺ + CHN = (C₃H₁₀N⁺ • CHN)

C₃H₂N⁺ +  = (C₃H₂N⁺ • )

By formula: C₃H₂N⁺ + CHN = (C₃H₂N⁺ • CHN)

C₃H₇O⁺ +  = (C₃H₇O⁺ • )

By formula: C₃H₇O⁺ + CHN = (C₃H₇O⁺ • CHN)

C₄H₁₀NO⁺ +  = (C₄H₁₀NO⁺ • )

By formula: C₄H₁₀NO⁺ + CHN = (C₄H₁₀NO⁺ • CHN)

C₄H₈N⁺ +  = (C₄H₈N⁺ • )

By formula: C₄H₈N⁺ + CHN = (C₄H₈N⁺ • CHN)

C₇H₁₁O⁺ +  = (C₇H₁₁O⁺ • )

By formula: C₇H₁₁O⁺ + CHN = (C₇H₁₁O⁺ • CHN)

C₉H₂₂N⁺ +  = (C₉H₂₂N⁺ • )

By formula: C₉H₂₂N⁺ + CHN = (C₉H₂₂N⁺ • CHN)

CH₅O⁺ +  = (CH₅O⁺ • )

By formula: CH₅O⁺ + CHN = (CH₅O⁺ • CHN)

CH₆N⁺ +  = (CH₆N⁺ • )

By formula: CH₆N⁺ + CHN = (CH₆N⁺ • CHN)

 +  = ( • )

By formula: C₃H₃N₂^- + CHN = (C₃H₃N₂^- • CHN)

References

Go To: Top, Reaction thermochemistry data, Notes

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

Deakyne, Knuth, et al., 1994
Deakyne, C.A.; Knuth, D.M.; Speller, C.V.; Meot-Ner (Mautner), M.; Sieck, L.W., Filling of Solvent Shells about Ions. Part 3. Isomeric Clusters of (HCN)n(NH3)mH+, J. Mol. Structure (Theochem), 1994, 307, 217, https://doi.org/10.1016/0166-1280(94)80130-4 . [all data]

Meot-ner, Cybulski, et al., 1988
Meot-ner, M.; Cybulski, S.M.; Scheiner, S.; Liebman, J.F., Is CN^- Significantly Anisotropic? Comparison of CN^- vs. Cl^-: Clustering with HCN and Condensed Phase Thermochemistry, J. Phys. Chem., 1988, 92, 10, 2738, https://doi.org/10.1021/j100321a009 . [all data]

Bryndza, Fong, et al., 1987
Bryndza, H.E.; Fong, L.K.; Paciello, R.A.; Tam, W.; Bercaw, J.E., J. Am. Chem. Soc., 1987, 109, 1444. [all data]

Meot-Ner (Mautner) and Speller, 1989
Meot-Ner (Mautner), M.; Speller, C.V., Multicomponent Cluster Ions.3. Comparative Stabilities of Cationic and Anionic Hydrogen Bonded Networks. Mixed Clusters of Water and Hydrogen Cyanide, J. Phys. Chem., 1989, 93, 6580. [all data]

Meot-Ner (Mautner) M. and Speller, 1989
Meot-Ner (Mautner) M.; Speller, C.V., Multicomponent Cluster Ions. 2. Comparative Stabilities of Cationic and Anionic Hydrogen Bonded Networks. Mixed Clusters of Water and Hydrogen Cyanide, J. Phys. Chem., 1989, 93, 9, 3663, https://doi.org/10.1021/j100346a058 . [all data]

Speller and Meot-Ner (Mautner), 1985
Speller, C.V.; Meot-Ner (Mautner), M., The Ionic Hydrogen Bond and Ion Solvation. 3. Bonds Involving Cyanides. Correlations with Proton Affinites, J. Phys. Chem., 1985, 81, 24, 5217, https://doi.org/10.1021/j100270a020 . [all data]

Meot-Ner (Mautner), 1978
Meot-Ner (Mautner), M., Solvation of the Proton by HCN and CH3CN. Condensation of HCN with Ions in the Gas Phase., J. Am. Chem. Soc., 1978, 100, 15, 4694, https://doi.org/10.1021/ja00483a012 . [all data]

Tanaka, Mackay, et al., 1978
Tanaka, K.; Mackay, G.I.; Bohme, D.K., Rate and Equilibrium Constant Measurements for Gas-Phase Proton-Transfer Reactions Involving H2O, H2S, HCN, and H2CO, Can. J. Chem., 1978, 56, 2, 193, https://doi.org/10.1139/v78-031 . [all data]

Fehsenfeld, Dotan, et al., 1978
Fehsenfeld, F.C.; Dotan, I.; Albritton, D.L.; Howard, C.J.; Ferguson, E.E., Stratospheric Positive Ion Chemistry of Formaldehyde and Methanol, J. Geophys. Res., 1978, 83, C3, 1333, https://doi.org/10.1029/JC083iC03p01333 . [all data]

Cunningham, Payzant, et al., 1972
Cunningham, A.J.; Payzant, J.D.; Kebarle, P., A Kinetic Study of the Proton Hydrate H+(H2O)n Equilibria in the Gas Phase, J. Am. Chem. Soc., 1972, 94, 22, 7627, https://doi.org/10.1021/ja00777a003 . [all data]

Meot-Ner (Mautner), 1988
Meot-Ner (Mautner), M., Models for Strong Interactions in Proteins and Enzymes. 2. Interactions of Ions with the Peptide Link and Imidazole, J. Am. Chem. Soc., 1988, 110, 10, 3075, https://doi.org/10.1021/ja00218a014 . [all data]

Notes

Go To: Top, Reaction thermochemistry data, References

• Symbols used in this document:
  

  T	Temperature
  ΔrG°	Free energy of reaction at standard conditions
  ΔrH°	Enthalpy of reaction at standard conditions
  ΔrS°	Entropy of reaction at standard conditions

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