Cyclohexanone, oxime

• Formula: C₆H₁₁NO
• Molecular weight: 113.1576
• IUPAC Standard InChI: InChI=1S/C6H11NO/c8-7-6-4-2-1-3-5-6/h8H,1-5H2 Copy

  
• IUPAC Standard InChIKey: VEZUQRBDRNJBJY-UHFFFAOYSA-N Copy
• CAS Registry Number: 100-64-1
• 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: (Hydroxyimino)cyclohexane; Antioxidant D; NSC 6300
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• Information on this page:
  • Phase change data
  • References
  • Notes
• Other data available:
  • Gas phase thermochemistry data
  • Condensed phase thermochemistry data
  • Reaction thermochemistry data
  • Gas phase ion energetics data
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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:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos
DH - Eugene S. Domalski and Elizabeth D. Hearing
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Enthalpy of vaporization

Enthalpy of sublimation

Enthalpy of fusion

Enthalpy of phase transition

Entropy of phase transition

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.

Weast and Grasselli, 1989
CRC Handbook of Data on Organic Compounds, 2nd Editon, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Boca Raton, FL, 1989, 1. [all data]

White and Bishop, 1940
White, A.H.; Bishop, W.S., Dielectric Evidence of Molecular Rotation in the Crystals of Certain Non-aromatic Compounds, J. Am. Chem. Soc., 1940, 62, 8-16. [all data]

Kozyro, Kabo, et al., 1992
Kozyro, A.A.; Kabo, G.J.; Krouk, V.S.; Sheiman, M.S.; Yursha, I.A.; Simirsky, V.V.; Krasulin, A.P.; Sevruk, V.M.; Gogolinsky, V.I., Thermodynamic properties of cyclohexanone oxime, J. Chem. Thermodyn., 1992, 24, 883-895. [all data]

Kozyro, Sheiman, et al., 1991
Kozyro, A.A.; Sheiman, M.S.; Kabo, G.Ya.; Yursha, I.A.; Krouk, V.S., Heat capacity and thermodynamic properties of cyclohexanone oxime, Zh. Prikl. Khim. (S.-Peterburg), 1991, 64, 1704-9. [all data]

Steele, Chirico, et al., 2002
Steele, W.V.; Chirico, R.D.; Cowell, A.B.; Knipmeyer, S.E.; Nguyen, A., Thermodynamic Properties and Ideal-Gas Enthalpies of Formation for 1,4-Diisopropylbenzene, 1,2,4,5-Tetraisopropylbenzene, Cyclohexanone Oxime, Dimethyl Malonate, Glutaric Acid, and Pimelic Acid, J. Chem. Eng. Data, 2002, 47, 4, 725-739, https://doi.org/10.1021/je010088b . [all data]

Kozyro, Marachuk, et al., 1989
Kozyro, A.A.; Marachuk, L.I.; Krasulin, A.P.; Yursha, I.A.; Kabo, G.Ya., Thermodynamic properties of cyclohexanone oxime and ε-caprolactam, J. Appl. Chem. USSR, 1989, 62, 547-550. [all data]

Zaitsau, Paulechka, et al., 2008
Zaitsau, Dzmitry H.; Paulechka, Yauheni U.; Kabo, Gennady J.; Blokhin, Andrey V.; Emel'yanenko, Vladimir N.; Verevkin, Sergey P.; Heintz, Andreas, Thermodynamics of Cyclohexanone Oxime, J. Chem. Eng. Data, 2008, 53, 3, 694-703, https://doi.org/10.1021/je700546r . [all data]

Kozyro, Sheiman, et al., 1991, 2
Kozyro, A.A.; Sheiman, M.S.; Kabo, G.Ya.; Yursha, I.A.; Kruk, V.S., Heat capacity and thermodynamic properties of cyclohexanone oxime, Zh. Prikl. Khim. (Leningrad), 1991, 64(8), 1704-1709. [all data]

Notes

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• Symbols used in this document:
  

  Tboil	Boiling point
  Tfus	Fusion (melting) point
  Ttriple	Triple point temperature
  ΔHtrs	Enthalpy of phase transition
  ΔStrs	Entropy of phase transition
  ΔfusH	Enthalpy of fusion
  ΔsubH	Enthalpy of sublimation
  ΔsubH°	Enthalpy of sublimation at standard conditions
  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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