Pyridine, 4-methyl-, 1-oxide

• Formula: C₆H₇NO
• Molecular weight: 109.1259
• IUPAC Standard InChI: InChI=1S/C6H7NO/c1-6-2-4-7(8)5-3-6/h2-5H,1H3 Copy

  
• IUPAC Standard InChIKey: IWYYIZOHWPCALJ-UHFFFAOYSA-N Copy
• CAS Registry Number: 1003-67-4
• Chemical structure:
  This structure is also available as a 2d Mol file
• Other names: γ-Picoline N-oxide; 4-Picoline, 1-oxide; γ-Picoline 1-oxide; 4-Methylpyridine N-oxide; 4-Methylpyridine 1-oxide; 4-Picoline N-oxide
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• Information on this page:
  • Condensed phase thermochemistry data
  • Phase change data
  • Gas phase ion energetics data
  • References
  • Notes
• Other data available:
  • Mass spectrum (electron ionization)
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Condensed phase 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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

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:
AC - William E. Acree, Jr., James S. Chickos
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Enthalpy of sublimation

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 by: Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi

View reactions leading to C₆H₇NO⁺ (ion structure unspecified)

Ionization energy determinations

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.

Lebedev, Chironov, et al., 1995
Lebedev, V.P.; Chironov, V.V.; Kizin, A.N.; Falyahov, I.F.; Saifullin, I.Sh.; Klyuchnikov, O.R.; Orlov, Yu.D.; Lebedev, Yu.A., The energies of dissociation of the N-O bonds in pyridine 1-oxide deriveates, Russ. Chem. Bull. (Engl. Transl.), 1995, 44, 639-641. [all data]

Airoldi and Goncalves, 1992
Airoldi, C.; Goncalves, L.J., Standard molar enthalpies of formation of some crystalline amine N-oxides, Thermochim. Acta, 1992, 194, 259-266. [all data]

Ribeiro da Silva, 1998
Ribeiro da Silva, M., Enthalpies of combustion of the pyridine N-oxide derivatives: 4-methyl-, 3-cyano-, 4-cyano-, 3-hydroxy-, 2-carboxy-, 4-carboxy-, and 3-methyl-4-nitro, and of the pyridine derivatives: 2-carboxy-, and 4-carboxy-. The dissociation enthalpies of the N-O bonds, The Journal of Chemical Thermodynamics, 1998, 30, 7, 869-878, https://doi.org/10.1006/jcht.1998.0353 . [all data]

Lebedev, Chironov, et al., 1995, 2
Lebedev, V.P.; Chironov, V.V.; Kizin, A.N.; Falyakhov, I.F.; Saifullin, I.Sh.; Klyushnikov, O.R.; Orlov, Yu.D.; Lebedev, Yu.A., Dissociation energy of the N-O bond in pyridine 1-oxide derivatives, Izv. Akad. Nauk Ser. Khim., 1995, 4, 660. [all data]

Weiner and Lattman, 1974
Weiner, M.A.; Lattman, M., Photoelectron spectra of 4-substituted pyridine N-oxides, Tetrahedron Lett., 1974, 1709. [all data]

Maier and Muller, 1974
Maier, J.P.; Muller, J.-F., Ionisation energies of pyridine N-oxides determined by photoelectron spectroscopy, J. Chem. Soc. Faraday Trans. 2, 1974, 70, 1991. [all data]

Notes

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• Symbols used in this document:
  

  ΔcH°solid	Enthalpy of combustion of solid at standard conditions
  ΔfH°solid	Enthalpy of formation of solid at standard conditions
  ΔsubH	Enthalpy of sublimation
  ΔsubH°	Enthalpy of sublimation at standard conditions

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