Morpholine

• Formula: C₄H₉NO
• Molecular weight: 87.1204
• IUPAC Standard InChI: InChI=1S/C4H9NO/c1-3-6-4-2-5-1/h5H,1-4H2 Copy

  
• IUPAC Standard InChIKey: YNAVUWVOSKDBBP-UHFFFAOYSA-N Copy
• CAS Registry Number: 110-91-8
• 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: p-Isoxazine, tetrahydro-; BASF 238; Diethylene Imidoxide; Diethylene oximide; Diethylenimide oxide; Tetrahydro-p-oxazine; Tetrahydro-1,4-oxazine; Tetrahydro-2H-1,4-oxazine; 1-Oxa-4-azacyclohexane; 2H-1,4-Oxazine, tetrahydro-; 4H-1,4-Oxazine, tetrahydro-; Diethyleneimide oxide; Tetrahydro-1,4-isoxazine; Drewamine; NA 2054; UN 2054; NSC 9376
• Permanent link for this species. Use this link for bookmarking this species for future reference.
• Information on this page:
  • Phase change data
  • References
  • Notes
• Other data available:
  • Condensed phase thermochemistry data
  • Gas phase ion energetics data
  • IR Spectrum
  • Mass spectrum (electron ionization)
  • Gas Chromatography
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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

Enthalpy of vaporization

References

Go To: Top, Phase change data, Notes

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

Vedal, Ellestad, et al., 1976
Vedal, D.; Ellestad, O.H.; Klaeboe, P.; Hagen, G., The vibrational spectra of piperidine and morpholine and their N-deuterated analogs, spectrochim. Acta, Part A, 1976, 32, 877. [all data]

Anonymous, 1955
Anonymous, R., , Am. Pet. Inst. Res. Proj. 45, Tech. Rep. 14, No. 1, Ohio State Univ., 1955. [all data]

Dreisbach, 1955
Dreisbach, R.R., Physical Properties of Chemical Compounds, Advances in Chemistry Series No. 15, Am. Chem. Soc.: Washington, D. C., 1955. [all data]

Dermer and Dermer, 1937
Dermer, V.H.; Dermer, O.C., Physical constants of morpholine., J. Am. Chem. Soc., 1937, 59, 1148. [all data]

Rojas-Aguilar, Ginez-Carbajal, et al., 2005
Rojas-Aguilar, A.; Ginez-Carbajal, F.; Orozco-Guareno, E.; Flores-Segura, H., Measurement of enthalpies of vaporization of volatile heterocyclic compounds by DSC, J Therm Anal Calorim, 2005, 79, 1, 95-100, https://doi.org/10.1007/s10973-004-0568-3 . [all data]

Verevkin, 1998
Verevkin, Sergey P., Thermochemistry of amines: strain in six-membered rings from experimental standard molar enthalpies of formation of morpholines and piperazines, The Journal of Chemical Thermodynamics, 1998, 30, 9, 1069-1079, https://doi.org/10.1006/jcht.1998.0371 . [all data]

Al-Najjar and Al-Sammerrai, 2007
Al-Najjar, Hazim; Al-Sammerrai, Dhoaib, Thermogravimetric determination of the heat of vaporization of some highly polar solvents, J. Chem. Technol. Biotechnol., 2007, 37, 3, 145-152, https://doi.org/10.1002/jctb.280370302 . [all data]

Wu, Locke, et al., 1991
Wu, Huey S.; Locke, William E.; Sandler, Stanley I., Isothermal vapor-liquid equilibrium of binary mixtures containing morpholine, J. Chem. Eng. Data, 1991, 36, 1, 127-130, https://doi.org/10.1021/je00001a037 . [all data]

Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw, Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2 . [all data]

Cabani, Conti, et al., 1975
Cabani, Sergio; Conti, G.; Giannessi, D.; Lepori, L., Thermodynamic study of aqueous dilute solutions of organic compounds. Part 3.---Morpholines and piperazines, J. Chem. Soc., Faraday Trans. 1, 1975, 71, 0, 1154, https://doi.org/10.1039/f19757101154 . [all data]

Palczewska-Tulinska, Cholinski, et al., 1983
Palczewska-Tulinska, Marcela; Cholinski, Jacek; Szafranski, Andrzej; Wyrzykowska-Stankiewicz, Danuta, Maximum-likelihood evaluation of antoine equation constants for vapor pressures of morpholine, n-heptane, cyclohexane and methylcyclohexane, Fluid Phase Equilibria, 1983, 11, 3, 233-243, https://doi.org/10.1016/0378-3812(83)85026-2 . [all data]

Notes

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• Symbols used in this document:
  

  Tboil	Boiling point
  Tfus	Fusion (melting) point
  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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