Ethylene oxide

• Formula: C₂H₄O
• Molecular weight: 44.0526
• IUPAC Standard InChI: InChI=1S/C2H4O/c1-2-3-1/h1-2H2 Copy

  
• IUPAC Standard InChIKey: IAYPIBMASNFSPL-UHFFFAOYSA-N Copy
• CAS Registry Number: 75-21-8
• Chemical structure:
  This structure is also available as a 2d Mol file or as a computed 3d SD file
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• Other names: Oxirane; Dihydrooxirene; Dimethylene oxide; Epoxyethane; Ethene oxide; ETO; Oxacyclopropane; Oxane; Oxidoethane; Oxirene, dihydro-; Oxyfume; Oxyfume 12; T-Gas; 1,2-Epoxyethane; Aethylenoxid; Amprolene; Anprolene; Anproline; ENT-26263; E.O.; 1,2-Epoxyaethan; Ethyleenoxide; Etylenu tlenek; FEMA No. 2433; Merpol; NCI-C50088; α,β-Oxidoethane; Oxiraan; Oxiran; Rcra waste number U115; Sterilizing gas ethylene oxide 100%; UN 1040; Qazi-ketcham
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• Information on this page:
  • Phase change data
  • Gas Chromatography
  • References
  • Notes
• Other data available:
  • Gas phase thermochemistry data
  • Condensed phase thermochemistry data
  • Reaction thermochemistry data
  • Gas phase ion energetics data
  • IR Spectrum
  • Mass spectrum (electron ionization)
  • UV/Visible spectrum
  • Vibrational and/or electronic energy levels
• Data at other public NIST sites:
  • Computational Chemistry Comparison and Benchmark Database
  • Gas Phase Kinetics Database
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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:
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

Entropy of vaporization

Antoine Equation Parameters

log₁₀(P) = A − (B / (T + C))
    P = vapor pressure (atm)
    T = temperature (K)

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Enthalpy of fusion

Entropy of fusion

Gas Chromatography

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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: NIST Mass Spectrometry Data Center, William E. Wallace, director

Kovats' RI, non-polar column, isothermal

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Normal alkane RI, non-polar column, temperature ramp

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Normal alkane RI, non-polar column, custom temperature program

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Normal alkane RI, polar column, custom temperature program

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References

Go To: Top, Phase change data, Gas Chromatography, Notes

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

Majer and Svoboda, 1985
Majer, V.; Svoboda, V., Enthalpies of Vaporization of Organic Compounds: A Critical Review and Data Compilation, Blackwell Scientific Publications, Oxford, 1985, 300. [all data]

Moureu and Dode, 1937
Moureu, H.; Dode, M., Heats of Formation of Ethylene Oxide, of Ethandiol and oof Several Homologs, Bull. Soc. Chim. Fr., 1937, 4, 637-47. [all data]

Timmermans and Hennaut-Roland, 1937
Timmermans, J.; Hennaut-Roland, M., Works from International Bureau at Physical-Chemical Standards. VIII. Physical constants of 20 organic compounds, J. Chim. Phys. Phys.-Chim. Biol., 1937, 34, 693. [all data]

Maass and Boomer, 1922
Maass, O.; Boomer, E.H., Vapor Densities at Low Pressures and Over and Extended Temperature Range. I. The Properties of Ethylene Oxide Compared to Oxygen Compounds of Similar Molecular Weight, J. Am. Chem. Soc., 1922, 44, 8, 1709-1728, https://doi.org/10.1021/ja01429a013 . [all data]

Von Auwers and Eisenlohr, 1910
Von Auwers, K.; Eisenlohr, F., Spectrochemical studies. I. Refraction & dispersion of hydrocarbon aldehydes, ketones, acids & esters with i pair of conjug. double bonds, J. Prakt. Chem., 1910, 82, 65. [all data]

McDonald, Shrader, et al., 1959
McDonald, R.A.; Shrader, S.A.; Stull, D.R., Vapor Pressures and Freezing Points of 30 Organics, J. Chem. Eng. Data, 1959, 4, 311. [all data]

Wilhoit, Chao, et al., 1985
Wilhoit, R.C.; Chao, J.; Hall, K.R., Thermodynamic Properties of Key Organic Compounds in the Carbon Range C1 to C4. Part 1. Properties of Condensed Phases, J. Phys. Chem. Ref. Data, 1985, 14, 1. [all data]

Giauque and Gordon, 1949
Giauque, W.F.; Gordon, J., The entropy of ethylene oxide heat capacity from 14 to 285c vapor pressure heats of fusion and vaporization, J. Am. Chem. Soc., 1949, 71, 2176. [all data]

Walters and Smith, 1952
Walters, C.J.; Smith, J.M., Volumetric Behaviour and Thermodynamic Properties of Ethylene Oxide, Chem. Eng. Prog., 1952, 48, 337. [all data]

Hess and Tilton, 1950
Hess, L.G.; Tilton, V.V., Ethylene Oxide - Hazards and Methods of Handling., Ind. Eng. Chem., 1950, 42, 1251-8. [all data]

Post, 1950
Post, R.G., , Unpublished Rep., Chem. Eng. No. 362, 1950. [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]

Giauque and Gordon, 1949, 2
Giauque, W.F.; Gordon, J., The entropy of ethylene oxide. Heat capacity from 14 to 285K. Vapor pressure. Heats of fusion and vaporization, J. Am. Chem. Soc., 1949, 71, 2176-2181. [all data]

McDonald, Shrader, et al., 1959, 2
McDonald, R.A.; Shrader, S.A.; Stull, D.R., Vapor Pressures and Freezing Points of Thirty Pure Organic Compounds., J. Chem. Eng. Data, 1959, 4, 4, 311-313, https://doi.org/10.1021/je60004a009 . [all data]

Dykyj, 1970
Dykyj, J., Petrochemica, 1970, 10, 2, 51. [all data]

Giauque and Gordon, 1949, 3
Giauque, W.F.; Gordon, J., The entropy of ethylene oxide. Heat capacity from 14 to 285°K. Vapor pressure. Heats of fusion and vaporization, J. Am. Chem. Soc., 1949, 71, 2176-21. [all data]

Moor, Kanep, et al., 1937
Moor, V.G.; Kanep, E.K.; Dobkin, I.E., Trans. Exptl. Research Lab. Khemgas, Materials on Cracking and Chemical Treatment of Cracking Products U.S.S.R., 1937, 3, 320. [all data]

Coles and Popper, 1950
Coles, K.F.; Popper, Felix, Vapor-Liquid Equilibria. Ethylene Oxide - Acetaldehyde and Ethylene Oxide - Water Systems, Ind. Eng. Chem., 1950, 42, 7, 1434-1438, https://doi.org/10.1021/ie50487a046 . [all data]

Domalski and Hearing, 1996
Domalski, Eugene S.; Hearing, Elizabeth D., Heat Capacities and Entropies of Organic Compounds in the Condensed Phase. Volume III, J. Phys. Chem. Ref. Data, 1996, 25, 1, 1, https://doi.org/10.1063/1.555985 . [all data]

Bogoslovsky, Anvaer, et al., 1978
Bogoslovsky, Yu.N.; Anvaer, B.I.; Vigdergauz, M.S., Chromatographic constants in gas chromatography (in Russian), Standards Publ. House, Moscow, 1978, 192. [all data]

Zenkevich, 2005
Zenkevich, I.G., Experimentally measured retention indices., 2005. [all data]

Farkas, Héberger, et al., 2004
Farkas, O.; Héberger, K.; Zenkevich, I.G., Quantitative structure-retention relationships. XIV. Prediction of gas chromatographic retention indices for saturated O-, N-, and S-heterocyclic compounds, Chemom. Intell. Lab. Syst., 2004, 72, 2, 173-184, https://doi.org/10.1016/j.chemolab.2004.01.012 . [all data]

Flanagan, Streete, et al., 1997
Flanagan, R.J.; Streete, P.J.; Ramsey, J.D., Volatile Substance Abuse, UNODC Technical Series, No 5, United Nations, Office on Drugs and Crime, Vienna International Centre, PO Box 500, A-1400 Vienna, Austria, 1997, 56, retrieved from http://www.odccp.org/pdf/technical_series₁997-01-01₁.pdf. [all data]

Strete, Ruprah, et al., 1992
Strete, P.J.; Ruprah, M.; Ramsey, J.D.; Flanagan, R.J., Detection and identification of volatile substances by headspace capillary gas chromatography to aid the diagnosis of acute poisoning, Analyst, 1992, 117, 7, 1111-1127, https://doi.org/10.1039/an9921701111 . [all data]

Ramsey and Flanagan, 1982
Ramsey, J.D.; Flanagan, R.J., Detection and Identification of Volatile Organic Compounds in Blood by Headspace Gas Chromatography as an Aid to the Diagnosis of Solvent Abuse, J. Chromatogr., 1982, 240, 2, 423-444, https://doi.org/10.1016/S0021-9673(00)99622-5 . [all data]

Notes

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• Symbols used in this document:
  

  Pc	Critical pressure
  Tboil	Boiling point
  Tc	Critical temperature
  Tfus	Fusion (melting) point
  Ttriple	Triple point temperature
  ΔfusH	Enthalpy of fusion
  ΔfusS	Entropy of fusion
  ΔvapH	Enthalpy of vaporization
  ΔvapH°	Enthalpy of vaporization at standard conditions
  ΔvapS	Entropy of vaporization
  ρc	Critical density

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