Oxirane, (chloromethyl)-

• Formula: C₃H₅ClO
• Molecular weight: 92.524
• IUPAC Standard InChI: InChI=1S/C3H5ClO/c4-1-3-2-5-3/h3H,1-2H2 Copy

  
• IUPAC Standard InChIKey: BRLQWZUYTZBJKN-UHFFFAOYSA-N Copy
• CAS Registry Number: 106-89-8
• 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.
• Species with the same structure:
  • Oxirane, (chloromethyl)-
• Stereoisomers:
  • Oxirane, (chloromethyl)-, (R)-
  • (S)-(+)-Epichlorohydrin
• Other names: Propane, 1-chloro-2,3-epoxy-; α-Epichlorohydrin; γ-Chloropropylene oxide; (Chloromethyl)ethylene oxide; (Chloromethyl)oxirane; Chloropropylene oxide; Epichlorohydrin; Glycerol epichlorohydrin; Glycidyl chloride; SKEkhG; 1-Chloro-2,3-Epoxypropane; 1,2-Epoxy-3-chloropropane; 2-(Chloromethyl)oxirane; 2,3-Epoxypropyl chloride; 3-Chloro-1,2-epoxypropane; 3-Chloro-1,2-propylene oxide; 3-Chloropropene-1,2-oxide; 3-Chloropropylene oxide; (DL)-α-Epichlorohydrin; Epichlorhydrin; Epichloorhydrine; Epichlorhydrine; Epichlorohydryna; Epicloridrina; Glycerol epichlorhydrin; Oxirane, 2-(chloromethyl); 1-Chloor-2,3-epoxy-propaan; 1-Chlor-2,3-epoxy-propan; 1-Cloro-2,3-epossipropano; Epichlorophydrin; Rcra waste number U041; UN 2023; NSC 6747
• Information on this page:
  • Gas phase thermochemistry data
  • Condensed phase thermochemistry data
  • Phase change data
  • IR Spectrum
  • Mass spectrum (electron ionization)
  • References
  • Notes
• Other data available:
  • Gas phase ion energetics data
  • Gas Chromatography
• Data at other public NIST sites:
  • Computational Chemistry Comparison and Benchmark Database
  • Gas Phase Kinetics Database
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Gas 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

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:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos

Enthalpy of vaporization

Antoine Equation Parameters

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

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IR Spectrum

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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: Coblentz Society, Inc.

Condensed Phase Spectrum

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Notice: Except where noted, spectra from this collection were measured on dispersive instruments, often in carefully selected solvents, and hence may differ in detail from measurements on FTIR instruments or in other chemical environments. More information on the manner in which spectra in this collection were collected can be found here.

Notice: Concentration information is not available for this spectrum and, therefore, molar absorptivity values cannot be derived.

Additional Data

Mass spectrum (electron ionization)

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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

Spectrum

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Additional Data

References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, IR Spectrum, Mass spectrum (electron ionization), Notes

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

Bjellerup and Smith, 1954
Bjellerup, L.; Smith, L., Heats of combustion of some organic chloro-compounds, Kgl. Fysiograph. Sallskap. Lund Forh., 1954, 24, 1-13. [all data]

Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G., Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]

Nilsson and Smith, 1944
Nilsson, A.T.; Smith, L., Om de isomera epiklorhydrinerna, Svensk. Kim. Tidr., 1944, 56, 156-175. [all data]

Smith and Schjdnberg, 1931
Smith, L.; Schjdnberg, E., Uber die Verbrennung von chlorhaltigen Substanzen in Berthelots Bombe, Svensk Kemisk Tidskrift, 1931, 213-226. [all data]

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]

Rofman, Yakubov, et al., 1976
Rofman, V.M.; Yakubov, R.D.; Trofimov, B.A.; Maksimov, S.M., Liq-vap. equil. in system formed by products of vinylation of triethylene glycol & product of epoxidation of ethylene glycol monovinyl ether witrh epichlorohydrin, Zh. Prikl. Khim. (Leningrad), 1976, 49, 1159-61. [all data]

Lecat, 1947
Lecat, M., Orthobaric Azeotropes of Sulfides, Bull. Cl. Sci., Acad. R. Belg., 1947, 33, 160-82. [all data]

Stull, 1947
Stull, Daniel R., Vapor Pressure of Pure Substances. Organic and Inorganic Compounds, Ind. Eng. Chem., 1947, 39, 4, 517-540, https://doi.org/10.1021/ie50448a022 . [all data]

Notes

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, IR Spectrum, Mass spectrum (electron ionization), References

• Symbols used in this document:
  

  Tboil	Boiling point
  ΔcH°liquid	Enthalpy of combustion of liquid at standard conditions
  ΔfH°gas	Enthalpy of formation of gas at standard conditions
  ΔfH°liquid	Enthalpy of formation of liquid at standard conditions
  ΔvapH	Enthalpy of vaporization

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