Ethanol, 2-ethoxy-

• Formula: C₄H₁₀O₂
• Molecular weight: 90.1210
• IUPAC Standard InChI: InChI=1S/C4H10O2/c1-2-6-4-3-5/h5H,2-4H2,1H3 Copy

  
• IUPAC Standard InChIKey: ZNQVEEAIQZEUHB-UHFFFAOYSA-N Copy
• CAS Registry Number: 110-80-5
• 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: β-Ethoxyethanol; Cellosolve; Emkanol; Ethyl cellosolve; Ethylene glycol ethyl ether; Ethylene glycol monoethyl ether; Glycol monoethyl ether; Oxitol; Plastiazan 60; Poly-Solv EE; 2-Ethoxyethanol; HOCH2CH2OC2H5; Cellosolve solvent; 2-Ethoxyethyl alcohol; Ethyl-2-hydroxyethyl ether; Dowanol EE; Ether monoethylique de l'ethylene-glycol; Ethyl glycol; Ethylethylene glycol; Etoksyetylowy alkohol; Glycol ethyl ether; Hydroxy ether; NCI-C54853; 2EE; EE solvent; EGEE; Ektasolve EE; Ethoxyethanol; Ethyl icinol; Glycol ether EE; Jeffersol EE; Bikanol E 1; NSC 8837; Solvid; 2-ethoxyethanol (cellosolve)
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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:
  • IR Spectrum
  • Mass spectrum (electron ionization)
  • Gas Chromatography
• Data at other public NIST sites:
  • Gas Phase Kinetics Database
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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: Eugene S. Domalski and Elizabeth D. Hearing

Constant pressure heat capacity of liquid

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

Antoine Equation Parameters

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

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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

Ionization energy determinations

Appearance 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.

Svoboda, Zabransky, et al., 1991
Svoboda, V.; Zabransky, M.; Barta, M., Molar heat capacities of 2-methoxyethanol, 2-ethoxyethanol, and 2-propoxyethanol in the temperature range from 298K to 330K, J. Chem. Thermodynam., 1991, 23, 711-712. [all data]

Roux, Perron, et al., 1978
Roux, G.; Perron, G.; Desnoyers, J.E., Model systems for hydrophobic interactions: volumes and heat capacities of n-alkoxyethanols in water, J. Solution Chem., 1978, 7, 639-654. [all data]

Kusano, Suurkuusk, et al., 1973
Kusano, K.; Suurkuusk, J.; Wads, I., Thermochemistry of solutions of biochemical model compounds. 2. Alkoxyethanols and 1,2-dialkoxyethanes in water, J. Chem. Thermodynam. 5,757-767 (1973).73LEB/TSV Lebedev, B.V., Tsvetkova, L.Ya., and Rabinovich, I.B., Specific heat and thermodynamic functions of poly(vinyltrimethylsilane), Tr. Khim. Khim. Tekhnol., 1973, (1), 17-18. [all data]

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]

Antosik, Fras, et al., 1999
Antosik, Maria; Fras, Zbigniew; Malanowski, Stanislaw K., Vapor-Liquid Equilibrium in 2-Ethoxyethanol + Methanol at 313.15 to 333.15 K, J. Chem. Eng. Data, 1999, 44, 3, 368-372, https://doi.org/10.1021/je9801011 . [all data]

Kusano, Wadsö, et al., 1971
Kusano, Kazuhito; Wadsö, Ingemar; Rømming, Chr.; Lindberg, Alf A.; Lagerlund, Inger; Ehrenberg, L., Enthalpies of Vaporization of Organic Compounds. VIII. Alkoxyethanols., Acta Chem. Scand., 1971, 25, 219-224, https://doi.org/10.3891/acta.chem.scand.25-0219 . [all data]

Sunwoo and Eisen, 1971
Sunwoo, Chimin; Eisen, Henry, Solubility parameter of selected sulfonamides, J. Pharm. Sci., 1971, 60, 2, 238-244, https://doi.org/10.1002/jps.2600600217 . [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]

Chylinski, Fras, et al., 2001
Chylinski, K.; Fras, Z.; Malanowski, S.K., Vapor-Liquid Equilibrium in Phenol + 2-Ethoxyethanol at 363.15 to 383.15 K, J. Chem. Eng. Data, 2001, 46, 1, 29-33, https://doi.org/10.1021/je0001072 . [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]

Pick, Fried, et al., 1956
Pick, J.; Fried, V.; Hala, E.; Vilim, O., Collect. Czech. Chem. Commun., 1956, 21, 260. [all data]

Pick, Fried, et al., 1956, 2
Pick, J.; Fried, V.; Hala, E.; Vilim, O., Der Dampfdruck des Athylenglykolmonomethylathers und des Athylenglykolmonoathylathers, Collect. Czech. Chem. Commun., 1956, 21, 1, 260-261, https://doi.org/10.1135/cccc19560260 . [all data]

Kimura, Katsumata, et al., 1981
Kimura, K.; Katsumata, S.; Achiba, Y.; Yamazaki, T.; Iwata, S., Ionization energies, Ab initio assignments, and valence electronic structure for 200 molecules in Handbook of HeI Photoelectron Spectra of Fundamental Organic Compounds, Japan Scientific Soc. Press, Tokyo, 1981. [all data]

Lossing, 1977
Lossing, F.P., Heats of formation of some isomeric [C_nH_2n+1]⁺ ions. Substitutional effects on ion stability, J. Am. Chem. Soc., 1977, 99, 7526. [all data]

Notes

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• Symbols used in this document:
  

  AE	Appearance energy
  Cp,liquid	Constant pressure heat capacity of liquid
  Tboil	Boiling 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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