Triethylene glycol

• Formula: C₆H₁₄O₄
• Molecular weight: 150.1730
• IUPAC Standard InChI: InChI=1S/C6H14O4/c7-1-3-9-5-6-10-4-2-8/h7-8H,1-6H2 Copy

  
• IUPAC Standard InChIKey: ZIBGPFATKBEMQZ-UHFFFAOYSA-N Copy
• CAS Registry Number: 112-27-6
• 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: Ethanol, 2,2'-[1,2-ethanediylbis(oxy)]bis-; Ethanol, 2,2'-(ethylenedioxy)di-; Glycol bis(hydroxyethyl) ether; Trigen; Triglycol; TEG; 1,2-Bis(2-Hydroxyethoxy)ethane; 2,2'-Ethylenedioxydiethanol; 3,6-Dioxaoctane-1,8-diol; Di-β-hydroxyethoxyethane; 2,2'-Ethylenedioxyethanol; Ethylene glycol dihydroxydiethyl ether; Trigenos; 2,2'-(1,2-Ethanediylbis(oxy))bisethanol; 2,2'-Ethylenedioxybis(ethanol); Ethylene glycol-bis-(2-hydroxyethyl ether); Triethylenglykol; Trigol; NSC 60758
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• Information on this page:
  • Condensed phase thermochemistry data
  • Phase change data
  • Gas Chromatography
  • References
  • Notes
• Other data available:
  • Henry's Law data
  • IR Spectrum
  • 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 as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - 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
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Enthalpy of vaporization

Antoine Equation Parameters

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

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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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Lee's RI, non-polar column, custom temperature program

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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.

Moureu and Dode, 1937
Moureu, H.; Dode, M., Chaleurs de formation de l'oxyde d'ethylene, de l'ethanediol et de quelques homologues, Bull. Soc. Chim. France, 1937, 4, 637-647. [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]

Zaripov, 1982
Zaripov, Z.I., Experimental study of the isobaric heat capacity of liquid organic compounds with molecular weights of up to 4000 a.e.m., 1982, Teplomassoobmen Teplofiz. [all data]

Stephens and Tamplin, 1979
Stephens, M.A.; Tamplin, W.S., Saturated liquid specific heats of ethylene glycol homologues, J. Chem. Eng. Data, 1979, 24, 81-82. [all data]

Gallaugher and Hibbert, 1936
Gallaugher, A.F.; Hibbert, H., Studies on reactions relating to carbohydrates and polysaccharides: xlix molecular weight, molar refraction, freezing point and other properties of the polyethylene glycols and their derivatives, J. Am. Chem. Soc., 1936, 58, 813. [all data]

Nikitin, Pavlov, et al., 1995
Nikitin, E.D.; Pavlov, P.A.; Popov, A.P., (Gas + liquid) critical temperatures and pressures of polyethene glycols for HOCH2CH2OH to H(OCH2CH2)v.apprxeq.13.2OH, J. Chem. Thermodyn., 1995, 27, 43-51. [all data]

Stephens and Tamplin, 1979, 2
Stephens, M.A.; Tamplin, W.S., Saturated Liquid SPecific Heats of Ethylene GLycol Homologues, J. Chem. Eng. Data, 1979, 24, 81-2. [all data]

Wise, Puck, et al., 1950
Wise, Henry.; Puck, Theodore T.; Failey, Crawford F., The Studies in Vapor--Liquid Equilibria. II. The Binary System Triethylene Glycol--Water., J. Phys. Chem., 1950, 54, 5, 734-741, https://doi.org/10.1021/j150479a021 . [all data]

Steele, Chirico, et al., 2002
Steele, W.V.; Chirico, R.D.; Knipmeyer, S.E.; Nguyen, A., Measurements of Vapor Pressure, Heat Capacity, and Density along the Saturation Line for γ-Caprolactam, Pyrazine, 1,2-Propanediol, Triethylene Glycol, Phenyl Acetylene, and Diphenyl Acetylene, J. Chem. Eng. Data, 2002, 47, 4, 689-699, https://doi.org/10.1021/je010085z . [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]

Ishiguro and Matsumoto, 1955
Ishiguro, T.; Matsumoto, K., Yakugaku Zasshi, 1955, 75, 1414. [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]

McFeely and Somorjai, 1972
McFeely, F.R.; Somorjai, G.A., Vaporization kinetics of hydrogen-bonded liquids, J. Phys. Chem., 1972, 76, 6, 914-918, https://doi.org/10.1021/j100650a022 . [all data]

Gallaugher and Hibbert, 1937
Gallaugher, A.F.; Hibbert, H., Studies on reactions relating to carbohydrates and polysaccharides. LV. Vapor pressures of the polyethylene glycols and their derivatives, J. Am. Chem. Soc., 1937, 59, 2521-2525. [all data]

Pedley, Naylor, et al., 1986
Pedley, J.B.; Naylor, R.D.; Kirby, S.P., Thermochemical Data of Organic Compounds, Chapman and Hall, New York, 1986, 1-792. [all data]

Singliar and Dykyj, 1969
Singliar, M.; Dykyj, J., Gas chromatography of glycol ethers, Collect. Czech. Chem. Commun., 1969, 34, 3, 767-775, https://doi.org/10.1135/cccc19690767 . [all data]

Aracil, Font, et al., 2005
Aracil, I.; Font, R.; Conesa, J.A., Semivolatile and volatile compounds from the pyrolysis and combustion of polyvinyl chloride, J. Anal. Appl. Pyrolysis, 2005, 74, 1-2, 465-478, https://doi.org/10.1016/j.jaap.2004.09.008 . [all data]

Notes

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• Symbols used in this document:
  

  Cp,liquid	Constant pressure heat capacity of liquid
  Pc	Critical pressure
  Tboil	Boiling point
  Tc	Critical temperature
  Tfus	Fusion (melting) point
  ΔcH°liquid	Enthalpy of combustion of liquid at standard conditions
  ΔfH°liquid	Enthalpy of formation of liquid at standard conditions
  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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