Triethylene glycol
- Formula: C6H14O4
- Molecular weight: 150.1730
- IUPAC Standard InChIKey: ZIBGPFATKBEMQZ-UHFFFAOYSA-N
- 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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Condensed phase thermochemistry data
Go To: Top, Phase change data, References, Notes
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
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°liquid | -192.22 ± 0.85 | kcal/mol | Ccb | Moureu and Dode, 1937 | Reanalyzed by Cox and Pilcher, 1970, Original value = -192.3 kcal/mol; ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -850.29 ± 0.85 | kcal/mol | Ccb | Moureu and Dode, 1937 | Reanalyzed by Cox and Pilcher, 1970, Original value = -850.7 kcal/mol; Corresponding ΔfHºliquid = -192.22 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
Constant pressure heat capacity of liquid
Cp,liquid (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
79.76 | 298. | Zaripov, 1982 | DH |
78.30 | 298. | Stephens and Tamplin, 1979 | T = 273 to 533 K. Temperature range 298, 323, 363 K.; DH |
Phase change data
Go To: Top, Condensed phase thermochemistry data, References, Notes
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
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 540. ± 90. | K | AVG | N/A | Average of 6 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 263.75 | K | N/A | Gallaugher and Hibbert, 1936 | Uncertainty assigned by TRC = 0.5 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 797. | K | N/A | Nikitin, Pavlov, et al., 1995 | Uncertainty assigned by TRC = 10. K; TRC |
Tc | 713. | K | N/A | Stephens and Tamplin, 1979, 2 | Uncertainty assigned by TRC = 20. K; TC data from Union Carbide Corp.; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Pc | 32.57 | atm | N/A | Nikitin, Pavlov, et al., 1995 | Uncertainty assigned by TRC = 0.59 atm; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 14.5 | kcal/mol | N/A | Wise, Puck, et al., 1950 | Based on data from 293. to 303. K.; AC |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
17.3 ± 0.07 | 440. | EB | Steele, Chirico, et al., 2002 | Based on data from 442. to 562. K.; AC |
16.4 ± 0.07 | 480. | EB | Steele, Chirico, et al., 2002 | Based on data from 442. to 562. K.; AC |
15.4 ± 0.07 | 520. | EB | Steele, Chirico, et al., 2002 | Based on data from 442. to 562. K.; AC |
14.5 ± 0.1 | 560. | EB | Steele, Chirico, et al., 2002 | Based on data from 442. to 562. K.; AC |
16.2 | 295. | A | Stephenson and Malanowski, 1987 | Based on data from 288. to 303. K. See also Ishiguro and Matsumoto, 1955.; AC |
17.1 | 402. | A | Stephenson and Malanowski, 1987 | Based on data from 387. to 552. K. See also Stull, 1947.; AC |
18.4 | 300. | N/A | McFeely and Somorjai, 1972 | Based on data from 278. to 323. K.; AC |
18.9 ± 1.9 | 273. | V | Gallaugher and Hibbert, 1937 | Reanalyzed by Pedley, Naylor, et al., 1986, Original value = 17.07 kcal/mol; ALS |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (atm)
T = temperature (K)
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Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
387. to 551.4 | 6.7511 | 3715.222 | -1.299 | Stull, 1947 | Coefficents calculated by NIST from author's data. |
References
Go To: Top, Condensed phase thermochemistry data, Phase change data, Notes
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]
Notes
Go To: Top, Condensed phase thermochemistry data, Phase change data, References
- 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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