Triacetin
- Formula: C9H14O6
- Molecular weight: 218.2039
- IUPAC Standard InChIKey: URAYPUMNDPQOKB-UHFFFAOYSA-N
- CAS Registry Number: 102-76-1
- 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: 1,2,3-Propanetriol, triacetate; Acetin, tri-; Enzactin; Fungacetin; Glycerin triacetate; Glycerol triacetate; Glyceryl triacetate; Glyped; Kesscoflex TRA; Triacetine; Vanay; Kodaflex triacetin; Triacetyl glycerine; Triacetyl glycerin; Triacetyl glycerol; 1,2,3-Propanetriol, 1,2,3-triacetate; NSC 4796; Glycerol, acetylated; 2-(Acetyloxy)-1-[(acetyloxy)methyl]ethyl acetate
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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 | -318.1 ± 1.0 | kcal/mol | Ccb | Tavernier and Lamouroux, 1956 | Reanalyzed by Cox and Pilcher, 1970, Original value = -315.77 kcal/mol; Author's hf298_condensed=-320.274 kcal/mol; ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -1006.6 ± 1.0 | kcal/mol | Ccb | Tavernier and Lamouroux, 1956 | Reanalyzed by Cox and Pilcher, 1970, Original value = -1008.906 kcal/mol; Author's hf298_condensed=-320.274 kcal/mol; Corresponding ΔfHºliquid = -318.07 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°liquid | 109.5 | cal/mol*K | N/A | Rabinovich, Khlyustova, et al., 1983 | DH |
Constant pressure heat capacity of liquid
Cp,liquid (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
92.97 | 298.15 | Nilsson and Wadso, 1986 | DH |
91.95 | 300. | Rabinovich, Khlyustova, et al., 1983 | T = 9 to 320 K.; DH |
96.1 | 298.15 | Fuchs, 1979 | 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
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 520. ± 70. | K | AVG | N/A | Average of 6 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 195. | K | N/A | Hutchings, Nicklasson, et al., 1993 | Glass phase; Uncertainty assigned by TRC = 10. K; Presumably this is glass transition temp.; TRC |
Tfus | 277.15 | K | N/A | Yumashev, Demchenko, et al., 1984 | Uncertainty assigned by TRC = 0.8 K; TRC |
Tfus | 277.3 | K | N/A | Baur, 1954 | Uncertainty assigned by TRC = 0.5 K; TRC |
Tfus | 276.4 | K | N/A | Hancock, Sylvester, et al., 1948 | Uncertainty assigned by TRC = 2. K; Tends to undercool to form a glass at -60 to -78 C. Crystalization can be induced by seeding; TRC |
Tfus | 213. | K | N/A | Timmermans, 1922 | Uncertainty assigned by TRC = 50. K; presumably this is the glass transition temp.; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 275.25 | K | N/A | Rabinovich, Khlyustova, et al., 1983, 2 | Uncertainty assigned by TRC = 0.02 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 20.0 ± 0.7 | kcal/mol | AVG | N/A | Average of 6 values; Individual data points |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
19.6 | 299. | A | Stephenson and Malanowski, 1987 | Based on data from 284. to 319. K. See also Woodman and Adicoff, 1963.; AC |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
6.1663 | 275.25 | Rabinovich, Khlyustova, et al., 1983 | DH |
6.17 | 275.3 | Domalski and Hearing, 1996 | AC |
Entropy of fusion
ΔfusS (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
22.4 | 275.25 | Rabinovich, Khlyustova, et al., 1983 | DH |
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.
Tavernier and Lamouroux, 1956
Tavernier, P.; Lamouroux, M.,
Determinations calorimetriques relatives a vingt-six substances organiques,
Mem. Poudres, 1956, 38, 65-88. [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]
Rabinovich, Khlyustova, et al., 1983
Rabinovich, I.B.; Khlyustova, T.B.; Mochalov, A.N.; Kokurina, N.Yu.,
The heat capacity and thermodynamic properties of triacetin in the temperature range 0-320 K,
Zhur. Fiz. Khim., 1983, 57, 2867-2869. [all data]
Nilsson and Wadso, 1986
Nilsson, S.-O.; Wadso, I.,
Thermodynamic properties of some mono-, di-, and tri esters. Enthalpies of solution in water at 288.15 to 318.15 K and enthalpies of vaporization and heat capacities at 298.15 K,
J. Chem. Thermodyn., 1986, 18, 673-681. [all data]
Fuchs, 1979
Fuchs, R.,
Heat capacities of some liquid aliphatic, alicyclic, and aromatic esters at 298.15 K,
J. Chem. Thermodyn., 1979, 11, 959-961. [all data]
Hutchings, Nicklasson, et al., 1993
Hutchings, D.; Nicklasson, M.; Sakr, A.A.,
Pharazie, 1993, 38, 912-4. [all data]
Yumashev, Demchenko, et al., 1984
Yumashev, N.V.; Demchenko, M.D.; Libov, V.S.; Miroshnichenko, E.; Perova, T.S.; Agich, A.A.,
Zh. Obshch. Khim., 1984, 54, 743-7. [all data]
Baur, 1954
Baur, F.J.,
J. Phys. Chem., 1954, 58, 380. [all data]
Hancock, Sylvester, et al., 1948
Hancock, B.; Sylvester, D.M.; Forman, S.E.,
Crystalization fo Triacetin,
J. Am. Chem. Soc., 1948, 70, 425. [all data]
Timmermans, 1922
Timmermans, J.,
Investigation of the Freezing Point of Organic Substances VII,
Bull. Soc. Chim. Belg., 1922, 31, 389. [all data]
Rabinovich, Khlyustova, et al., 1983, 2
Rabinovich, I.B.; Khlyustova, T.B.; Mochalov, A.N.; Kokurina, N.Y.,
The Heat Capacity and Thermodynamic Properties of Triacetin in the Temperature Rante 0 - 320 K,
Zh. Fiz. Khim., 1983, 57, 2867. [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]
Woodman and Adicoff, 1963
Woodman, A.L.; Adicoff, A.,
Vapor pressure of triacetin, triethylene glycol dinitrte, and metriol trinitrate,
J. Chem. Eng. Data, 1963, 8, 241-242. [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]
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 S°liquid Entropy of liquid at standard conditions Tboil Boiling point Tfus Fusion (melting) point Ttriple Triple point temperature ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion 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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