Mesitylene
- Formula: C9H12
- Molecular weight: 120.1916
- IUPAC Standard InChIKey: AUHZEENZYGFFBQ-UHFFFAOYSA-N
- CAS Registry Number: 108-67-8
- 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. - Other names: Benzene, 1,3,5-trimethyl-; s-Trimethylbenzene; 1,3,5-Trimethylbenzene; sym-Trimethylbenzene; Fleet-X; TMB; UN 2325; 2,4,6-Trimethylbenzene; 3,5-Dimethyltoluene; NSC 9273; Trimethylbenzene; Trimethylbenzol; 1,3,5-trimethylbenzene (mesitylene); Trimethylbenzene (Related); Trimethylbenzol (Related)
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Phase change data
Go To: Top, 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 | 437.8 ± 0.8 | K | AVG | N/A | Average of 48 out of 54 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 225. ± 8. | K | AVG | N/A | Average of 21 out of 22 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 228.42 | K | N/A | Taylor and Kilpatrick, 1955 | Crystal phase 1 phase; Uncertainty assigned by TRC = 0.01 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 639. ± 4. | K | AVG | N/A | Average of 8 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Pc | 31.3 ± 0.4 | bar | N/A | Tsonopoulos and Ambrose, 1995 | |
Pc | 31.619 | bar | N/A | Kay and Pak, 1980 | Uncertainty assigned by TRC = 0.0031 bar; Visual, Table 2, mercury interface at room temperature.; TRC |
Pc | 32.55 | bar | N/A | Kay and Pak, 1980 | Uncertainty assigned by TRC = 0.0032 bar; Visual, Table 2, mercury interface at sample tempera; TRC |
Pc | 31.27 | bar | N/A | Ambrose, Broderick, et al., 1967 | Uncertainty assigned by TRC = 0.06 bar; TRC |
Pc | 32.60 | bar | N/A | Altschul, 1893 | Uncertainty assigned by TRC = 0.0981 bar; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 47.51 ± 0.07 | kJ/mol | AVG | N/A | Average of 8 values; Individual data points |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
46.2 ± 1.3 | 319. | MM | Wiberg and Waldron, 1991 | Based on data from 296. to 342. K.; AC |
43.5 | 363. | N/A | Park and Gmehling, 1989 | Based on data from 348. to 424. K.; AC |
49.7 | 264. | A | Stephenson and Malanowski, 1987 | Based on data from 249. to 356. K.; AC |
43.9 | 369. | A | Stephenson and Malanowski, 1987 | Based on data from 354. to 445. K. See also Forziati, Norris, et al., 1949.; AC |
47.7 | 286. | MM | Chickos, Hyman, et al., 1981 | Based on data from 273. to 299. K.; AC |
51.1 | 262. | RG | Hopke and Sears, 1948 | Based on data from 255. to 268. K.; AC |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (bar)
T = temperature (K)
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Temperature (K) | A | B | C | Reference |
---|---|---|---|---|
354.64 to 438.87 | 4.19927 | 1569.622 | -63.572 | Forziati, Norris, et al., 1949, 2 |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
9.51 | 228.4 | Domalski and Hearing, 1996 | See also Radomska and Radomski, 1991.; AC |
9.51 | 228.4 | Radomska and Radomski, 1991 | AC |
Enthalpy of phase transition
ΔHtrs (kJ/mol) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
9.5148 | 228.42 | crystaline, I | liquid | Taylor and Kilpatrick, 1955, 2 | Metastable melting points at 221.46 K and 223.35 K.; DH |
Entropy of phase transition
ΔStrs (J/mol*K) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
41.65 | 228.42 | crystaline, I | liquid | Taylor and Kilpatrick, 1955, 2 | Metastable; DH |
References
Go To: Top, Phase change data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Taylor and Kilpatrick, 1955
Taylor, R.D.; Kilpatrick, J.E.,
Entropy, Heat Capacity and Heats of Trans. of 1,3,5-Trimethylbenzene,
J. Chem. Phys., 1955, 23, 1232-5. [all data]
Tsonopoulos and Ambrose, 1995
Tsonopoulos, C.; Ambrose, D.,
Vapor-Liquid Critical Properties of Elements and Compounds. 3. Aromatic Hydrocarbons,
J. Chem. Eng. Data, 1995, 40, 547-558. [all data]
Kay and Pak, 1980
Kay, W.B.; Pak, S.C.,
Determination of the critical constants of high-boiling hydrocarbons. Experiments with gallium as a containing fluid,
J. Chem. Thermodyn., 1980, 12, 673. [all data]
Ambrose, Broderick, et al., 1967
Ambrose, D.; Broderick, B.E.; Townsend, R.,
The Vapour Pressures above the Normal Boiling Point and the Critical Pressures of Some Aromatic Hydrocarbons,
J. Chem. Soc. , 1967, 1967, 1967, 633-41. [all data]
Altschul, 1893
Altschul, M.,
The critical values of some organic compounds,
Z. Phys. Chem., Stoechiom. Verwandtschaftsl., 1893, 11, 577. [all data]
Wiberg and Waldron, 1991
Wiberg, K.B.; Waldron, R.F.,
Lactones. 2. Enthalpies of hydrolysis, reduction, and formation of the C4-C13 monocyclic lactones. strain energies and conformations,
J. Am. Chem. Soc., 1991, 113, 7697-7705. [all data]
Park and Gmehling, 1989
Park, So Jin; Gmehling, Juergen,
Isobaric vapor-liquid equilibrium data for the binary systems 1,3,5-trimethylbenzene/N-formylmorpholine and m-xylene/N-formylmorpholine,
J. Chem. Eng. Data, 1989, 34, 4, 399-401, https://doi.org/10.1021/je00058a008
. [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]
Forziati, Norris, et al., 1949
Forziati, Alphonse F.; Norris, William R.; Rossini, Frederick D.,
Vapor pressures and boiling points of sixty API-NBS hydrocarbons,
J. RES. NATL. BUR. STAN., 1949, 43, 6, 555-17, https://doi.org/10.6028/jres.043.050
. [all data]
Chickos, Hyman, et al., 1981
Chickos, James S.; Hyman, Arthur S.; Ladon, Liina H.; Liebman, Joel F.,
Measurement and estimation of the heats of vaporization of hydrocarbons,
J. Org. Chem., 1981, 46, 21, 4294-4296, https://doi.org/10.1021/jo00334a040
. [all data]
Hopke and Sears, 1948
Hopke, E.R.; Sears, G.W.,
Vapor Pressures of Trimethylbenzenes in the Low Pressure Region 1,2,
J. Am. Chem. Soc., 1948, 70, 11, 3801-3803, https://doi.org/10.1021/ja01191a077
. [all data]
Forziati, Norris, et al., 1949, 2
Forziati, A.F.; Norris, W.R.; Rossini, F.D.,
Vapor Pressures and Boiling Points of Sixty API-NBS Hydrocarbons,
J. Res. Natl. Bur. Stand. (U.S.), 1949, 43, 6, 555-563, https://doi.org/10.6028/jres.043.050
. [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]
Radomska and Radomski, 1991
Radomska, M.; Radomski, R.,
Phase diagrams in the binary systems of tetracyanoethylene with mesitylene, durene and pentamethylbenzene,
Journal of Thermal Analysis, 1991, 37, 4, 693-704, https://doi.org/10.1007/BF01913148
. [all data]
Taylor and Kilpatrick, 1955, 2
Taylor, R.D.; Kilpatrick, J.E.,
Entropy, heat capacity, heats of transition of 1,3,5-trimethylbenzene,
J. Chem. Phys., 1955, 23, 1232-1235. [all data]
Notes
Go To: Top, Phase change data, References
- Symbols used in this document:
Pc Critical pressure Tboil Boiling point Tc Critical temperature Tfus Fusion (melting) point Ttriple Triple point temperature ΔHtrs Enthalpy of phase transition ΔStrs Entropy of phase transition ΔfusH Enthalpy 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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