Benzene, (1-methylethyl)-
- Formula: C9H12
- Molecular weight: 120.1916
- IUPAC Standard InChIKey: RWGFKTVRMDUZSP-UHFFFAOYSA-N
- CAS Registry Number: 98-82-8
- 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: Cumene; Cumol; Isopropylbenzene; 2-Phenylpropane; (1-Methylethyl)benzene; Isopropylbenzol; Benzene, isopropyl-; Cumeen; Isopropilbenzene; Isopropylbenzeen; Propane, 2-phenyl-; 2-Fenilpropano; 2-Fenyl-propaan; Rcra waste number U055; UN 1918; (Methylethyl)benzene; Benzene, i-propyl-; i-Propylbenzene; NSC 8776; iso-propylbenzene (cumene); (1-methylethyl)benzene (cumene)
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, 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
GT - Glushko Thermocenter, Russian Academy of Sciences, Moscow
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | 0.94 ± 0.26 | kcal/mol | Ccb | Prosen, Gilmont, et al., 1945 | Hf by Prosen, Johnson, et al., 1946; ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°gas | 92.383 | cal/mol*K | N/A | Kishimoto K., 1973 | GT |
Condensed phase thermochemistry data
Go To: Top, Gas phase thermochemistry data, 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 | -9.85 ± 0.26 | kcal/mol | Ccb | Prosen, Gilmont, et al., 1945 | Hf by Prosen, Johnson, et al., 1946; ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -1246.52 ± 0.23 | kcal/mol | Ccb | Prosen, Gilmont, et al., 1945 | Hf by Prosen, Johnson, et al., 1946; Corresponding ΔfHºliquid = -9.83 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
ΔcH°liquid | -1247.3 | kcal/mol | Ccb | Richards and Barry, 1915 | At 291 K; Corresponding ΔfHºliquid = -9.08 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°liquid | 66.341 | cal/mol*K | N/A | Kishimoto, Suga, et al., 1973 | DH |
Constant pressure heat capacity of liquid
Cp,liquid (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
51.24 | 295.96 | Andolenko and Grigor'ev, 1979 | T = 296 to 413 K. Unsmoothed experimental datum given as 1.784 kJ/kg*K.; DH |
51.482 | 298.15 | Kishimoto, Suga, et al., 1973 | T = 14 to 314 K. Glass, 14 to 126 K.; DH |
50.050 | 299.8 | Schlinger and Sage, 1952 | T = 300 to 366 K.; DH |
50.91 | 298. | Kurbatov, 1947 | T = 16 to 153°C, mean Cp, four temperatures.; DH |
47.49 | 302.0 | de Kolossowsky and Udowenko, 1934 | DH |
47.49 | 302.0 | Kolosovskii and Udovenko, 1934 | DH |
Phase change data
Go To: Top, Gas phase thermochemistry data, 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:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
BS - Robert L. Brown and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
DH - Eugene S. Domalski and Elizabeth D. Hearing
CAL - James S. Chickos, William E. Acree, Jr., Joel F. Liebman, Students of Chem 202 (Introduction to the Literature of Chemistry), University of Missouri -- St. Louis
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 425. ± 1. | K | AVG | N/A | Average of 58 out of 64 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 177.0 ± 0.7 | K | AVG | N/A | Average of 13 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 177.13 | K | N/A | Kishimoto, Suga, et al., 1973, 2 | Uncertainty assigned by TRC = 0.01 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 631.0 ± 0.5 | K | N/A | Tsonopoulos and Ambrose, 1995 | |
Tc | 631.1 | K | N/A | Ambrose and Grant, 1957 | Uncertainty assigned by TRC = 0.15 K; TRC |
Tc | 624.55 | K | N/A | Glaser and Ruland, 1957 | Uncertainty assigned by TRC = 2. K; TRC |
Tc | 635.9 | K | N/A | Altschul, 1893 | Uncertainty assigned by TRC = 4. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Pc | 31.7 ± 0.4 | atm | N/A | Tsonopoulos and Ambrose, 1995 | |
Pc | 31.67 | atm | N/A | Ambrose, Broderick, et al., 1967 | Uncertainty assigned by TRC = 0.06 atm; TRC |
Pc | 27.5000 | atm | N/A | Glaser and Ruland, 1957 | Uncertainty assigned by TRC = 1.5000 atm; TRC |
Pc | 31.19 | atm | N/A | Altschul, 1893 | Uncertainty assigned by TRC = 0.0580 atm; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ρc | 2.32 | mol/l | N/A | Hales and Townsend, 1972 | Uncertainty assigned by TRC = 0.008 mol/l; from fit of obs data to 490 K to Rideal's equation; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 11. ± 1. | kcal/mol | AVG | N/A | Average of 9 values; Individual data points |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
9.85 | 364. | N/A | Cepeda, Gonzalez, et al., 1989 | Based on data from 349. to 426. K.; AC |
10.1 | 354. | A | Stephenson and Malanowski, 1987 | Based on data from 339. to 433. K.; AC |
10.0 | 358. | MM | Forziati, Norris, et al., 1949 | Based on data from 343. to 426. K. See also Willingham, Taylor, et al., 1945.; AC |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (atm)
T = temperature (K)
View plot Requires a JavaScript / HTML 5 canvas capable browser.
Temperature (K) | A | B | C | Reference |
---|---|---|---|---|
343.17 to 426.52 | 4.04848 | 1455.811 | -65.948 | Williamham, Taylor, et al., 1945 |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
1.751 | 177.13 | Kishimoto, Suga, et al., 1973 | DH |
1.75 | 177.1 | Kishimoto, Suga, et al., 1973 | AC |
Entropy of fusion
ΔfusS (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
9.885 | 177.13 | Kishimoto, Suga, et al., 1973 | DH |
9.888 | 177.1 | Kishimoto, Suga, et al., 1973, 2 | CAL |
References
Go To: Top, Gas phase thermochemistry data, 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.
Prosen, Gilmont, et al., 1945
Prosen, E.J.; Gilmont, R.; Rossini, F.D.,
Heats of combustion of benzene, toluene, ethyl-benzene, o-xylene, m-xylene, p-xylene, n-propylbenzene, and styrene,
J. Res. NBS, 1945, 34, 65-70. [all data]
Prosen, Johnson, et al., 1946
Prosen, E.J.; Johnson, W.H.; Rossini, F.D.,
Heats of combustion and formation at 25°C of the alkylbenzenes through C10H14, and of the higher normal monoalkylbenzenes,
J. Res. NBS, 1946, 36, 455-461. [all data]
Kishimoto K., 1973
Kishimoto K.,
Calorimetric study of the glassy state. VIII. Heat capacity and relaxational phenomena of isopropylbenzene,
Bull Chem. Soc. Japan, 1973, 46, 3020-3031. [all data]
Richards and Barry, 1915
Richards, T.W.; Barry, F.,
The heats of combustion of aromatic hydrocarbons and hexamethylene,
J. Am. Chem. Soc., 1915, 37, 993-1020. [all data]
Kishimoto, Suga, et al., 1973
Kishimoto, K.; Suga, H.; Syuzo, S.,
Calorimetric study of the glassy state. VIII. Heat capacity and relaxational phenomena of isopropylbenzene,
Bull. Chem. Soc. Japan, 1973, 46, 3020-3031. [all data]
Andolenko and Grigor'ev, 1979
Andolenko, R.A.; Grigor'ev, B.A.,
Investigation of isobaric heat capacity of aromatic hydrocarbons at atmospheric pressure, Iaz. Vyssh. Ucheb. Zaved.,
Neft i Gaz (11), 1979, 78, 90. [all data]
Schlinger and Sage, 1952
Schlinger, W.G.; Sage, B.H.,
Isobaric heat capacities at bubble point. cis-2-butene, isopropylbenzene, and n-decane,
Ind. Eng. Chem., 1952, 44, 2454-2456. [all data]
Kurbatov, 1947
Kurbatov, V.Ya.,
Specific heat of liquids. I. Specific heat of benzenoid hydrocarbons,
Zhur. Obshch. Khim., 1947, 17, 1999-2003. [all data]
de Kolossowsky and Udowenko, 1934
de Kolossowsky, N.; Udowenko, W.W.,
Determination des chaleurs specifiques des liquides,
Compt. rend., 1934, 198, 1394-1395. [all data]
Kolosovskii and Udovenko, 1934
Kolosovskii, N.A.; Udovenko, W.W.,
Specific heat of liquids. II.,
Zhur. Obshchei Khim., 1934, 4, 1027-1033. [all data]
Kishimoto, Suga, et al., 1973, 2
Kishimoto, K.; Suga, H.; Seki, S.,
Calorimetric Study of the Glassy State. VIII. Heat Capacity and Relaxational Phenomena of Isopropylbenzene,
Bull. Chem. Soc. Japan, 1973, 46, 10, 3020, https://doi.org/10.1246/bcsj.46.3020
. [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]
Ambrose and Grant, 1957
Ambrose, D.; Grant, D.G.,
The Critical Temperatures of Some Hydrocarbons and Pyridine Bases,
Trans. Faraday Soc., 1957, 53, 771. [all data]
Glaser and Ruland, 1957
Glaser, F.; Ruland, H.,
Untersuchungsen über dampfdruckkurven und kritische daten einiger technisch wichtiger organischer substanzen,
Chem. Ing. Techn., 1957, 29, 772. [all data]
Altschul, 1893
Altschul, M.,
The critical values of some organic compounds,
Z. Phys. Chem., Stoechiom. Verwandtschaftsl., 1893, 11, 577. [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]
Hales and Townsend, 1972
Hales, J.L.; Townsend, R.,
Liquid Densities from 293 to 490 K of Nine Aromatic Hydrocarbons,
J. Chem. Thermodyn., 1972, 4, 763-72. [all data]
Cepeda, Gonzalez, et al., 1989
Cepeda, Emilio; Gonzalez, Cristina; Resa, Jose M.,
Isobaric vapor-liquid equilibrium for the cumene-phenol system,
J. Chem. Eng. Data, 1989, 34, 3, 270-273, https://doi.org/10.1021/je00057a004
. [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]
Willingham, Taylor, et al., 1945
Willingham, C.B.; Taylor, W.J.; Pignocco, J.M.; Rossini, F.D.,
Vapor pressures and boiling points of some paraffin, alkylcyclopentane, alkylcyclohexane, and alkylbenzene hydrocarbons,
J. RES. NATL. BUR. STAN., 1945, 35, 3, 219-17, https://doi.org/10.6028/jres.035.009
. [all data]
Williamham, Taylor, et al., 1945
Williamham, C.B.; Taylor, W.J.; Pignocco, J.M.; Rossini, F.D.,
Vapor Pressures and Boiling Points of Some Paraffin, Alkylcyclopentane, Alkylcyclohexane, and Alkylbenzene Hydrocarbons,
J. Res. Natl. Bur. Stand. (U.S.), 1945, 35, 3, 219-244, https://doi.org/10.6028/jres.035.009
. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, References
- Symbols used in this document:
Cp,liquid Constant pressure heat capacity of liquid Pc Critical pressure S°gas Entropy of gas at standard conditions S°liquid Entropy of liquid at standard conditions Tboil Boiling point Tc Critical temperature Tfus Fusion (melting) point Ttriple Triple point temperature ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°gas Enthalpy of formation of gas 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 ρc Critical density - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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