Benzene, 1,4-bis(1-methylethyl)-
- Formula: C12H18
- Molecular weight: 162.2713
- IUPAC Standard InChIKey: SPPWGCYEYAMHDT-UHFFFAOYSA-N
- CAS Registry Number: 100-18-5
- 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, p-diisopropyl-; p-Diisopropylbenzene; 1,4-Diisopropylbenzene; 1,4-Bis(1-methylethyl)benzene; 4-Isopropylcumene; Benzene, 1,4-di-(1-methylethyl); Benzene, 1,4-diisopropyl-
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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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°liquid | -31.62 | kcal/mol | Eqk | Popov, Rozhnov, et al., 1974 |
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
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 483.5 | K | N/A | Weast and Grasselli, 1989 | BS |
Tboil | 483.52 | K | N/A | Melpolder, Woodbridge, et al., 1948 | Uncertainty assigned by TRC = 2. K; TRC |
Tboil | 483.5 | K | N/A | Newton, 1943 | Uncertainty assigned by TRC = 2. K; TRC |
Tboil | 477. | K | N/A | Toussaint and Hennion, 1940 | Uncertainty assigned by TRC = 8. K; TRC |
Tboil | 477.65 | K | N/A | O'Connor and Sowa, 1938 | Uncertainty assigned by TRC = 1.5 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 256.07 | K | N/A | McDonald, Shrader, et al., 1959 | Uncertainty assigned by TRC = 0.05 K; TRC |
Tfus | 256.11 | K | N/A | Streiff, Hulme, et al., 1955 | Uncertainty assigned by TRC = 0.02 K; TRC |
Tfus | 256.11 | K | N/A | Streiff, Hulme, et al., 1955 | Uncertainty assigned by TRC = 0.02 K; TRC |
Tfus | 256.12 | K | N/A | Streiff, Hulme, et al., 1955 | Uncertainty assigned by TRC = 0.01 K; TRC |
Tfus | 256.08 | K | N/A | Melpolder, Woodbridge, et al., 1948 | Uncertainty assigned by TRC = 1. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 794.15 | K | N/A | Glaser and Ruland, 1957 | Uncertainty assigned by TRC = 3. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Pc | 96.5000 | atm | N/A | Glaser and Ruland, 1957 | Uncertainty assigned by TRC = 4.000 atm; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 13.5 ± 0.07 | kcal/mol | GS | Verekin, 1998 | Based on data from 283. to 318. K.; AC |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
12.1 ± 0.05 | 400. | EB | Steele, Chirico, et al., 2002 | Based on data from 366. to 530. K.; AC |
11.1 ± 0.07 | 440. | EB | Steele, Chirico, et al., 2002 | Based on data from 366. to 530. K.; AC |
10.3 ± 0.1 | 480. | EB | Steele, Chirico, et al., 2002 | Based on data from 366. to 530. K.; AC |
9.4 ± 0.2 | 520. | EB | Steele, Chirico, et al., 2002 | Based on data from 366. to 530. K.; AC |
13.5 ± 0.07 | 301. | GS | Verekin, 1998 | Based on data from 283. to 318. K.; AC |
11.4 | 408. | A | Stephenson and Malanowski, 1987 | Based on data from 393. to 485. K.; AC |
11.7 | 408. | N/A | McDonald, Shrader, et al., 1959, 2 | Based on data from 393. to 485. K. See also Boublik, Fried, et al., 1984.; AC |
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 |
---|---|---|---|---|
393.41 to 484.73 | 3.8119 | 1641.44 | -81.204 | McDonald, Shrader, et al., 1959, 2 |
Reaction 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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.
Individual Reactions
By formula: 2C9H12 = C12H18 + C6H6
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 0.37 ± 0.15 | kcal/mol | Eqk | Popov, Rozhnov, et al., 1974 | gas phase |
By formula: C12H18 = C12H18
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 0.0 ± 0.13 | kcal/mol | Eqk | Popov, Rozhnov, et al., 1974 | gas phase |
Gas phase ion energetics 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 by: Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
View reactions leading to C12H18+ (ion structure unspecified)
Ionization energy determinations
IE (eV) | Method | Reference |
---|---|---|
8.35 | PE | Bock, Kaim, et al., 1978 |
IR Spectrum
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Data compiled by: Coblentz Society, Inc.
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
UV/Visible spectrum
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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Spectrum
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Additional Data
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Source | Kusakov, et al., 1963 |
---|---|
Owner | INEP CP RAS, NIST OSRD Collection (C) 2007 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
Origin | INSTITUTE OF ENERGY PROBLEMS OF CHEMICAL PHYSICS, RAS |
Source reference | RAS UV No. 20031 |
Instrument | unknown |
Melting point | - 17 |
Boiling point | 210.3 |
References
Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, IR Spectrum, UV/Visible spectrum, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Popov, Rozhnov, et al., 1974
Popov, V.E.; Rozhnov, A.M.; Satronov, V.S.; Volkova, A.G.,
Disproportionation equilibrium for isopropylbenzene,
Neftekhimiya, 1974, 14, 364-367. [all data]
Weast and Grasselli, 1989
CRC Handbook of Data on Organic Compounds, 2nd Editon, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Boca Raton, FL, 1989, 1. [all data]
Melpolder, Woodbridge, et al., 1948
Melpolder, F.W.; Woodbridge, J.E.; Headington, C.E.,
The isolation and physical properties of the diisopropyl- benzenes,
J. Am. Chem. Soc., 1948, 70, 935-9. [all data]
Newton, 1943
Newton, A.,
Polyisopropylbenzenes: I preparation and properties of two di-, two tri-, and one tetra-isopropylbenzene,
J. Am. Chem. Soc., 1943, 65, 320-3. [all data]
Toussaint and Hennion, 1940
Toussaint, N.F.; Hennion, G.F.,
Alkylation of Benzene with Alcohols, Boron Fluoride, and Assistants,
J. Am. Chem. Soc., 1940, 62, 1145. [all data]
O'Connor and Sowa, 1938
O'Connor, M.J.; Sowa, F.J.,
Organic Reactions with Boron Fluoride XVIII. The Reaction of ethers with Benzene,
J. Am. Chem. Soc., 1938, 60, 125. [all data]
McDonald, Shrader, et al., 1959
McDonald, R.A.; Shrader, S.A.; Stull, D.R.,
Vapor Pressures and Freezing Points of 30 Organics,
J. Chem. Eng. Data, 1959, 4, 311. [all data]
Streiff, Hulme, et al., 1955
Streiff, A.J.; Hulme, A.R.; Cowie, P.A.; Krouskop, N.C.; Rossini, F.D.,
Purification, Purity, and Freezing Points of Sixty-four American Petroleum Institute Standard and Research Hydrocarbons,
Anal. Chem., 1955, 27, 411. [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]
Verekin, 1998
Verekin, S.P.,
Thermochemical properties of isopropylbenzenes,
Thermochim. Acta, 1998, 316, 131-136. [all data]
Steele, Chirico, et al., 2002
Steele, W.V.; Chirico, R.D.; Cowell, A.B.; Knipmeyer, S.E.; Nguyen, A.,
Thermodynamic Properties and Ideal-Gas Enthalpies of Formation for 1,4-Diisopropylbenzene, 1,2,4,5-Tetraisopropylbenzene, Cyclohexanone Oxime, Dimethyl Malonate, Glutaric Acid, and Pimelic Acid,
J. Chem. Eng. Data, 2002, 47, 4, 725-739, https://doi.org/10.1021/je010088b
. [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]
McDonald, Shrader, et al., 1959, 2
McDonald, R.A.; Shrader, S.A.; Stull, D.R.,
Vapor Pressures and Freezing Points of Thirty Pure Organic Compounds.,
J. Chem. Eng. Data, 1959, 4, 4, 311-313, https://doi.org/10.1021/je60004a009
. [all data]
Boublik, Fried, et al., 1984
Boublik, T.; Fried, V.; Hala, E.,
The Vapour Pressures of Pure Substances: Selected Values of the Temperature Dependence of the Vapour Pressures of Some Pure Substances in the Normal and Low Pressure Region, 2nd ed., Elsevier, New York, 1984, 972. [all data]
Bock, Kaim, et al., 1978
Bock, H.; Kaim, W.; Rohwer, H.E.,
Die hyperkonjugative Stabilisierung von p-Xylol-Radikalkationen durch (H3C)3Si-Substituenten,
Chem. Ber., 1978, 111, 3573. [all data]
Kusakov, et al., 1963
Kusakov, M.M., et al.,
Ultraviolet Absorption Spectra of Aromatic Hydrocarbons, 1963, 66. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, IR Spectrum, UV/Visible spectrum, References
- Symbols used in this document:
Pc Critical pressure Tboil Boiling point Tc Critical temperature Tfus Fusion (melting) point ΔfH°liquid Enthalpy of formation of liquid at standard conditions ΔrH° Enthalpy of reaction 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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