Benzene, (1-methylethyl)-

• Formula: C₉H₁₂
• Molecular weight: 120.1916
• IUPAC Standard InChI: InChI=1S/C9H12/c1-8(2)9-6-4-3-5-7-9/h3-8H,1-2H3 Copy

  
• IUPAC Standard InChIKey: RWGFKTVRMDUZSP-UHFFFAOYSA-N Copy
• 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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• Information on this page:
  • Normal boiling point
  • References
  • Notes
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Normal boiling point

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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:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
BS - Robert L. Brown and Stephen E. Stein

References

Go To: Top, Normal boiling point, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Cepeda, Gonzalez, et al., 1989
Cepeda, E.; Gonzalez, C.; Resa, J.M., Isobaric vapor-Liquid Equilibrium for the Cumene-Phenol System, J. Chem. Eng. Data, 1989, 34, 270. [all data]

Cepeda, Gonzalez, et al., 1989, 2
Cepeda, E.; Gonzalez, C.; Resa, J.M.; Ortiz de Salido, C., Isobaric Vapor-Liquid Equilibrium for the Cumene-m-Cresol and Phenol- m-Cresol Systems at 13.33 kPa, J. Chem. Eng. Data, 1989, 34, 429. [all data]

Weast and Grasselli, 1989
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Jain, Bagga, et al., 1977
Jain, S.C.; Bagga, O.P.; Raju, K.S.N., Isobaric Vapor-Liquid Equilibria for Systems with Associating Vapor Phase Propionic Acid-Isopropylbenzene and Propionic Acid-o-Xylene Syst, J. Chem. Eng. Data, 1977, 22, 177-9. [all data]

Raju, Ranganathan, et al., 1963
Raju, B.N.; Ranganathan, R.; Narasinga Rao, M., Thermodynamics of Vapour-liquid Equilibria System: (1) Benzene-cuene (1) Isoamyl Alochol-cumene (3) Methanol-methylcyclohexane, Indian Chem. Eng., 1963, 5, 82. [all data]

Tsukervanik and Yuldashev, 1963
Tsukervanik, I.P.; Yuldashev, K.Yu., Reactions of Methylacetylene and Phenylacetylene with Aromatic Compounds, Zh. Obshch. Khim., 1963, 33, 3497. [all data]

Anonymous, 1959
Anonymous, R., , Am. Pet. Inst. Res. Proj. 6, Carnegie-Mellon Univ., 1959. [all data]

Petro and Smyth, 1958
Petro, A.J.; Smyth, C.P., The Determination of Atomic Polarizations and Dipole Mements for Slightly Polar Liquid Hydrocarbons, J. Am. Chem. Soc., 1958, 80, 73. [all data]

Cumper, Vogel, et al., 1957
Cumper, C.W.N.; Vogel, A.I.; Walker, S., Physical properties and chemical constitution: xxvi the dipole moments of alkylbenzenes, J. Chem. Soc., 1957, 1957, 3640. [all data]

Ochiai, Okamoto, et al., 1957
Ochiai, E.; Okamoto, T.; Sekijima, M.; Nishikawa, M.; Shono, K., Pharm. Arch., 1957, 5, 48. [all data]

Petro and Smyth, 1957
Petro, A.J.; Smyth, C.P., Microwave absorption and molecular structure in liquids. XX. dielectric relaxation times and molecular shapes of some substituted benzenes and pyridines, J. Am. Chem. Soc., 1957, 79, 6142. [all data]

Field and Hastings, 1956
Field, F.H.; Hastings, S.H., Determination of Unsaturated Hydrocarbons by Low-voltage Mass Spectrometry, Anal. Chem., 1956, 28, 1248-55. [all data]

Kieffer and Holroyd, 1955
Kieffer, W.F.; Holroyd, R.A., Azeotropes of 2-Butoxyethanol with Alkylbenzenes, Ind. Eng. Chem., 1955, 47, 457-8. [all data]

Pines, Kvetinskas, et al., 1955
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Russell and Brown, 1955
Russell, G.A.; Brown, H.C., The Photobromination of Branched-chain Hydrocarbons; the Dark Reaction of Bromine with Tertiary Alkyl Bromides, J. Am. Chem. Soc., 1955, 77, 4025. [all data]

Russell and Brown, 1955, 2
Russell, G.A.; Brown, H.C., The Competitive Halogenation of Cyclohexane and Aralkyl Hydrocarbons Evidence as to the Nature of the Transition States in Halogenation React., J. Am. Chem. Soc., 1955, 77, 4578. [all data]

Cullinane and Leyshon, 1954
Cullinane, N.M.; Leyshon, D.M., J. Chem. Soc., 1954, 1954, 2942. [all data]

Takahashi, 1954
Takahashi, T., Kogyo Kagaku Zasshi, 1954, 57, 363. [all data]

Mekhtiev, 1953
Mekhtiev, S.D., Mechanism of the reaction of isomerization of polymethylene hydrocarbons under the influence of aluminium chloride., Dokl. Akad. Nauk SSSR, 1953, 91, 849. [all data]

Moore and Waters, 1953
Moore, R.F.; Waters, W.A., J. Chem. Soc., 1953, 1953, 3405. [all data]

Anonymous, 1952
Anonymous, R., , Physical Properties of Chemical Substances, Dow Chemical Co., 1952. [all data]

Roberts and Good, 1951
Roberts, R.M.; Good, G.M., Effect of Nuclear Substitution on the Rate of SIlica-Zirconia-Alumina- Catalyzed Depropylation of Cumene, J. Am. Chem. Soc., 1951, 73, 1320. [all data]

Andrews and Keefer, 1950
Andrews, L.J.; Keefer, R.M., Cation Complexes of Compounds Containing Carbon-Carbon Double Bonds VII. Further Studies of the Argentation of Substituted Benzenes, J. Am. Chem. Soc., 1950, 72, 5034-5037. [all data]

Petrov and Sopov, 1950
Petrov, A.A.; Sopov, N.P., Dokl. Akad. Nauk SSSR, 1950, 79, 811. [all data]

Foehr and Fenske, 1949
Foehr, E.G.; Fenske, M.R., Magneto-optic Rotation of Hydrocarbons, Ind. Eng. Chem., 1949, 41, 1956. [all data]

Forziati and Rossini, 1949
Forziati, A.F.; Rossini, F.D., J. Res. Natl. Bur. Stand. (U. S.), 1949, 43, 473. [all data]

Sidorova and Vdovtsova, 1949
Sidorova, N.G.; Vdovtsova, E.A., Zh. Obshch. Khim., 1949, 19, 337. [all data]

Vvedenskii and Takhlareva, 1949
Vvedenskii, A.A.; Takhlareva, N.K., Chemical Equilibria of Hydrocarbon Reactions. The Equilibria of iso-C3H7C6H5 + 3H2 = iso-C3H7C6H11 and 1,3-C6H4(CH3)2 + H2 = 1,3-C6H10(CH3)2, Zh. Obshch. Khim., 1949, 19, 1083. [all data]

Boord, Greenlee, et al., 1948
Boord, C.E.; Greenlee, K.W.; Perilstein, W.L.; Derfer, J.M., The Synthesis, Purificaiton and Prop. of Hydrocarbons of Low Mol. Wt., Am. Pet. Inst. Res. Proj. 45, Tenth Annu. Rep., Ohio State Univ., 1948. [all data]

Balandin and Marukyan, 1947
Balandin, A.A.; Marukyan, G.M., Dokl. Akad. Nauk SSSR, 1947, 55, 121. [all data]

Fenske, Braun, et al., 1947
Fenske, M.R.; Braun, W.G.; Wiegand, R.V.; Quiggle, D.; McCormick, R.H.; Rank, D.H., Raman Spectra of Hydrocarbons, Anal. Chem., 1947, 19, 700. [all data]

Forziati, Glasgow, et al., 1946
Forziati, A.F.; Glasgow, A.R.; Willingham, C.B.; Rossini, F.D., Specification adn Properties of 29 Paraffin, 4 Alkylcyclopentanes, 10 Alkylcyclohexanes and 8 Alkylbenzene Hydrocarbons, J. Res. Natl. Bur. Stand. (U. S.), 1946, 36, 129. [all data]

Gibbons, Thompson, et al., 1946
Gibbons, L.C.; Thompson, J.F.; Reynolds, T.W.; Wright, J.I.; Chanan, H.H.; Lamberti, J.M.; Hipsher, H.F.; Karabinos, J.V., The Purification and Physical Constants of Aromatic Compounds, J. Am. Chem. Soc., 1946, 68, 1130. [all data]

Rueggeberg, Cushing, et al., 1946
Rueggeberg, W.H.; Cushing, M.L.; Cook, W.A., Condensation of ALiphatic Alcohols with Aryl Hydrocarbons in the Presence of Chlorosulfuric Acid, J. Am. Chem. Soc., 1946, 68, 191. [all data]

Greensfelder, Voge, et al., 1945
Greensfelder, B.S.; Voge, H.H.; Good, G.M., Ind. Eng. Chem., 1945, 37, 1168. [all data]

Smith and Pennekamp, 1945
Smith, H.A.; Pennekamp, E.F.H., The Catalytic Hydrogenation of the Benzene Nucleus II. The Hydrogenation of Benzene and Mono-alkylkbenzenes, J. Am. Chem. Soc., 1945, 67, 276. [all data]

Forziati, Willingham, et al., 1944
Forziati, A.F.; Willingham, C.B.; Mair, B.J.; Rossini, F.D., Hydrocarbons in the Gasolene Fraction of Seven Representative Crudes, Including All the Distillates to 102 deg. C and the Aromatics to 160 C, J. Res. Natl. Bur. Stand. (U. S.), 1944, 32, 11. [all data]

Simons and Hart, 1944
Simons, J.H.; Hart, H., Hydrogen Chloride as a Condensing Agent, J. Am. Chem. Soc., 1944, 66, 1309. [all data]

Anonymous, 1943
Anonymous, R., , Sunbury Rep. No. 2176, Anglo-Iranian Oil Co., 1943. [all data]

Anonymous, 1943, 2
Anonymous, X., Am. Pet. Inst. Res. Proj. 6, 1943, Unpublished, 1943. [all data]

Troyan, 1942
Troyan, J.E., Density and Refractive Index of Cumene, J. Am. Chem. Soc., 1942, 64, 3056. [all data]

Anonymous, 1941
Anonymous, R., , Am. Pet. Inst. Hydrocarbon Res. Proj., Third Annu. Rep., Ohio State Univ., Aug. 31, 1941. [all data]

Kobe, Okabe, et al., 1941
Kobe, K.A.; Okabe, T.S.; Ramstad, M.T.; Huemmer, P.M., p-Cymene Studies. VI. Vapor Pressure of p-Cymene, Some of its Derivatives and Related Compounds, J. Am. Chem. Soc., 1941, 63, 3251. [all data]

Potts and Carpenter, 1939
Potts, W.M.; Carpenter, L.L., The Condensation of Propene and Isobutene with Benzene in the Presence of Anhdrous Ferric Chloride, J. Am. Chem. Soc., 1939, 61, 663. [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]

Smittenberg, Hoog, et al., 1938
Smittenberg, J.; Hoog, H.; Henkes, R.A., Freezing Points of A Number of Pure Hydrocarbons of the Gasoline Boiling Range and of Some of their Binary Mixtures, J. Am. Chem. Soc., 1938, 60, 17. [all data]

White and Rose, 1938
White, J.D.; Rose, F.W., Separation of Isopropylbenzene from A Midcontinent Petroleum By Adsorption with Silica Gel and Distillation with Acetic Acid, J. Res. Natl. Bur. Stand. (U. S.), 1938, 21, 151. [all data]

Ipatieff and Pines, 1937
Ipatieff, V.N.; Pines, H., J. Am. Chem. Soc., 1937, 59, 56. [all data]

Maess and von Muffling, 1937
Maess, L.; von Muffling, L., On the Vapor Pressures of Hydrocarbons and Ketones, Angew. Chem., 1937, 50, 759. [all data]

Mckenna and Sowa, 1937
Mckenna, J.F.; Sowa, F.J., Organic reactions with boron fluoride: xiii the alkylation of benzene with alcohols, J. Am. Chem. Soc., 1937, 59, 470-1. [all data]

Huston and Hsieh, 1936
Huston, R.C.; Hsieh, T.Y., Condensation of Aliphatic Alcohols with Aromatic Compounds in the Presence of ALuminum Chloride I., J. Am. Chem. Soc., 1936, 58, 439. [all data]

Ipatieff, Komarewsky, et al., 1936
Ipatieff, V.N.; Komarewsky, V.I.; Pines, H., Phosphoric Acid As A Catalyst for the Destructive Alkylation of Hydrocarbons, J. Am. Chem. Soc., 1936, 58, 918. [all data]

Stratford, 1929
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Brame and Hunter, 1927
Brame, J.S.S.; Hunter, T.G., Composition of Cracked Distillates, J. Inst. Pet. Technol., 1927, 13, 794. [all data]

Timmermans, 1927
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Rechenberg, 1921
Rechenberg, C.V., Z. Phys. Chem., Stoechiom. Verwandtschaftsl., 1921, 99, 89. [all data]

Von Auwers, 1919
Von Auwers, K., Connections between constitution and physical properties of hydrocarbons of the benzene series., Justus Liebigs Ann. Chem., 1919, 419, 92. [all data]

Lagerlof, 1918
Lagerlof, D., Thermodynamic research: reduced formulas for simplified calculations of latent molar heat of evaporation, J. Prakt. Chem., 1918, 98, 136. [all data]

Klages, 1902
Klages, A., Chem. Ber., 1902, 35, 3506. [all data]

Perkin, 1896
Perkin, W.H., LXIX. On Magnetic Rotatory Power, especially of Aromatic Compounds, J. Chem. Soc., 1896, 69, 1025-1257. [all data]

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Notes

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• Symbols used in this document:
  

  Tboil

  Boiling point

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