Ethylbenzene

• Formula: C₈H₁₀
• Molecular weight: 106.1650
• IUPAC Standard InChI: InChI=1S/C8H10/c1-2-8-6-4-3-5-7-8/h3-7H,2H2,1H3 Copy

  
• IUPAC Standard InChIKey: YNQLUTRBYVCPMQ-UHFFFAOYSA-N Copy
• CAS Registry Number: 100-41-4
• 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.
• Isotopologues:
  • Ethylbenzene-d10
• Other names: Benzene, ethyl-; Ethylbenzol; EB; Phenylethane; Aethylbenzol; Ethylbenzeen; Etilbenzene; Etylobenzen; NCI-C56393; UN 1175; α-Methyltoluene; NSC 406903
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• Information on this page:
  • Normal boiling point
  • References
  • Notes
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  • Gas phase thermochemistry data
  • Condensed phase thermochemistry data
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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.

Di Cave and Mazzarotta, 1991
Di Cave, S.; Mazzarotta, B., Isobaric Vapor-Liquid Equilibria for the Binary Systems Formed by Acetonitrile and Aromatic Hydrocarbons, J. Chem. Eng. Data, 1991, 36, 293. [all data]

Weast and Grasselli, 1989
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Paul, Krug, et al., 1988
Paul, H.-I.; Krug, J.; Knapp, H., Measurements of VLE, vE, and hE for binary mixtures of 1-chlorohexane with three n-alkylbenzenes: toluene, ethylbenzene, n-propylbenzene, J. Chem. Eng. Data, 1988, 33, 453. [all data]

Bagga, Rattan, et al., 1987
Bagga, O.P.; Rattan, V.K.; Singh, S.; Sethi, B.P.S.; Raju, K.S.N., Isobaric Vapor-Liquid Equilibria for Binary Mixtures of Ethylbenzene and p-Xylene with Dimethylformamide, J. Chem. Eng. Data, 1987, 32, 198. [all data]

Paul, Krug, et al., 1986
Paul, H.-I.; Krug, J.; Knapp, H., Measurements of VLE, hE and vE for Binary Mixtures of n-Alkanes with n-Alkylbenzenes, Thermochim. Acta, 1986, 108, 9. [all data]

Plaskunova, Shapovalova, et al., 1986
Plaskunova, S.L.; Shapovalova, I.M.; Serebryakov, B.P., Azerb. Khim. Zh., 1986, No. 4, 96-9. [all data]

Majer and Svoboda, 1985
Majer, V.; Svoboda, V., Enthalpies of Vaporization of Organic Compounds: A Critical Review and Data Compilation, Blackwell Scientific Publications, Oxford, 1985, 300. [all data]

Bagga, Katyal, et al., 1977
Bagga, O.P.; Katyal, R.C.; Raju, K.S.N., Isobaric Binary Vapor-Liquid Equilibria Systems Acetonitrile-Ethylbenzene and Acetonitrile-p-Xylene, J. Chem. Eng. Data, 1977, 22, 416. [all data]

Sood, Bagga, et al., 1972
Sood, B.K.; Bagga, O.P.; Raju, K.S.N., Vapor-Liquid Equilibrium Data for Systems Ethylbenzene-Anisole and' p-Xylene-Anisole, J. Chem. Eng. Data, 1972, 17, 435-8. [all data]

Galska-Krajewska, 1970
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Kesselman, Hollenbach, et al., 1968
Kesselman, W.D.; Hollenbach, G.E.; Myers, A.L.; Humphreys, A.E., Vapor-Liquid Equilibrium Datsa for Benzene-Alkylbenzene Systems, J. Chem. Eng. Data, 1968, 13, 34-6. [all data]

Kind, Kahnt, et al., 1968
Kind, R.; Kahnt, G.; Schmidt, D.; Schumann, J.; Bittrich, H.-J., Thermodynamics of System Tetrachloromethane with Toluene, Ethylbenzene Chlorobenzene, and Pyridine, Z. Phys. Chem. (Leipzig), 1968, 238, 277-83. [all data]

Galska-Krajewska and Zieborak, 1962
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Ellis and Razavipour, 1959
Ellis, S.R.M.; Razavipour, M., Vapour-liquid equilibria at reduced pressures: n-butanol-ethyl benzene; aniline-p-cymene, Chem. Eng. Sci., 1959, 11, 99. [all data]

Zieborak and Galska-Krajewska, 1959
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Anonymous, 1958
Anonymous, R., , Am. Pet. Inst. Res. Proj. 45, Ohio State Univ., 1958. [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]

Desty and Whyman, 1957
Desty, D.H.; Whyman, B.H.F., Anal. Chem., 1957, 29, 320. [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]

Russell, 1957
Russell, G.A., J. Am. Chem. Soc., 1957, 79, 3871. [all data]

Weber, 1956
Weber, J.H., Vapor-liquid equilibria at atmospheric pressure: systems 2,2,5,- trimethylhexane - ethylbenzene and 1-octene - ethylbenzene, Ind. Eng. Chem., 1956, 48, 134. [all data]

Junghans and Von Weber, 1955
Junghans, W.; Von Weber, U., The Binary System Ethylbenzene-Styrene , 90 and 120 c by an entrainment method and heats of mixing at 20 c, J. Prakt. Chem., 1955, 2, 265. [all data]

Myers, 1955
Myers, H.S., Vapor-liquid equilibrium data for binary mixtures of paraffins and aromatics., Ind. Eng. Chem., 1955, 47, 2215. [all data]

Anonymous, 1954
Anonymous, R., Am. Pet. Inst. Res. Proj. 6, 1954, Carnegie-Mellon Univ., March 1954. [all data]

White and Van Winkle, 1954
White, W.S.; Van Winkle, M., Vapor-Liquid Equilibrium of Ethylbenzene-Styrene Binary System, Ind. Eng. Chem., 1954, 46, 1284. [all data]

Beringer, Brierley, et al., 1953
Beringer, F.M.; Brierley, A.; Drexler, M.; Gindler, E.M.; Lumpkin, C.C., Diaryliodonium Salts II. The Phenylation of Organic and Inorganic Bases, J. Am. Chem. Soc., 1953, 75, 2708. [all data]

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

Mason and Gist, 1951
Mason, C.T.; Gist, L.A., J. Am. Chem. Soc., 1951, 73, 4644. [all data]

Wender, Greenfield, et al., 1951
Wender, I.; Greenfield, H.; Orchin, M., Chemistry of Oxo and Related Reactions IV. Reductions in the Aromatic Series, J. Am. Chem. Soc., 1951, 73, 2656. [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]

Bryce-Smith and Turner, 1950
Bryce-Smith, D.; Turner, E.E., J. Chem. Soc., 1950, 1950, 1975. [all data]

Berliner and Berliner, 1949
Berliner, E.; Berliner, F., Hyperconjugation III. Relative Rates of Bromination of Twelve Monoalkylbenzenes, J. Am. Chem. Soc., 1949, 71, 1195. [all data]

Blicke and Sheets, 1949
Blicke, F.F.; Sheets, D.G., Derivatives of Thianaphthene. III., J. Am. Chem. Soc., 1949, 71, 4010. [all data]

Buck, Coles, et al., 1949
Buck, F.R.; Coles, K.F.; Kennedy, G.T.; Morton, F., Some Nuclear-methylated Styrenes and Related Compounds, J. Chem. Soc., 1949, 1949, 2377-83. [all data]

Buckley and Ray, 1949
Buckley, G.D.; Ray, N.H., J. Chem. Soc., 1949, 1949, 1154. [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]

Todd, 1949
Todd, D., J. Am. Chem. Soc., 1949, 71, 1356. [all data]

Hammick and Roberts, 1948
Hammick, D.L.; Roberts, M., Some Catalyized Gas-phase Reactions of Aromatic Hydrocarbons II. The Interaction of Benzene and Ethylene, J. Chem. Soc., 1948, 1948, 73. [all data]

Rust, Seubold, et al., 1948
Rust, F.F.; Seubold, F.H.; Vaughan, W.E., Dec. of Di-t-Alkyl Peroxides. II. React. of the Resultant Free Radical, J. Am. Chem. Soc., 1948, 70, 95. [all data]

Tschamler, 1948
Tschamler, H., Binary liquid mixtures: I. heats of mixing, volume effects, and phase diagrams of chlorex with benzene and alkylbenzenes., Monatsh. Chem., 1948, 79, 162-77. [all data]

Tschamler, 1948, 2
Tschamler, H., Binary liquid mixtures: iv. heats of mixing and volume effects in the system chlorex + styrene., Monatsh. Chem., 1948, 79, 243-7. [all data]

Willingham, 1948
Willingham, C.B., , Am. Pet. Inst. Res. Proj. 6, unpublished, Natl. Bur. Stand., 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]

Lecat, 1947
Lecat, M., Orthobaric Azeotropes of Sulfides, Bull. Cl. Sci., Acad. R. Belg., 1947, 33, 160-82. [all data]

Lecat, 1947, 2
Lecat, M., Some azeotropes of which one constituant is heterocyclic nitrogen, Ann. Soc. Sci. Bruxelles, Ser. 1, 1947, 61, 73. [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]

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]

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

Hammond and McArdle, 1943
Hammond, P.D.; McArdle, E.H., Ind. Eng. Chem., 1943, 35, 809. [all data]

Lecat, 1943
Lecat, M., Azeotropes of Ethyl Urethane and other Azeotropes, C. R. Hebd. Seances Acad. Sci., 1943, 217, 273. [all data]

De la Mare and Robertson, 1943
De la Mare, P.B.D.; Robertson, P.W., J. Chem. Soc., 1943, 1943, 279. [all data]

Van Arkel, Meerburg, et al., 1942
Van Arkel, A.E.; Meerburg, P.; Handel, v.d., The Dipole Moment of Cylanes, Recl. Trav. Chim. Pays-Bas, 1942, 61, 767. [all data]

Anonymous, 1940
Anonymous, R., , Am. Pet. Inst. Hydrocarbon Res. Proj., Second Annu. Rep., Ohio State Univ., Aug. 31, 1940. [all data]

Stuckey and Saylor, 1940
Stuckey, J.M.; Saylor, J.H., Vapor Pressures of Organic Compounds I., J. Am. Chem. Soc., 1940, 62, 2922. [all data]

Anonymous, 1939
Anonymous, R., , Am. Pet. Inst. Hydrocarbon Res. Proj., First Annu. Rep., Ohio State Univ., Aug. 31, 1939. [all data]

Wooster and Ryan, 1939
Wooster, C.B.; Ryan, J.F., The Reduction of Phenylated Olefins with Alkali Metals in Liquid Ammonia Solution, J. Am. Chem. Soc., 1939, 56, 1133-6. [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]

Grosse and Ipatieff, 1937
Grosse, A.V.; Ipatieff, V.N., The reaction of cycloparaffins with aromatic hydrocarbons: decycloalkylation, J. Org. Chem., 1937, 2, 447-58. [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]

Rintelen, Saylor, et al., 1937
Rintelen, J.C.; Saylor, J.H.; Gross, P.M., The Densities and Vapor Pressures of Some Alkylbenzene, Aliphatic Ketones and n-AMyl Chloride, J. Am. Chem. Soc., 1937, 59, 1129. [all data]

Ipatieff and Komarewsky, 1936
Ipatieff, V.N.; Komarewsky, V.I., Desctructive Alkylation with a Hydrogenating Agent, J. Am. Chem. Soc., 1936, 58, 922. [all data]

Leslie and White, 1935
Leslie, R.T.; White, J.D., Present Status or the Isolation and Identification of The Volatile Hydrocarbons in a Midcontinent Petroleum, J. Res. Natl. Bur. Stand. (U. S.), 1935, 15, 211. [all data]

Malishev, 1935
Malishev, B.W., Direct Alkylation of Aromatic Hydrocarbons by Olefins Under Catalytic Influence of Phosphorous Pentoxide, J. Am. Chem. Soc., 1935, 57, 883. [all data]

Ward and Fulweiler, 1934
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White and Rose, 1933
White, J.D.; Rose, F.W., Isolation of ethylbenzene from an oklahoma petroleum, J. Res. Natl. Bur. Stand. (U. S.), 1933, 10, 639. [all data]

Blacet, Leighton, et al., 1931
Blacet, F.E.; Leighton, P.A.; Bartlett, E.P., The Specific Heats of Five Pure Organic Liquids and of Ethyl Alcohol- Water Mixtures, J. Phys. Chem., 1931, 35, 1935. [all data]

Adams and Marshall, 1928
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Lecat, 1927
Lecat, M., New binary azeotropes: 5th list, Recl. Trav. Chim. Pays-Bas, 1927, 46, 240-7. [all data]

Lecat, 1927, 2
Lecat, M., New binary azeotropes: 6th list, Ann. Soc. Sci. Bruxelles, Ser. B, 1927, 47, 63-71. [all data]

Lecat, 1926
Lecat, M., New binary azeotropes second list, Recl. Trav. Chim. Pays-Bas, 1926, 45, 620-627. [all data]

Mathews, 1926
Mathews, J.H., The Accurate Measurement of Heats of Vaporization of Liquids, J. Am. Chem. Soc., 1926, 48, 562. [all data]

Timmermans and Martin, 1926
Timmermans, J.; Martin, F., J. Chim. Phys. Phys.-Chim. Biol., 1926, 23, 747. [all data]

Gilman and Beaber, 1925
Gilman, H.; Beaber, N.J., The Preparation of Hydrocarbons by Reaction Between Alkyl Sulfonates and Organomagnesium Halides, J. Am. Chem. Soc., 1925, 47, 518. [all data]

Eisenlohr and Schulz, 1924
Eisenlohr, F.; Schulz, L., Molecular Refraction, Ber. Dtsch. Chem. Ges., 1924, 57, 1808. [all data]

Richards, Speyers, et al., 1924
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Williams and Daniels, 1924
Williams, J.W.; Daniels, F., The Specific Heats of Certain Organic Liquids at Elevated Temperatures, J. Am. Chem. Soc., 1924, 46, 903-17. [all data]

Gilman and Hoyle, 1922
Gilman, H.; Hoyle, R.E., A New Method for the Introduction of An Ethyl Group. The Reaction Between Organomagnesium Halides and Diethyl SUlfate, J. Am. Chem. Soc., 1922, 44, 2621. [all data]

Von Auwers, 1919
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Richards and Shipley, 1919
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Lagerlof, 1918
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Moureu and Andre, 1914
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Wolff, 1912
Wolff, L., Methods of Substituting An Oxygen Atom with Hydrogen in Ketones and Aldehydes, Justus Liebigs Ann. Chem., 1912, 394, 86. [all data]

Timmermans, 1911
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Richards and Mathews, 1908
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Perkin, 1896
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Notes

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• Symbols used in this document:
  

  Tboil

  Boiling point

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