Diphenylmethane

• Formula: C₁₃H₁₂
• Molecular weight: 168.2344
• IUPAC Standard InChI: InChI=1S/C13H12/c1-3-7-12(8-4-1)11-13-9-5-2-6-10-13/h1-10H,11H2 Copy

  
• IUPAC Standard InChIKey: CZZYITDELCSZES-UHFFFAOYSA-N Copy
• CAS Registry Number: 101-81-5
• Chemical structure:
  This structure is also available as a 2d Mol file or as a computed 3d SD file
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• Other names: Benzene, 1,1'-methylenebis-; Methane, diphenyl-; Benzene, (phenylmethyl)-; Benzylbenzene; Ditan; Ditane; Benzene, benzyl-; Toluene, α-phenyl-; 1,1'-Dimethylenebis(benzene); NSC 4708
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• Information on this page:
  • Normal boiling point
  • References
  • Notes
• Other data available:
  • Gas phase thermochemistry data
  • Condensed phase thermochemistry data
  • Phase change data
  • Reaction thermochemistry data
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  • Ion clustering 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:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director

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.

Farchan Laboratories, 1990
Farchan Laboratories, Research Chemicals Catalog, Farchan Laboratories, Gainesville, FL, 1990, 91. [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]

Ungnade, Kline, et al., 1953
Ungnade, H.E.; Kline; Crandall, J. Am. Chem. Soc., 1953, 75, 3333. [all data]

Serijan and Wise, 1951
Serijan, K.T.; Wise, P.H., Dicylic Hydrocarbons. III. Diphenyl- and Dicyclohexylalkanes through C15, J. Am. Chem. Soc., 1951, 73, 4766. [all data]

Kurbatov, 1950
Kurbatov, V.Y., Specific heat of liquids. III. Specific heat of hydrocarbons with several noncondensed rings, Zh. Obshch. Khim., 1950, 20, 1139. [all data]

Wise, Serijan, et al., 1950
Wise, P.H.; Serijan, K.T.; Goodman, I.A., Correlation of Physical Properties with Molecular Structre for Dicyclic Hydrocarbons. I. 2-n-Alakylbiphenyl-1,1-alkane, α,ω-dicyclohexylalkane Series, Nat. Advis. Comm. Aeronaut., Tech. Notes, No. 2081, Lewis Flight Propulsion Lab., Cleveland, OH, 1950. [all data]

Korshak, Samplavskaya, et al., 1949
Korshak, V.V.; Samplavskaya, K.K.; Andreeva, M.A., Mechanism of the Friedel-Crafts ReactionIX. Reaction of Trichloroethylene with Benzene, Zh. Obshch. Khim., 1949, 19, 690. [all data]

Kharasch and Urry, 1948
Kharasch, M.S.; Urry, W.H., Factors Influencing the Course and Mechaniosm of Grignard Reactions. XIX The Preparation of Substiuted Biphenyls from Grignard Reagents, Alkyl Halides, and Alkyl Benzenes in the Presence and Absence, J. Org. Chem., 1948, 13, 101. [all data]

Vavon, Chaminade, et al., 1945
Vavon, G.; Chaminade, C.; Quesnel, G., Action of Benzyl Bromide Upon (organic) Magnesium Compoundes, C. R. Hebd. Seances Acad. Sci., 1945, 220, 850. [all data]

Nazarova and Tsukervanik, 1944
Nazarova, Z.N.; Tsukervanik, I.P., Alkylation of Aromatic Compounds with Alcohols in the Presence of Anhydrouys FeCl3, Zh. Obshch. Khim., 1944, 14, 77. [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]

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]

Stephens and Roduta, 1935
Stephens, H.N.; Roduta, F.L., Oxidation in the Benzene Series by Gaseous Oxygen. V. The Oxidatioon of Tertiary Hydrocarbons, J. Am. Chem. Soc., 1935, 57, 2380. [all data]

Kashtanov, 1932
Kashtanov, L.I., Zh. Obshch. Khim., 1932, 2, 515. [all data]

Lal and Dutt, 1932
Lal, J.B.; Dutt, S., J. Indian Chem. Soc., 1932, 9, 565. [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]

Zelinskii and Gaverdovskaya, 1931
Zelinskii, N.D.; Gaverdovskaya, M.V., Chem. Ber., 1931, 64, 435. [all data]

Shima, 1930
Shima, G., Mem. Coll. Sci., Univ. Kyoto, Ser. A, 1930, 13, 315. [all data]

Foeldi, 1928
Foeldi, Z., Introduction of the Benzyk Group into the Benzene Nucleus with the Aid of Sulfonic Acid Esters, Chem. Ber., 1928, 61B, 1609-16. [all data]

Foldi, 1928
Foldi, Z., Chem. Ber., 1928, 61, 1609. [all data]

Lecat, 1928
Lecat, M., Binary Azeotropes. XII., Ann. Soc. Sci. Bruxelles, Ser. B, 1928, 48, 113-26. [all data]

Stadnikov and Kashtanov, 1928
Stadnikov, G.L.; Kashtanov, L., Chem. Ber., 1928, 61, 1389. [all data]

Daniloff and Venus-Danilova, 1926
Daniloff, S.; Venus-Danilova, E.D., The isomerization of aldehydes to ketones and its connection with the dehydration of alpha-secondary-tertiary hydrobenzoin + glycols, Ber. Dtsch. Chem. Ges., 1926, 59, 377. [all data]

Shorygin, 1926
Shorygin, P., Chem. Ber., 1926, 59, 2510. [all data]

Zelinskii, Tits, et al., 1926
Zelinskii, N.D.; Tits, I.N.; Gaverdovskaya, M., Chem. Ber., 1926, 59, 2590. [all data]

Straus and Grindel, 1924
Straus, F.; Grindel, H., Justus Liebigs Ann. Chem., 1924, 439, 276. [all data]

Steinkopf and Wolfram, 1923
Steinkopf, W.; Wolfram, A., Justus Liebigs Ann. Chem., 1923, 430, 113. [all data]

Huston and Friedemann, 1918
Huston, R.C.; Friedemann, T.E., J. Am. Chem. Soc., 1918, 40, 785. [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]

Huston and Friedemann, 1916
Huston, R.C.; Friedemann, T.E., J. Am. Chem. Soc., 1916, 38, 2527. [all data]

Sabatier and Murat, 1915
Sabatier, P.; Murat, M., Ann. Chim. (Paris), 1915, 4, 253. [all data]

Sabatier and Murat, 1914
Sabatier, P.; Murat, M., C. R. Hebd. Seances Acad. Sci., 1914, 158, 760. [all data]

Biltz and Seydel, 1913
Biltz, H.; Seydel, K., Chem. Ber., 1913, 46, 138. [all data]

Sabatier and Murat, 1913
Sabatier, P.; Murat, M., C. R. Hebd. Seances Acad. Sci., 1913, 156, 1430. [all data]

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]

Chichibabin, 1911
Chichibabin, A.E., Chem. Ber., 1911, 44, 441. [all data]

Dupont, 1911
Dupont, J., Am. Perfum. Essent. Oil. Rev., 1911, 6, 167. [all data]

Mascarelli and Musatty, 1911
Mascarelli, L.; Musatty, I., Gazz. Chim. Ital., 1911, 1911, I, 103. [all data]

Busch and Fleischmann, 1910
Busch, M.; Fleischmann, M., Chem. Ber., 1910, 43, 740. [all data]

Mascarelli and Musatty, 1910
Mascarelli, L.; Musatty, I., Atti Accad. Naz. Lincei, Cl. Sci. Fis., Mat. Nat., Rend., 1910, 19, 213. [all data]

Von Meyer, 1910
Von Meyer, E., J. Prakt. Chem., 1910, 82, 538. [all data]

Von Liebig, 1905
Von Liebig, H., The union of benzil with 1,3-benzenediol: I non-fluorescent bodies, J. Prakt. Chem., 1905, 72, 105. [all data]

Schmidlin, 1903
Schmidlin, J., Thermochemistry the substitution of phenyl in the phenylmethanes, their carbinols and chlorides, C. R. Hebd. Seances Acad. Sci., 1903, 136, 1560-2. [all data]

Klages and Allendorff, 1898
Klages, A.; Allendorff, P., Chem. Ber., 1898, 31, 998. [all data]

Nef, 1897
Nef, J.V., Justus Liebigs Ann. Chem., 1897, 298, 202. [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]

Friedel and Crafts, 1884
Friedel, C.; Crafts, J.M., Ann. Chim. Phys., 1884, 1, 449. [all data]

Dobner, 1881
Dobner, O., Justus Liebigs Ann. Chem., 1881, 210, 246. [all data]

Engler, 1878
Engler, C., Chem. Ber., 1878, 11, 926. [all data]

Stadel, 1878
Stadel, W., Justus Liebigs Ann. Chem., 1878, 194, 307. [all data]

Zincke, 1871
Zincke, T., Chem. Ber., 1871, 4, 396. [all data]

Notes

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• Symbols used in this document:
  

  Tboil

  Boiling point

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