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Benzene, isocyanato-

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Gas 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
Deltafgas-3.48 ± 0.27kcal/molCcrSteele, Chirico, et al., 1996 
Deltafgas-5.28kcal/molCmKorovin and Margolin, 1976 

Condensed phase thermochemistry data

Go To: Top, Gas phase thermochemistry data, Reaction 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:
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
Deltafliquid-14.60 ± 0.27kcal/molCcrSteele, Chirico, et al., 1996ALS
Deltafliquid-8.10 ± 0.31kcal/molCmBykova, Lebedev, et al., 1985Different experiment; ALS
Deltafliquid-8.10 ± 0.31kcal/molCcbLebedev, Rabinovich, et al., 1977Different experiment; ALS
Quantity Value Units Method Reference Comment
Deltacliquid-814.55 ± 0.20kcal/molCcrSteele, Chirico, et al., 1996ALS
Deltacliquid-825.79 ± 0.31kcal/molCcbLebedev, Rabinovich, et al., 1977Different experiment; ALS
Deltacliquid-813.2kcal/molCcbStrepikheev, Baranov, et al., 1962ALS

Constant pressure heat capacity of liquid

Cp,liquid (cal/mol*K) Temperature (K) Reference Comment
44.50298.15Steele, Chirico, et al., 1993DH

Reaction thermochemistry 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 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

3Benzene, isocyanato- = 1,3,5-Triphenyl-s-triazine-2,4,6(1H,3H,5H)-trione

By formula: 3C7H5NO = C21H15N3O3

Quantity Value Units Method Reference Comment
Deltar-12.4 ± 0.69kcal/molCmBonetskaya, Kravchenko, et al., 1985liquid phase; solvent: Diglyme; Trimerization
Deltar19.3kcal/molCmBykova, Lebedev, et al., 1985liquid phase; Different experiment

Benzene, isocyanato- + 1-Butanol = Carbamic acid, phenyl-, butyl ester

By formula: C7H5NO + C4H10O = C11H15NO2

Quantity Value Units Method Reference Comment
Deltar-20.1 ± 1.1kcal/molCmPannone and Macosko, 1987liquid phase
Deltar-25.1 ± 0.3kcal/molCmLovering and Laidler, 1962solid phase

Benzene, isocyanato- + 1-Butanamine, N-butyl- = Urea, N,N-dibutyl-N'-phenyl-

By formula: C7H5NO + C8H19N = C15H24N2O

Quantity Value Units Method Reference Comment
Deltar-260.23 ± 0.41kcal/molCmKiselev, Malkov, et al., 1989liquid phase; solvent: Dioxane

Benzene, isocyanato- + Aniline = Urea, N,N-diphenyl-

By formula: C7H5NO + C6H7N = C13H12N2O

Quantity Value Units Method Reference Comment
Deltar-19.7 ± 0.48kcal/molCmKiselev, Malkov, et al., 1989liquid phase; solvent: Dioxane

Urea, N,N'-diphenyl- = Benzene, isocyanato- + Aniline

By formula: C13H12N2O = C7H5NO + C6H7N

Quantity Value Units Method Reference Comment
Deltar43.4 ± 1.0kcal/molEqkChimishkyan, Svetlova, et al., 1984solid phase; Dissociation

1,3,5-Triphenyl-s-triazine-2,4,6(1H,3H,5H)-trione = 3Benzene, isocyanato-

By formula: C21H15N3O3 = 3C7H5NO

Quantity Value Units Method Reference Comment
Deltar-19.3kcal/molCmBykova, Lebedev, et al., 1985solid phase; Different experiment

Fenuron = Benzene, isocyanato- + Dimethylamine

By formula: C9H12N2O = C7H5NO + C2H7N

Quantity Value Units Method Reference Comment
Deltar32.07 ± 0.69kcal/molEqkChimishkyan, Svetlova, et al., 1984solid phase

Benzene, isocyanato- + Aniline = Urea, N,N'-diphenyl-

By formula: C7H5NO + C6H7N = C13H12N2O

Quantity Value Units Method Reference Comment
Deltar-21.3 ± 1.2kcal/molCmPannone and Macosko, 1987liquid phase

Benzene, isocyanato- + o-Toluidine = Urea, N-(2-methylphenyl)-N'-phenyl-

By formula: C7H5NO + C7H9N = C14H14N2O

Quantity Value Units Method Reference Comment
Deltar-22.2kcal/molCmPannone and Macosko, 1987liquid phase

Benzene, isocyanato- + 1-Butanamine = 1-Butyl-3-phenylurea

By formula: C7H5NO + C4H11N = C11H16NO2

Quantity Value Units Method Reference Comment
Deltar-26.8kcal/molCmPannone and Macosko, 1987liquid phase

Benzene, isocyanato- + Oxirane, (phenoxymethyl)- = 5-Phenoxymethyl-3-phenyl-2-oxazolidone

By formula: C7H5NO + C9H10O2 = C16H15NO3

Quantity Value Units Method Reference Comment
Deltar-47.01kcal/molCmLebedev, Bykova, et al., 1988liquid phase

References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, Notes

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

Steele, Chirico, et al., 1996
Steele, W.V.; Chirico, R.D.; Knipmeyer, S.E.; Nguyen, A.; Smith, N.K.; Tasker, I.R., Thermodynamic properties and ideal-gas enthalpies of formation for cyclohexene, phthalan (2,5-dihydrobenzo-3,4-furan), isoxazole, octylamine, dioctylamine, trioctylamine, phenyl isocyanate, and 1,4,5,6-tetrahydropyrimidine, J. Chem. Eng. Data, 1996, 41, 1269-1284. [all data]

Korovin and Margolin, 1976
Korovin, A.I.; Margolin, L.N., Thermodynamic functions of phenyl isocyanate, Zh. Fiz. Khim., 1976, 50, 2923-29. [all data]

Bykova, Lebedev, et al., 1985
Bykova, T.A.; Lebedev, B.V.; Kiparisova, E.G.; Tarasov, E.N.; Frenkel, Ts.M.; Pankratov, V.A.; Vinogradova, S.V.; Korshank, V.V., Thermodynamics of phenyl isocyanate, the process of its cyclotrimerization, and the triphenyl isocyanurate that is formed, in the 0-330°K interval, J. Gen. Chem. USSR, 1985, 55, 2303-2308. [all data]

Lebedev, Rabinovich, et al., 1977
Lebedev, B.V.; Rabinovich, I.B.; Kiparisova, E.G.; Evstropov, A.A.; Korshak, V.V.; Pankratov, V.A.; Larina, L.F., Thermodynamics of the polycyclotrimerization of aromatic dicyanates and diisocyanates, Dokl. Phys. Chem. (Engl. Transl.), 1977, 237, 1081-1084, In original 383. [all data]

Strepikheev, Baranov, et al., 1962
Strepikheev, Yu.A.; Baranov, Yu.I.; Burmistrova, O.A., Determination of the heats of combustion and the heat capacities of several mono- and di-isocyanates, Izv. Vyssh. Uchebn. Zaved., Khim. Khim. Tekhnol., 1962, 5, 387-390. [all data]

Steele, Chirico, et al., 1993
Steele, W.V.; Chirico, R.D.; Knipmeyer, S.E.; Nguyen, A.; Tasker, I.R., Determination of ideal gas enthalpies of formation for key compounds the 1991 project results, DIPPR Project, 1993, 871, NIPER-716. [all data]

Bonetskaya, Kravchenko, et al., 1985
Bonetskaya, A.K.; Kravchenko, M.A.; Frenkel, Ts.M.; Pankratov, V.A.; Vinogradova, S.V.; Korshak, V.V., Kinetics and heat of cyclotrimerization of aryl and alkyl isocyanates, Vysokomol. Soedin., Ser. A, 1985, 27, 1269-1273. [all data]

Pannone and Macosko, 1987
Pannone, M.C.; Macosko, C.W., Kinetics of isocyanate amine reactions, J. Appl. Polym. Sci., 1987, 34, 2409-2432. [all data]

Lovering and Laidler, 1962
Lovering, E.G.; Laidler, K.J., Thermochemical studies of some alcohol-isocyanate reactions, Can. J. Chem., 1962, 40, 26-30. [all data]

Kiselev, Malkov, et al., 1989
Kiselev, V.D.; Malkov, V.B.; Murzin, D.G.; Shakirov, I.M.; Konovalov, A.I., Thermochemical study of the reaction of isocyanate with amines, Dokl. Phys. Chem. (Engl. Transl.), 1989, 308, 711-713, In original 111. [all data]

Chimishkyan, Svetlova, et al., 1984
Chimishkyan, A.L.; Svetlova, L.P.; Leonova, T.V.; Gluyaev, N.D., Thermal decomposition of substituted ureas, J. Gen. Chem. USSR, 1984, 54, 1317-1320. [all data]

Lebedev, Bykova, et al., 1988
Lebedev, B.V.; Bykova, T.A.; Kiparisova, E.G.; Frenkel, Ts.M.; Fainleib, A.M.; Pankratov, V.A., Thermodynamics of phenyl glycidyl ether and its reactions with diphenylcarbodiimide and phenyl isocyanate with the formation of iminooxazolidine and oxazolidinone in the 0-330 K range, Bull. Acad. Sci. USSR, Div. Chem. Sci., 1988, 1082-10. [all data]


Notes

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, References