Home Symbol which looks like a small house Up Solid circle with an upward pointer in it

NOTICE: Due to scheduled maintenance at our Gaithersburg campus, this site will not be available from 5:00 pm EDT (21:00 UTC) on Friday October 25 until 5:00 pm (21:00 UTC) on Sunday October 27. We apologize for any inconvenience this outage may cause.

Benzene, isocyanato-

Data at NIST subscription sites:

NIST subscription sites provide data under the NIST Standard Reference Data Program, but require an annual fee to access. The purpose of the fee is to recover costs associated with the development of data collections included in such sites. Your institution may already be a subscriber. Follow the links above to find out more about the data in these sites and their terms of usage.


Gas phase thermochemistry data

Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), Gas Chromatography, NIST Free Links, 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

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, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), Gas Chromatography, NIST Free Links, 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

Phase change data

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), Gas Chromatography, NIST Free Links, 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:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny, director
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos

Quantity Value Units Method Reference Comment
Tc675.KN/ASteele, Chirico, et al., 1996, 2Uncertainty assigned by TRC = 3. K; fitting parameter in Wagner equation for vapor pressure; TRC
Quantity Value Units Method Reference Comment
Pc44.81atmN/ASteele, Chirico, et al., 1996, 2Uncertainty assigned by TRC = 2.96 atm; from extrapolation of obs. vapor pressure to Tc; TRC
Quantity Value Units Method Reference Comment
rhoc2.928mol/lN/ASteele, Chirico, et al., 1996, 2Uncertainty assigned by TRC = 0.17 mol/l; TRC
Quantity Value Units Method Reference Comment
Deltavap11.12 ± 0.07kcal/molVSteele, Chirico, et al., 1996ALS
Deltavap11.1 ± 0.07kcal/molEBSteele, Chirico, et al., 1996Based on data from 329. - 445. K.; AC
Deltavap10.8kcal/molAStephenson and Malanowski, 1987Based on data from 283. - 439. K. See also Stull, 1947.; AC

Antoine Equation Parameters

log10(P) = A − (B / (T + C))
    P = vapor pressure (atm)
    T = temperature (K)

View plot Requires a JavaScript / HTML 5 canvas capable browser.

Temperature (K) A B C Reference Comment
283.8 - 438.84.517181800.757-40.303Stull, 1947Coefficents calculated by NIST from author's data.

In addition to the Thermodynamics Research Center (TRC) data available from this site, much more physical and chemical property data is available from the following TRC products:


Reaction thermochemistry data

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), Gas Chromatography, NIST Free Links, 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

Gas phase ion energetics data

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, IR Spectrum, Mass spectrum (electron ionization), Gas Chromatography, NIST Free Links, References, Notes

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

Data evaluated as indicated in comments:
L - Sharon G. Lias

Data compiled as indicated in comments:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron

View reactions leading to C7H5NO+ (ion structure unspecified)

Quantity Value Units Method Reference Comment
IE (evaluated)8.77 ± 0.02eVN/AN/AL

Ionization energy determinations

IE (eV) Method Reference Comment
8.8PEKobayashi and Nagakura, 1975LLK
9.2EICompernolle and DeSchryver, 1975LLK
8.77 ± 0.02PIWatanabe, Nakayama, et al., 1962RDSH
9.00PEKobayashi and Nagakura, 1975Vertical value; LLK

IR Spectrum

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Mass spectrum (electron ionization), Gas Chromatography, NIST Free Links, References, Notes

Data compiled by: Coblentz Society, Inc.

Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director


Mass spectrum (electron ionization)

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, IR Spectrum, Gas Chromatography, NIST Free Links, 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: NIST Mass Spectrometry Data Center, William E. Wallace, director

Spectrum

Notice: This spectrum may be better viewed with a Javascript and HTML 5 enabled browser.

Mass spectrum
For Zoom
1.) Enter the desired X axis range (e.g., 100, 200)
2.) Check here for automatic Y scaling
3.) Press here to zoom

Additional Data

View image of digitized spectrum (can be printed in landscape orientation).

View spectrum image in SVG format.

Download spectrum in JCAMP-DX format.

Owner NIST Mass Spectrometry Data Center
Collection (C) 2014 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin NIST Mass Spectrometry Data Center, 1994
NIST MS number 134096

All mass spectra in this site (plus many more) are available from the NIST/EPA/NIH Mass Spectral Library. Please see the following for information about the library and its accompanying search program.


Gas Chromatography

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), NIST Free Links, 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: NIST Mass Spectrometry Data Center, William E. Wallace, director

Lee's RI, non-polar column, temperature ramp

View large format table.

Column type Active phase I Reference Comment
CapillaryHP-5142.8Wang, Hou, et al., 200730. m/0.30 mm/0.25 «mu»m, Helium, 50. C @ 5. min, 5. K/min, 200. C @ 15. min

References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), Gas Chromatography, NIST Free Links, 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]

Steele, Chirico, et al., 1996, 2
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 Dioctylamine, trioctylamine, Phenyl Isocyanate, and 1,4,5,6-Tetrahydropyrimidine, J. Chem. Eng. Data, 1996, 41, 1269-84. [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]

Stull, 1947
Stull, Daniel R., Vapor Pressure of Pure Substances. Organic and Inorganic Compounds, Ind. Eng. Chem., 1947, 39, 4, 517-540, https://doi.org/10.1021/ie50448a022 . [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]

Kobayashi and Nagakura, 1975
Kobayashi, T.; Nagakura, S., Photoelectron spectra of phenyl isocyanates and phenyl isothio- cyanate, J. Electron Spectrosc. Relat. Phenom., 1975, 7, 488. [all data]

Compernolle and DeSchryver, 1975
Compernolle, F.; DeSchryver, F., Nonconcerted cycloreversion by electron impact of substituted 2,4-azetidinediones. Relations between the mass spectral and photochemical reactions, J. Am. Chem. Soc., 1975, 97, 3909. [all data]

Watanabe, Nakayama, et al., 1962
Watanabe, K.; Nakayama, T.; Mottl, J., Ionization potentials of some molecules, J. Quant. Spectry. Radiative Transfer, 1962, 2, 369. [all data]

Wang, Hou, et al., 2007
Wang, G.; Hou, Z.; Sun, Y.; Liu, Y.; Xie, B.; Liu, S., Investigation of pyrolysis behavior of fenoxycarb using PY-GC-MS assisted with chemometric methods, Chem. Anal., 2007, 52, 141-156. [all data]


Notes

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), Gas Chromatography, NIST Free Links, References