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Benzene, 1-chloro-4-nitro-

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Condensed phase thermochemistry data

Go To: Top, Phase change data, Reaction thermochemistry data, IR Spectrum, Mass spectrum (electron ionization), 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
Deltafsolid-11.65kcal/molCcbMasalitinova, Oleinikova, et al., 1981ALS
Quantity Value Units Method Reference Comment
Deltacsolid-694.90 ± 0.76kcal/molCcbMasalitinova, Oleinikova, et al., 1981ALS

Constant pressure heat capacity of solid

Cp,solid (cal/mol*K) Temperature (K) Reference Comment
59.80298.Marchidan and Ciopec, 1978T = 298 to 467 K.; DH

Phase change 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 as indicated in comments:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny, director
AC - William E. Acree, Jr., James S. Chickos
DH - Eugene S. Domalski and Elizabeth D. Hearing

Quantity Value Units Method Reference Comment
Tboil515.2KN/AWeast and Grasselli, 1989BS
Tboil512.25KN/ALecat, 1947Uncertainty assigned by TRC = 0.6 K; TRC
Tboil512.25KN/ALecat, 1943Uncertainty assigned by TRC = 0.5 K; TRC
Quantity Value Units Method Reference Comment
Tfus356. ± 2.KAVGN/AAverage of 10 values; Individual data points
Quantity Value Units Method Reference Comment
Deltasub17.9 ± 0.02kcal/molGSVerevkin and Schick, 2003Based on data from 303. - 339. K.; AC

Reduced pressure boiling point

Tboil (K) Pressure (atm) Reference Comment
386.20.01Weast and Grasselli, 1989BS

Enthalpy of vaporization

DeltavapH (kcal/mol) Temperature (K) Method Reference Comment
12.3400.AStephenson and Malanowski, 1987Based on data from 385. - 515. K.; AC
8.8193518.N/AVorob'ev, Borisov, et al., 1981DH

Entropy of vaporization

DeltavapS (cal/mol*K) Temperature (K) Reference Comment
17.0518.Vorob'ev, Borisov, et al., 1981DH

Enthalpy of sublimation

DeltasubH (kcal/mol) Temperature (K) Method Reference Comment
19.9293.MEStephenson and Malanowski, 1987Based on data from 283. - 303. K. See also Swan and Mack, 1925.; AC

Enthalpy of fusion

DeltafusH (kcal/mol) Temperature (K) Method Reference Comment
3.592355.1N/AStraka, Ruzicka, et al., 2007AC
3.865356.1DSCVerevkin and Schick, 2003AC
2.832354.6N/ADomalski and Hearing, 1996AC
3.37357.N/AMasalitinova, Oleinikova, et al., 1981, 2AC
4.3093358.N/AVorob'ev, Borisov, et al., 1981DH
2.8322354.6N/AMarchidan and Ciopec, 1978DH

Entropy of fusion

DeltafusS (cal/mol*K) Temperature (K) Reference Comment
16.7358.Vorob'ev, Borisov, et al., 1981DH
7.98354.6Marchidan and Ciopec, 1978DH

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

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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:
B - John E. Bartmess
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias

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

Bromine anion + Benzene, 1-chloro-4-nitro- = (Bromine anion bullet Benzene, 1-chloro-4-nitro-)

By formula: Br- + C6H4ClNO2 = (Br- bullet C6H4ClNO2)

Quantity Value Units Method Reference Comment
Deltar16.1 ± 1.8kcal/molIMREPaul and Kebarle, 1991gas phase; «DELTA»Gaff at 423 K, «DELTA»Saff taken as that of mCF3-nitrobenzene..Br-; B,M
Quantity Value Units Method Reference Comment
Deltar22.cal/mol*KN/APaul and Kebarle, 1991gas phase; Entropy change calculated or estimated; M
Quantity Value Units Method Reference Comment
Deltar6.7 ± 1.0kcal/molIMREPaul and Kebarle, 1991gas phase; «DELTA»Gaff at 423 K, «DELTA»Saff taken as that of mCF3-nitrobenzene..Br-; B

Free energy of reaction

DeltarG° (kcal/mol) T (K) Method Reference Comment
6.7423.PHPMSPaul and Kebarle, 1991gas phase; Entropy change calculated or estimated; M

IR Spectrum

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Data compiled by: Coblentz Society, Inc.

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


Mass spectrum (electron ionization)

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

Spectrum

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Mass spectrum
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Additional Data

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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 Japan AIST/NIMC Database- Spectrum MS-NW-1367
NIST MS number 229516

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.


References

Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, IR Spectrum, Mass spectrum (electron ionization), Notes

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

Masalitinova, Oleinikova, et al., 1981
Masalitinova, T.N.; Oleinikova, T.P.; Ryadnenko, V.L.; Kiseleva, N.N.; Lebedeva, N.D., Thermal effects of the hydrogenation of chloronitrobenzenes, J. Appl. Chem. USSR, 1981, 54, 1551-1554, In original 1799. [all data]

Marchidan and Ciopec, 1978
Marchidan, D.I.; Ciopec, M., Relative enthalpies and related thermodynamic functions of some organic compounds by drop calorimetry, J. Therm. Anal., 1978, 14, 131-150. [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]

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

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

Verevkin and Schick, 2003
Verevkin, Sergey P.; Schick, Christoph, Determination of vapor pressures, enthalpies of sublimation, enthalpies of vaporization, and enthalpies of fusion of a series of chloro-aminobenzenes and chloro-nitrobenzenes, Fluid Phase Equilibria, 2003, 211, 2, 161-177, https://doi.org/10.1016/S0378-3812(03)00181-X . [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]

Vorob'ev, Borisov, et al., 1981
Vorob'ev, G.I.; Borisov, N.N.; Novikova, G.A.; Efimova, V.L., Physicochemical properties of 2,4-dichloro-1-(4-nitrophenoxy)benzene, Khim. Prom. (Moscow), 1981, (12), 728. [all data]

Swan and Mack, 1925
Swan, Thomas H.; Mack, Edward, VAPOR PRESSURES OF ORGANIC CRYSTALS BY AN EFFUSION METHOD, J. Am. Chem. Soc., 1925, 47, 8, 2112-2116, https://doi.org/10.1021/ja01685a005 . [all data]

Straka, Ruzicka, et al., 2007
Straka, Martin; Ruzicka, Kvetoslav; Ruzicka, Vlastimil, Heat Capacities of Chloroanilines and Chloronitrobenzenes, J. Chem. Eng. Data, 2007, 52, 4, 1375-1380, https://doi.org/10.1021/je700080k . [all data]

Domalski and Hearing, 1996
Domalski, Eugene S.; Hearing, Elizabeth D., Heat Capacities and Entropies of Organic Compounds in the Condensed Phase. Volume III, J. Phys. Chem. Ref. Data, 1996, 25, 1, 1, https://doi.org/10.1063/1.555985 . [all data]

Masalitinova, Oleinikova, et al., 1981, 2
Masalitinova, T.N.; Oleinikova, T.P.; Ryadnenko, V.L.; Kiseleva, N.N.; Lebedeva, N.D., Zh. Prikl. Khim. (Leningrad), 1981, 54, 1799. [all data]

Paul and Kebarle, 1991
Paul, G.J.C.; Kebarle, P., Stabilities of Complexes of Br- with Substituted Benzenes (SB) Based on Determinations of the Gas-Phase Equilibria Br- + SB = (BrSB)-, J. Am. Chem. Soc., 1991, 113, 4, 1148, https://doi.org/10.1021/ja00004a014 . [all data]


Notes

Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, IR Spectrum, Mass spectrum (electron ionization), References