Benzene, 1-nitro-3-(trifluoromethyl)-


Condensed 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
Δcliquid-3228.kJ/molCcbSwarts, 1919Not corrected for CODATA value of ΔfH

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
AC - William E. Acree, Jr., James S. Chickos

Quantity Value Units Method Reference Comment
Tboil475.7KN/AAldrich Chemical Company Inc., 1990BS

Enthalpy of vaporization

ΔvapH (kJ/mol) Temperature (K) Method Reference Comment
53.8356.AStephenson and Malanowski, 1987Based on data from 341. to 475. K. See also Kardon and Saylor, 1953 and Dykyj, Svoboda, et al., 1999.; AC

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-nitro-3-(trifluoromethyl)- = (Bromine anion • Benzene, 1-nitro-3-(trifluoromethyl)-)

By formula: Br- + C7H4F3NO2 = (Br- • C7H4F3NO2)

Quantity Value Units Method Reference Comment
Δr77.4 ± 7.5kJ/molTDAsPaul and Kebarle, 1991gas phase; ΔGaff at 423 K; B,M
Quantity Value Units Method Reference Comment
Δr93.3J/mol*KPHPMSPaul and Kebarle, 1991gas phase; M
Quantity Value Units Method Reference Comment
Δr38. ± 4.2kJ/molTDAsPaul and Kebarle, 1991gas phase; ΔGaff at 423 K; B

Chlorine anion + Benzene, 1-nitro-3-(trifluoromethyl)- = (Chlorine anion • Benzene, 1-nitro-3-(trifluoromethyl)-)

By formula: Cl- + C7H4F3NO2 = (Cl- • C7H4F3NO2)

Quantity Value Units Method Reference Comment
Δr81.6 ± 4.2kJ/molTDAsChowdhury and Kebarle, 1986gas phase; B,M
Quantity Value Units Method Reference Comment
Δr74.9J/mol*KPHPMSChowdhury and Kebarle, 1986gas phase; M
Quantity Value Units Method Reference Comment
Δr59.0 ± 6.7kJ/molTDAsChowdhury and Kebarle, 1986gas phase; B

F6S- + Benzene, 1-nitro-3-(trifluoromethyl)- = (F6S- • Benzene, 1-nitro-3-(trifluoromethyl)-)

By formula: F6S- + C7H4F3NO2 = (F6S- • C7H4F3NO2)

Quantity Value Units Method Reference Comment
Δr71.1 ± 4.2kJ/molTDAsChowdhury and Kebarle, 1986gas phase; B
Quantity Value Units Method Reference Comment
Δr38. ± 6.7kJ/molTDAsChowdhury and Kebarle, 1986gas phase; B

F6S- + Benzene, 1-nitro-3-(trifluoromethyl)- = (F6S- • Benzene, 1-nitro-3-(trifluoromethyl)-)

By formula: F6S- + C7H4F3NO2 = (F6S- • C7H4F3NO2)

Quantity Value Units Method Reference Comment
Δr71.1kJ/molPHPMSChowdhury and Kebarle, 1986gas phase; M
Quantity Value Units Method Reference Comment
Δr112.J/mol*KPHPMSChowdhury and Kebarle, 1986gas phase; M

Gas phase ion energetics 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: John E. Bartmess

Electron affinity determinations

EA (eV) Method Reference Comment
1.41 ± 0.10TDEqChowdhury, Heinis, et al., 1986ΔGea(423 K) = -31.6 kcal/mol, ΔS = -2.5 eu
1.370 ± 0.087IMREHuh, Kang, et al., 1999ΔG(EA) 343K; anchored to ΔG value. Including anchor ΔS, EA is ca. 0.4 kcal/mol more bound.
<1.410 ± 0.050PDMock and Grimsrud, 1989 
1.405 ± 0.048IMREFukuda and McIver, 1985ΔGea(355 K) = -31.5 kcal/mol; ΔSea =-2.5, est. from data in Chowdhury, Heinis, et al., 1986

Ion clustering 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. Searches may be limited to ion clustering reactions. A general reaction search form is also available.

Clustering reactions

Bromine anion + Benzene, 1-nitro-3-(trifluoromethyl)- = (Bromine anion • Benzene, 1-nitro-3-(trifluoromethyl)-)

By formula: Br- + C7H4F3NO2 = (Br- • C7H4F3NO2)

Quantity Value Units Method Reference Comment
Δr77.4 ± 7.5kJ/molTDAsPaul and Kebarle, 1991gas phase; ΔGaff at 423 K; B,M
Quantity Value Units Method Reference Comment
Δr93.3J/mol*KPHPMSPaul and Kebarle, 1991gas phase; M
Quantity Value Units Method Reference Comment
Δr38. ± 4.2kJ/molTDAsPaul and Kebarle, 1991gas phase; ΔGaff at 423 K; B

Chlorine anion + Benzene, 1-nitro-3-(trifluoromethyl)- = (Chlorine anion • Benzene, 1-nitro-3-(trifluoromethyl)-)

By formula: Cl- + C7H4F3NO2 = (Cl- • C7H4F3NO2)

Quantity Value Units Method Reference Comment
Δr81.6 ± 4.2kJ/molTDAsChowdhury and Kebarle, 1986gas phase; B,M
Quantity Value Units Method Reference Comment
Δr74.9J/mol*KPHPMSChowdhury and Kebarle, 1986gas phase; M
Quantity Value Units Method Reference Comment
Δr59.0 ± 6.7kJ/molTDAsChowdhury and Kebarle, 1986gas phase; B

F6S- + Benzene, 1-nitro-3-(trifluoromethyl)- = (F6S- • Benzene, 1-nitro-3-(trifluoromethyl)-)

By formula: F6S- + C7H4F3NO2 = (F6S- • C7H4F3NO2)

Quantity Value Units Method Reference Comment
Δr71.1 ± 4.2kJ/molTDAsChowdhury and Kebarle, 1986gas phase; B
Quantity Value Units Method Reference Comment
Δr38. ± 6.7kJ/molTDAsChowdhury and Kebarle, 1986gas phase; B

F6S- + Benzene, 1-nitro-3-(trifluoromethyl)- = (F6S- • Benzene, 1-nitro-3-(trifluoromethyl)-)

By formula: F6S- + C7H4F3NO2 = (F6S- • C7H4F3NO2)

Quantity Value Units Method Reference Comment
Δr71.1kJ/molPHPMSChowdhury and Kebarle, 1986gas phase; M
Quantity Value Units Method Reference Comment
Δr112.J/mol*KPHPMSChowdhury and Kebarle, 1986gas phase; M

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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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 NIST Mass Spectrometry Data Center, 1998.
NIST MS number 291446

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References

Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Ion clustering data, 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.

Swarts, 1919
Swarts, F., Etudes thermochimiques sur les combinaisons organiques fluorees, J. Chim. Phys., 1919, 17, 3-70. [all data]

Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc., Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [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]

Kardon and Saylor, 1953
Kardon, Samuel; Saylor, John H., The Vapor Pressures of Some Substituted Benzotrifluorides 1, J. Am. Chem. Soc., 1953, 75, 8, 1997-1997, https://doi.org/10.1021/ja01104a512 . [all data]

Dykyj, Svoboda, et al., 1999
Dykyj, J.; Svoboda, J.; Wilhoit, R.C.; Frenkel, M.L.; Hall, K.R., Vapor Pressure of Chemicals: Part A. Vapor Pressure and Antoine Constants for Hydrocarbons and Sulfur, Selenium, Tellurium and Hydrogen Containing Organic Compounds, Springer, Berlin, 1999, 373. [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]

Chowdhury and Kebarle, 1986
Chowdhury, S.; Kebarle, P., Role of Binding Energies in A-.B and A.B- Complexes in the Kinetics of Gas Phase Electron Transfer Reactions:A- + B = A + B- Involving Perfluoro Compounds: SF6, C6F11CF3, J. Chem. Phys., 1986, 85, 9, 4989, https://doi.org/10.1063/1.451687 . [all data]

Chowdhury, Heinis, et al., 1986
Chowdhury, S.; Heinis, T.; Grimsrud, E.P.; Kebarle, P., Entropy Changes and Electron Affinities from Gas-Phase Electron Transfer Equilibria: A- + B = A + B-, J. Phys. Chem., 1986, 90, 12, 2747, https://doi.org/10.1021/j100403a037 . [all data]

Huh, Kang, et al., 1999
Huh, C.; Kang, C.H.; Lee, H.W.; Nakamura, H.; Mishima, M.; Tsuno, Y.; Yamataka, H., Thermodynamic stabilities and resonance demand of aromatic radical anions in the gas phase, Bull. Chem. Soc. Japan, 1999, 72, 5, 1083-1091, https://doi.org/10.1246/bcsj.72.1083 . [all data]

Mock and Grimsrud, 1989
Mock, R.S.; Grimsrud, E.P., Gas-Phase Electron Photodetachment Spectroscopy of the Molecular Anions of Nitroaromatic Hydrocarbons at Atmospheric Pressure, J. Am. Chem. Soc., 1989, 111, 8, 2861, https://doi.org/10.1021/ja00190a020 . [all data]

Fukuda and McIver, 1985
Fukuda, E.K.; McIver, R.T., Jr., Relative electron affinities of substituted benzophenones, nitrobenzenes, and quinones. [Anchored to EA(SO2) from 74CEL/BEN], J. Am. Chem. Soc., 1985, 107, 2291. [all data]


Notes

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