Benzene, (fluoromethyl)-
- Formula: C7H7F
- Molecular weight: 110.1289
- IUPAC Standard InChIKey: MBXXQYJBFRRFCK-UHFFFAOYSA-N
- CAS Registry Number: 350-50-5
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
The 3d structure may be viewed using Java or Javascript. - Species with the same structure:
- Other names: Toluene, α-fluoro-; α-Fluorotoluene; (Fluoromethyl)benzene; Benzyl fluoride
- Information on this page:
- Other data available:
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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 |
---|---|---|---|---|---|
ΔfH°gas | -30.18 ± 0.17 | kcal/mol | Ccr | Schaffer, Verevkin, et al., 1997 |
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
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 412. | K | N/A | PCR Inc., 1990 | BS |
Tboil | 413. | K | N/A | American Tokyo Kasei, 1988 | BS |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 210.7 | K | N/A | Meva'a and Lichanot, 1990 | Uncertainty assigned by TRC = 0.3 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 11.0 ± 0.07 | kcal/mol | GS | Krasnykh, Vasiltsova, et al., 2002 | Based on data from 278. to 318. K.; AC |
ΔvapH° | 11.1 | kcal/mol | CGC | Krasnykh, Vasiltsova, et al., 2002 | AC |
ΔvapH° | 11.07 ± 0.062 | kcal/mol | V | Schaffer, Verevkin, et al., 1997 | ALS |
ΔvapH° | 11.1 ± 0.07 | kcal/mol | GS | Schaffer, Verevkin, et al., 1997 | Based on data from 278. to 318. K.; AC |
ΔvapH° | 10.6 ± 0.1 | kcal/mol | N/A | Ashcroft, 1976 | AC |
Reduced pressure boiling point
Tboil (K) | Pressure (atm) | Reference | Comment |
---|---|---|---|
413.0 | 0.991 | Weast and Grasselli, 1989 | BS |
313.2 | 0.018 | Weast and Grasselli, 1989 | BS |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
10.4 | 312. | A | Stephenson and Malanowski, 1987 | Based on data from 297. to 410. K.; AC |
10.6 | 312. | I | Ashcroft, 1976 | Based on data from 298. to 356. K.; 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 by: John E. Bartmess
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
By formula: F- + C7H7F = (F- • C7H7F)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 24.4 ± 2.0 | kcal/mol | IMRE | Larson and McMahon, 1983 | gas phase |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 16.5 ± 2.0 | kcal/mol | IMRE | Larson and McMahon, 1983 | gas phase |
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 as indicated in comments:
LBLHLM - Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard
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 C7H7F+ (ion structure unspecified)
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
9.2 | PE | Peel and Von Nagy-Felsobuki, 1987 | LBLHLM |
9.4 | EI | Yeo and Williams, 1970 | RDSH |
9.56 | PE | Peel and Von Nagy-Felsobuki, 1987 | Vertical value; LBLHLM |
9.55 | PE | Schmidt and Schweig, 1973 | Vertical value; LLK |
Appearance energy determinations
Ion | AE (eV) | Other Products | Method | Reference | Comment |
---|---|---|---|---|---|
C7H6F+ | 12.2 | H | EI | Yeo and Williams, 1970 | RDSH |
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
View image of digitized spectrum (can be printed in landscape orientation).
Due to licensing restrictions, this spectrum cannot be downloaded.
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-7141 |
NIST MS number | 235765 |
Gas Chromatography
Go To: Top, Gas phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, 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 by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Normal alkane RI, non-polar column, temperature ramp
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | OV-101 | 830. | Zenkevich, Eliseenkov, et al., 2006 | Nitrogen, 6. K/min, 240. C @ 10. min; Column length: 25. m; Column diameter: 0.20 mm; Tstart: 60. C |
Capillary | OV-101 | 864. | Zenkevich, 2005 | 25. m/0.20 mm/0.10 μm, N2/He, 6. K/min; Tstart: 50. C; Tend: 250. C |
Capillary | OV-101 | 830. | Zenkevich, Makarov, et al., 2005 | 25. m/0.25 mm/0.20 μm, Nitrogen, 60. C @ 0. min, 8. K/min, 240. C @ 0. min |
References
Go To: Top, Gas phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Mass spectrum (electron ionization), Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Schaffer, Verevkin, et al., 1997
Schaffer, F.; Verevkin, S.P.; Rieger, H.J.; Beckhaus, H.D.; Ruchardt, C.,
Enthalpies of formation of a series of fluorinated hydrocarbons and strain-free group increments to assess polar and anomeric stabilization and strain,
Liebigs Ann., 1997, 1333-1344. [all data]
PCR Inc., 1990
PCR Inc.,
Research Chemicals Catalog 1990-1991, PCR Inc., Gainesville, FL, 1990, 1. [all data]
American Tokyo Kasei, 1988
American Tokyo Kasei,
TCI American Organic Chemical 88/89 Catalog, American Tokyo Kasei, Portland, OR, 1988, 1610. [all data]
Meva'a and Lichanot, 1990
Meva'a, L.M.; Lichanot, A.,
Thermodynamic properties in condensed phase of ortho, meta and para fluorotoluene, cresol and toluidine,
Thermochim. Acta, 1990, 158, 335. [all data]
Krasnykh, Vasiltsova, et al., 2002
Krasnykh, Eugen L.; Vasiltsova, Tatiana V.; Verevkin, Sergey P.; Heintz, Andreas,
Vapor Pressures and Enthalpies of Vaporization of Benzyl Halides and Benzyl Ethers,
J. Chem. Eng. Data, 2002, 47, 6, 1372-1378, https://doi.org/10.1021/je020034h
. [all data]
Ashcroft, 1976
Ashcroft, Stanley J.,
Vapor pressures and enthalpies of vaporization of benzyl halides,
J. Chem. Eng. Data, 1976, 21, 4, 397-398, https://doi.org/10.1021/je60071a009
. [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]
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]
Larson and McMahon, 1983
Larson, J.W.; McMahon, T.B.,
Strong hydrogen bonding in gas-phase anions. An ion cyclotron resonance determination of fluoride binding energetics to bronsted acids from gas-phase fluoride exchange equilibria measurements,
J. Am. Chem. Soc., 1983, 105, 2944. [all data]
Peel and Von Nagy-Felsobuki, 1987
Peel, J.B.; Von Nagy-Felsobuki, E.I.,
The photoelectron spectra of the fluorotoluenes,
J. Mol. Struct., 1987, 159, 195. [all data]
Yeo and Williams, 1970
Yeo, A.N.H.; Williams, D.H.,
Rearrangement in the molecular ions of halogenotoluenes prior to fragmentation in the mass spectrometer,
Chem. Commun., 1970, 886. [all data]
Schmidt and Schweig, 1973
Schmidt, H.; Schweig, A.,
C-Hal hyperkonjugation,
Tetrahedron Lett., 1973, 981. [all data]
Zenkevich, Eliseenkov, et al., 2006
Zenkevich, I.G.; Eliseenkov, E.V.; Kasatochkin, A.N.,
Application of Retention Indices in GC-MS Identification of Halogenated Organic Compounds,
Mass Spectromery (Rus.), 2006, 3, 2, 131-140. [all data]
Zenkevich, 2005
Zenkevich, I.G.,
Experimentally measured retention indices., 2005. [all data]
Zenkevich, Makarov, et al., 2005
Zenkevich, I.G.; Makarov, A.A.; Eliseenkov, E.V.,
The XXIX Symposium Chromatographic Methods of Investigating the Organic Compounds. Book of Abstracts, Retention indices of some fluorinated arenes C7-C9 on polar inorganic sorbents. Unusual behavior of Silipor 600, Institute of Chemistry, Silesian University, Katowice, Poland, 2005, 43. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Mass spectrum (electron ionization), Gas Chromatography, References
- Symbols used in this document:
AE Appearance energy Tboil Boiling point Tfus Fusion (melting) point ΔfH°gas Enthalpy of formation of gas at standard conditions ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy of reaction at standard conditions ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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