Benzene, fluoro-

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Condensed phase thermochemistry data

Go To: Top, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Ion clustering data, IR Spectrum, 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
Δfliquid-36.04 ± 0.34kcal/molCcrGood, Scott, et al., 1956Corrected for CODATA value of ΔfH; ALS
Quantity Value Units Method Reference Comment
Δcliquid-741.86 ± 0.29kcal/molCcrGood, Scott, et al., 1956Corrected for CODATA value of ΔfH; ALS
Δcliquid-747.2kcal/molCcbSwarts, 1919Not corrected for CODATA value of ΔfH; ALS
Quantity Value Units Method Reference Comment
liquid49.221cal/mol*KN/AScott, McCullough, et al., 1956DH
liquid46.61cal/mol*KN/AStull, 1937Extrapolation below 91 K, 42.55 J/mol*K.; DH

Constant pressure heat capacity of liquid

Cp,liquid (cal/mol*K) Temperature (K) Reference Comment
34.964298.15Roux, Grolier, et al., 1984DH
34.981298.15Scott, McCullough, et al., 1956T = 14 to 350 K.; DH
35.031298.1Stull, 1937T = 90 to 320 K.; DH

Phase change data

Go To: Top, Condensed phase thermochemistry data, Reaction thermochemistry data, Gas phase ion energetics data, Ion clustering data, IR Spectrum, 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:
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
DH - Eugene S. Domalski and Elizabeth D. Hearing

Quantity Value Units Method Reference Comment
Tboil358.0 ± 0.3KAVGN/AAverage of 6 values; Individual data points
Quantity Value Units Method Reference Comment
Tfus230.96KN/AGoates, Ott, et al., 1976Uncertainty assigned by TRC = 0.06 K; TRC
Tfus231.25KN/ATimmermans, 1952Uncertainty assigned by TRC = 0.5 K; TRC
Tfus231.3KN/ATimmermans, 1935Uncertainty assigned by TRC = 1. K; TRC
Tfus231.25KN/ATimmermans, 1934Uncertainty assigned by TRC = 0.4 K; TRC
Quantity Value Units Method Reference Comment
Ttriple230.92KN/AScott, McCullough, et al., 1956, 2Uncertainty assigned by TRC = 0.08 K; by extrapolation of 1/f to 0.0; TRC
Ttriple230.94KN/AScott, McCullough, et al., 1956, 2Uncertainty assigned by TRC = 0.05 K; TRC
Ttriple231.1KN/AStull, 1937, 2Uncertainty assigned by TRC = 0.2 K; TRC
Quantity Value Units Method Reference Comment
Tc560.1KN/AMajer and Svoboda, 1985 
Tc560.1KN/AAmbrose, Cox, et al., 1960Uncertainty assigned by TRC = 0.2 K; Visual, PRT, IPTS-48; TRC
Tc560.070KN/ADouslin, Moore, et al., 1958Uncertainty assigned by TRC = 0.07 K; TRC
Tc559.7KN/AYoung, 1889Uncertainty assigned by TRC = 0.6 K; by visual observation of meniscus; TRC
Quantity Value Units Method Reference Comment
Pc44.910atmN/ADouslin, Moore, et al., 1958Uncertainty assigned by TRC = 0.0499 atm; TRC
Pc44.6211atmN/AYoung, 1889Uncertainty assigned by TRC = 0.3947 atm; vapor pressure at critical temperature; TRC
Quantity Value Units Method Reference Comment
Vc0.269l/molN/ADouslin, Moore, et al., 1958Uncertainty assigned by TRC = 0.008 l/mol; TRC
Vc0.462l/molN/AYoung, 1889Uncertainty assigned by TRC = 0.004 l/mol; TRC
Quantity Value Units Method Reference Comment
Δvap8.289kcal/molN/AMajer and Svoboda, 1985 
Δvap8.25kcal/molN/ABoublik, Fried, et al., 1984Based on data from 255. to 360. K. See also Basarová and Svoboda, 1991.; AC
Δvap8.253kcal/molVFindlay, 1969ALS
Δvap8.27kcal/molVScott, McCullough, et al., 1956, 3ALS

Enthalpy of vaporization

ΔvapH (kcal/mol) Temperature (K) Method Reference Comment
7.455357.9N/AMajer and Svoboda, 1985 
7.62373.AStephenson and Malanowski, 1987Based on data from 358. to 530. K.; AC
7.60388.AStephenson and Malanowski, 1987Based on data from 373. to 419. K.; AC
7.41429.AStephenson and Malanowski, 1987Based on data from 414. to 501. K.; AC
7.39512.AStephenson and Malanowski, 1987Based on data from 497. to 561. K.; AC
8.03327.EBStephenson and Malanowski, 1987Based on data from 312. to 394. K. See also Scott, McCullough, et al., 1956.; AC
8.01 ± 0.02318.CScott, McCullough, et al., 1956AC
7.74 ± 0.02337.CScott, McCullough, et al., 1956AC
7.46 ± 0.02358.CScott, McCullough, et al., 1956AC
7.10 ± 0.02382.CScott, McCullough, et al., 1956AC

Enthalpy of vaporization

ΔvapH = A exp(-βTr) (1 − Tr)β
    ΔvapH = Enthalpy of vaporization (at saturation pressure) (kcal/mol)
    Tr = reduced temperature (T / Tc)

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Temperature (K) A (kcal/mol) β Tc (K) Reference Comment
318. to 382.11.90.2823560.1Majer and Svoboda, 1985 

Antoine Equation Parameters

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

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Temperature (K) A B C Reference Comment
255.30 to 357.004.356541409.848-34.792Young, 1889, 2Coefficents calculated by NIST from author's data.

Enthalpy of fusion

ΔfusH (kcal/mol) Temperature (K) Reference Comment
2.7020230.94Scott, McCullough, et al., 1956DH
2.703230.9Domalski and Hearing, 1996AC
2.4849231.10Stull, 1937DH

Entropy of fusion

ΔfusS (cal/mol*K) Temperature (K) Reference Comment
11.70230.94Scott, McCullough, et al., 1956DH
10.75231.10Stull, 1937DH

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, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, Ion clustering data, IR Spectrum, 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:
B - John E. Bartmess
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias
RCD - Robert C. Dunbar

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

C6H4F- + Hydrogen cation = Benzene, fluoro-

By formula: C6H4F- + H+ = C6H5F

Quantity Value Units Method Reference Comment
Δr386.8 ± 2.1kcal/molG+TSBuker, Nibbering, et al., 1997gas phase; B
Δr387.3 ± 2.1kcal/molG+TSAndrade and Riveros, 1996gas phase; B
Δr387.2 ± 2.5kcal/molTDEqMeot-ner and Kafafi, 1988gas phase; anchored to 88MEO scale, not the "87 acidity scale". The Kiefer, Zhang, et al., 1997 BDE is for ortho.; B
Δr387.2 ± 2.5kcal/molBranWenthold and Squires, 1995gas phase; By HO- cleavage of substituted silanes; B
Δr387.2 ± 5.4kcal/molG+TSBriscese and Riveros, 1975gas phase; B
Quantity Value Units Method Reference Comment
Δr378.6 ± 2.0kcal/molIMREBuker, Nibbering, et al., 1997gas phase; B
Δr379.1 ± 2.0kcal/molIMREAndrade and Riveros, 1996gas phase; B
Δr378.9 ± 2.0kcal/molTDEqMeot-ner and Kafafi, 1988gas phase; anchored to 88MEO scale, not the "87 acidity scale". The Kiefer, Zhang, et al., 1997 BDE is for ortho.; B
Δr379.0 ± 2.6kcal/molH-TSWenthold and Squires, 1995gas phase; By HO- cleavage of substituted silanes; B
Δr379.0 ± 5.3kcal/molIMRBBriscese and Riveros, 1975gas phase; B

Bromine anion + Benzene, fluoro- = (Bromine anion • Benzene, fluoro-)

By formula: Br- + C6H5F = (Br- • C6H5F)

Quantity Value Units Method Reference Comment
Δr10.6 ± 1.6kcal/molIMREPaul and Kebarle, 1991gas phase; ΔGaff measured at 303 K, corrected to 423 K, ΔSaff taken as that of PhNO2..Br-; B,M
Quantity Value Units Method Reference Comment
Δr20.cal/mol*KN/APaul and Kebarle, 1991gas phase; Entropy change calculated or estimated; M
Quantity Value Units Method Reference Comment
Δr2.1 ± 1.0kcal/molIMREPaul and Kebarle, 1991gas phase; ΔGaff measured at 303 K, corrected to 423 K, ΔSaff taken as that of PhNO2..Br-; B

Free energy of reaction

ΔrG° (kcal/mol) T (K) Method Reference Comment
2.1423.PHPMSPaul and Kebarle, 1991gas phase; Entropy change calculated or estimated; M

C6H5F+ + Benzene, fluoro- = (C6H5F+ • Benzene, fluoro-)

By formula: C6H5F+ + C6H5F = (C6H5F+ • C6H5F)

Bond type: Charge transfer bond (positive ion)

Quantity Value Units Method Reference Comment
Δr7.1kcal/molPIRuhl, Bisling, et al., 1986gas phase; from vIP of perpendicular dimer; M
Δr14.1kcal/molPHPMSMeot-Ner (Mautner), Hamlet, et al., 1978gas phase; Entropy change calculated or estimated; M
Quantity Value Units Method Reference Comment
Δr27.cal/mol*KN/AMeot-Ner (Mautner), Hamlet, et al., 1978gas phase; Entropy change calculated or estimated; M

Free energy of reaction

ΔrG° (kcal/mol) T (K) Method Reference Comment
5.3356.PHPMSMeot-Ner (Mautner), Hamlet, et al., 1978gas phase; Entropy change calculated or estimated; M

C6H6+ + Benzene, fluoro- = (C6H6+ • Benzene, fluoro-)

By formula: C6H6+ + C6H5F = (C6H6+ • C6H5F)

Bond type: Charge transfer bond (positive ion)

Quantity Value Units Method Reference Comment
Δr6.6kcal/molPIRuhl, Bisling, et al., 1986gas phase; from vIP of perpendicular dimer; M
Δr17.0kcal/molPHPMSMeot-Ner (Mautner), Hamlet, et al., 1978gas phase; M
Quantity Value Units Method Reference Comment
Δr30.cal/mol*KPHPMSMeot-Ner (Mautner), Hamlet, et al., 1978gas phase; M

C6H4F- + Hydrogen cation = Benzene, fluoro-

By formula: C6H4F- + H+ = C6H5F

Quantity Value Units Method Reference Comment
Δr399.60 ± 0.90kcal/molBranWenthold and Squires, 1995gas phase; By HO- cleavage of substituted silanes; B
Quantity Value Units Method Reference Comment
Δr391.8 ± 1.0kcal/molH-TSWenthold and Squires, 1995gas phase; By HO- cleavage of substituted silanes; B

C6H4F- + Hydrogen cation = Benzene, fluoro-

By formula: C6H4F- + H+ = C6H5F

Quantity Value Units Method Reference Comment
Δr395.2 ± 2.0kcal/molBranWenthold and Squires, 1995gas phase; By HO- cleavage of substituted silanes; B
Quantity Value Units Method Reference Comment
Δr387.0 ± 2.1kcal/molH-TSWenthold and Squires, 1995gas phase; By HO- cleavage of substituted silanes; B

C6H7N+ + Benzene, fluoro- = (C6H7N+ • Benzene, fluoro-)

By formula: C6H7N+ + C6H5F = (C6H7N+ • C6H5F)

Bond type: Charge transfer bond (positive ion)

Quantity Value Units Method Reference Comment
Δr11.7kcal/molPHPMSMeot-Ner (Mautner) and El-Shall, 1986gas phase; M
Quantity Value Units Method Reference Comment
Δr26.5cal/mol*KPHPMSMeot-Ner (Mautner) and El-Shall, 1986gas phase; M

Nitric oxide anion + Benzene, fluoro- = (Nitric oxide anion • Benzene, fluoro-)

By formula: NO- + C6H5F = (NO- • C6H5F)

Quantity Value Units Method Reference Comment
Δr37.8kcal/molICRReents and Freiser, 1981gas phase; switching reaction,Thermochemical ladder(NO+)C2H5OH, Entropy change calculated or estimated; Farid and McMahon, 1978; M

Chlorine anion + Benzene, fluoro- = (Chlorine anion • Benzene, fluoro-)

By formula: Cl- + C6H5F = (Cl- • C6H5F)

Quantity Value Units Method Reference Comment
Δr5.90kcal/molTDEqFrench, Ikuta, et al., 1982gas phase; B

Free energy of reaction

ΔrG° (kcal/mol) T (K) Method Reference Comment
5.9300.PHPMSFrench, Ikuta, et al., 1982gas phase; M

C7H8+ + Benzene, fluoro- = (C7H8+ • Benzene, fluoro-)

By formula: C7H8+ + C6H5F = (C7H8+ • C6H5F)

Bond type: Charge transfer bond (positive ion)

Quantity Value Units Method Reference Comment
Δr3.9kcal/molPIRuhl, Bisling, et al., 1986gas phase; from vIP of perpendicular dimer; M

NH4+ + Benzene, fluoro- = (NH4+ • Benzene, fluoro-)

By formula: H4N+ + C6H5F = (H4N+ • C6H5F)

Quantity Value Units Method Reference Comment
Δr14.4kcal/molPHPMSDeakyne and Meot-Ner (Mautner), 1985gas phase; M
Quantity Value Units Method Reference Comment
Δr18.0cal/mol*KPHPMSDeakyne and Meot-Ner (Mautner), 1985gas phase; M

(V- • Benzene, fluoro-) + Benzene = (V- • Benzene • Benzene, fluoro-)

By formula: (V- • C6H5F) + C6H6 = (V- • C6H6 • C6H5F)

Quantity Value Units Method Reference Comment
Δr3. ± 15.kcal/molN/AJudai, Hirano, et al., 1997gas phase; B

V- + Benzene, fluoro- = (V- • Benzene, fluoro-)

By formula: V- + C6H5F = (V- • C6H5F)

Quantity Value Units Method Reference Comment
Δr14.4 ± 3.8kcal/molN/AJudai, Hirano, et al., 1997gas phase; B

(Lithium ion (1+) • Benzene, fluoro-) + Benzene, fluoro- = (Lithium ion (1+) • 2Benzene, fluoro-)

By formula: (Li+ • C6H5F) + C6H5F = (Li+ • 2C6H5F)

Quantity Value Units Method Reference Comment
Δr22.7 ± 0.7kcal/molCIDTAmunugama and Rodgers, 2002RCD

(Sodium ion (1+) • Benzene, fluoro-) + Benzene, fluoro- = (Sodium ion (1+) • 2Benzene, fluoro-)

By formula: (Na+ • C6H5F) + C6H5F = (Na+ • 2C6H5F)

Quantity Value Units Method Reference Comment
Δr15.7 ± 0.9kcal/molCIDTAmunugama and Rodgers, 2002RCD

(Cesium ion (1+) • Benzene, fluoro-) + Benzene, fluoro- = (Cesium ion (1+) • 2Benzene, fluoro-)

By formula: (Cs+ • C6H5F) + C6H5F = (Cs+ • 2C6H5F)

Quantity Value Units Method Reference Comment
Δr10.7 ± 1.1kcal/molCIDTAmunugama and Rodgers, 2002RCD

(Rubidium ion (1+) • Benzene, fluoro-) + Benzene, fluoro- = (Rubidium ion (1+) • 2Benzene, fluoro-)

By formula: (Rb+ • C6H5F) + C6H5F = (Rb+ • 2C6H5F)

Quantity Value Units Method Reference Comment
Δr11.3 ± 1.2kcal/molCIDTAmunugama and Rodgers, 2002RCD

(Potassium ion (1+) • Benzene, fluoro-) + Benzene, fluoro- = (Potassium ion (1+) • 2Benzene, fluoro-)

By formula: (K+ • C6H5F) + C6H5F = (K+ • 2C6H5F)

Quantity Value Units Method Reference Comment
Δr12.0 ± 0.7kcal/molCIDTAmunugama and Rodgers, 2002RCD

Lithium ion (1+) + Benzene, fluoro- = (Lithium ion (1+) • Benzene, fluoro-)

By formula: Li+ + C6H5F = (Li+ • C6H5F)

Quantity Value Units Method Reference Comment
Δr35.1 ± 5.0kcal/molCIDTAmunugama and Rodgers, 2002RCD

Sodium ion (1+) + Benzene, fluoro- = (Sodium ion (1+) • Benzene, fluoro-)

By formula: Na+ + C6H5F = (Na+ • C6H5F)

Quantity Value Units Method Reference Comment
Δr16.7 ± 0.8kcal/molCIDTAmunugama and Rodgers, 2002RCD

Cesium ion (1+) + Benzene, fluoro- = (Cesium ion (1+) • Benzene, fluoro-)

By formula: Cs+ + C6H5F = (Cs+ • C6H5F)

Quantity Value Units Method Reference Comment
Δr12.0 ± 1.2kcal/molCIDTAmunugama and Rodgers, 2002RCD

Rubidium ion (1+) + Benzene, fluoro- = (Rubidium ion (1+) • Benzene, fluoro-)

By formula: Rb+ + C6H5F = (Rb+ • C6H5F)

Quantity Value Units Method Reference Comment
Δr12.8 ± 1.3kcal/molCIDTAmunugama and Rodgers, 2002RCD

Potassium ion (1+) + Benzene, fluoro- = (Potassium ion (1+) • Benzene, fluoro-)

By formula: K+ + C6H5F = (K+ • C6H5F)

Quantity Value Units Method Reference Comment
Δr13.2 ± 0.7kcal/molCIDTAmunugama and Rodgers, 2002RCD

Chromium ion (1+) + Benzene, fluoro- = (Chromium ion (1+) • Benzene, fluoro-)

By formula: Cr+ + C6H5F = (Cr+ • C6H5F)

Quantity Value Units Method Reference Comment
Δr39.2kcal/molRAKRyzhov, 1999RCD

Gas phase ion energetics data

Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Ion clustering data, IR Spectrum, 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:
HL - Edward P. Hunter and Sharon G. Lias
L - Sharon G. Lias

Data compiled as indicated in comments:
B - John E. Bartmess
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
LL - Sharon G. Lias and Joel F. Liebman

View reactions leading to C6H5F+ (ion structure unspecified)

Quantity Value Units Method Reference Comment
IE (evaluated)9.20 ± 0.01eVN/AN/AL
Quantity Value Units Method Reference Comment
Proton affinity (review)180.7kcal/molN/AHunter and Lias, 1998HL
Quantity Value Units Method Reference Comment
Gas basicity173.7kcal/molN/AHunter and Lias, 1998HL

Ionization energy determinations

IE (eV) Method Reference Comment
9.20PEFujisawa, Ohno, et al., 1986LBLHLM
9.20PEKimura, Katsumata, et al., 1981LLK
9.22PESell, Mintz, et al., 1978LLK
9.17PEBehan, Johnstone, et al., 1976LLK
9.75EIBaldwin, Loudon, et al., 1976LLK
9.11PEDebies and Rabalais, 1973LLK
9.20SSmith and Raymonda, 1971LLK
9.20SGilbert and Sandorfy, 1971LLK
9.182PIMomigny, Goffart, et al., 1968RDSH
9.21 ± 0.04PEClark and Frost, 1967RDSH
9.20 ± 0.01PIWatanabe, Nakayama, et al., 1962RDSH
9.20PIBralsford, Harris, et al., 1960RDSH
9.200 ± 0.005SHammond, Price, et al., 1950RDSH
9.22PESell and Kupperman, 1978Vertical value; LLK
9.37PEKobayashi, 1978Vertical value; LLK
9.19PEStreets and Ceasar, 1973Vertical value; LLK
9.35 ± 0.03PEKlessinger, 1972Vertical value; LLK

Appearance energy determinations

Ion AE (eV) Other Products MethodReferenceComment
C2H3F+16.13 ± 0.13C4H2PIPECONishimura, Meisels, et al., 1991LL
C3H2F+15.13 ± 0.13C3H3PIPECONishimura, Meisels, et al., 1991LL
C3H2F+15.8 ± 0.1?EIMomigny, 1959RDSH
C3H3+15.13 ± 0.13C3H2FPIPECONishimura, Meisels, et al., 1991LL
C3H3+14.3 ± 0.1?EIMomigny, 1959RDSH
C4H2+15.13 ± 0.13C2H3FPIPECONishimura, Meisels, et al., 1991LL
C4H3F+13.14 ± 0.05C2H2PIPECONishimura, Meisels, et al., 1991LL
C4H3F+14.73C2H2EIHowe and Williams, 1969RDSH
C4H4+15.90 ± 0.09C2HFPIPECONishimura, Meisels, et al., 1991LL
C4H4+17.0 ± 0.1?EIMomigny, 1959RDSH
C5H2F+16.13 ± 0.13CH3PIPECONishimura, Meisels, et al., 1991LL
C5H3+15.13 ± 0.13CH2FPIPECONishimura, Meisels, et al., 1991LL
C6H4+15.4 ± 0.1HFEIMomigny, 1959RDSH
C6H4F+14.1HEIYeo and Williams, 1970RDSH
C6H5+13.10 ± 0.05FPIPECONishimura, Meisels, et al., 1991LL
C6H5+14.5 ± 0.1FEIMajer and Patrick, 1962RDSH

De-protonation reactions

C6H4F- + Hydrogen cation = Benzene, fluoro-

By formula: C6H4F- + H+ = C6H5F

Quantity Value Units Method Reference Comment
Δr386.8 ± 2.1kcal/molG+TSBuker, Nibbering, et al., 1997gas phase; B
Δr387.3 ± 2.1kcal/molG+TSAndrade and Riveros, 1996gas phase; B
Δr387.2 ± 2.5kcal/molTDEqMeot-ner and Kafafi, 1988gas phase; anchored to 88MEO scale, not the "87 acidity scale". The Kiefer, Zhang, et al., 1997 BDE is for ortho.; B
Δr387.2 ± 2.5kcal/molBranWenthold and Squires, 1995gas phase; By HO- cleavage of substituted silanes; B
Δr387.2 ± 5.4kcal/molG+TSBriscese and Riveros, 1975gas phase; B
Quantity Value Units Method Reference Comment
Δr378.6 ± 2.0kcal/molIMREBuker, Nibbering, et al., 1997gas phase; B
Δr379.1 ± 2.0kcal/molIMREAndrade and Riveros, 1996gas phase; B
Δr378.9 ± 2.0kcal/molTDEqMeot-ner and Kafafi, 1988gas phase; anchored to 88MEO scale, not the "87 acidity scale". The Kiefer, Zhang, et al., 1997 BDE is for ortho.; B
Δr379.0 ± 2.6kcal/molH-TSWenthold and Squires, 1995gas phase; By HO- cleavage of substituted silanes; B
Δr379.0 ± 5.3kcal/molIMRBBriscese and Riveros, 1975gas phase; B

C6H4F- + Hydrogen cation = Benzene, fluoro-

By formula: C6H4F- + H+ = C6H5F

Quantity Value Units Method Reference Comment
Δr399.60 ± 0.90kcal/molBranWenthold and Squires, 1995gas phase; By HO- cleavage of substituted silanes; B
Quantity Value Units Method Reference Comment
Δr391.8 ± 1.0kcal/molH-TSWenthold and Squires, 1995gas phase; By HO- cleavage of substituted silanes; B

C6H4F- + Hydrogen cation = Benzene, fluoro-

By formula: C6H4F- + H+ = C6H5F

Quantity Value Units Method Reference Comment
Δr395.2 ± 2.0kcal/molBranWenthold and Squires, 1995gas phase; By HO- cleavage of substituted silanes; B
Quantity Value Units Method Reference Comment
Δr387.0 ± 2.1kcal/molH-TSWenthold and Squires, 1995gas phase; By HO- cleavage of substituted silanes; B

Ion clustering data

Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, IR Spectrum, 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:
B - John E. Bartmess
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias
RCD - Robert C. Dunbar

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, fluoro- = (Bromine anion • Benzene, fluoro-)

By formula: Br- + C6H5F = (Br- • C6H5F)

Quantity Value Units Method Reference Comment
Δr10.6 ± 1.6kcal/molIMREPaul and Kebarle, 1991gas phase; ΔGaff measured at 303 K, corrected to 423 K, ΔSaff taken as that of PhNO2..Br-; B,M
Quantity Value Units Method Reference Comment
Δr20.cal/mol*KN/APaul and Kebarle, 1991gas phase; Entropy change calculated or estimated; M
Quantity Value Units Method Reference Comment
Δr2.1 ± 1.0kcal/molIMREPaul and Kebarle, 1991gas phase; ΔGaff measured at 303 K, corrected to 423 K, ΔSaff taken as that of PhNO2..Br-; B

Free energy of reaction

ΔrG° (kcal/mol) T (K) Method Reference Comment
2.1423.PHPMSPaul and Kebarle, 1991gas phase; Entropy change calculated or estimated; M

C6H5F+ + Benzene, fluoro- = (C6H5F+ • Benzene, fluoro-)

By formula: C6H5F+ + C6H5F = (C6H5F+ • C6H5F)

Bond type: Charge transfer bond (positive ion)

Quantity Value Units Method Reference Comment
Δr7.1kcal/molPIRuhl, Bisling, et al., 1986gas phase; from vIP of perpendicular dimer; M
Δr14.1kcal/molPHPMSMeot-Ner (Mautner), Hamlet, et al., 1978gas phase; Entropy change calculated or estimated; M
Quantity Value Units Method Reference Comment
Δr27.cal/mol*KN/AMeot-Ner (Mautner), Hamlet, et al., 1978gas phase; Entropy change calculated or estimated; M

Free energy of reaction

ΔrG° (kcal/mol) T (K) Method Reference Comment
5.3356.PHPMSMeot-Ner (Mautner), Hamlet, et al., 1978gas phase; Entropy change calculated or estimated; M

C6H6+ + Benzene, fluoro- = (C6H6+ • Benzene, fluoro-)

By formula: C6H6+ + C6H5F = (C6H6+ • C6H5F)

Bond type: Charge transfer bond (positive ion)

Quantity Value Units Method Reference Comment
Δr6.6kcal/molPIRuhl, Bisling, et al., 1986gas phase; from vIP of perpendicular dimer; M
Δr17.0kcal/molPHPMSMeot-Ner (Mautner), Hamlet, et al., 1978gas phase; M
Quantity Value Units Method Reference Comment
Δr30.cal/mol*KPHPMSMeot-Ner (Mautner), Hamlet, et al., 1978gas phase; M

C6H7N+ + Benzene, fluoro- = (C6H7N+ • Benzene, fluoro-)

By formula: C6H7N+ + C6H5F = (C6H7N+ • C6H5F)

Bond type: Charge transfer bond (positive ion)

Quantity Value Units Method Reference Comment
Δr11.7kcal/molPHPMSMeot-Ner (Mautner) and El-Shall, 1986gas phase; M
Quantity Value Units Method Reference Comment
Δr26.5cal/mol*KPHPMSMeot-Ner (Mautner) and El-Shall, 1986gas phase; M

C7H8+ + Benzene, fluoro- = (C7H8+ • Benzene, fluoro-)

By formula: C7H8+ + C6H5F = (C7H8+ • C6H5F)

Bond type: Charge transfer bond (positive ion)

Quantity Value Units Method Reference Comment
Δr3.9kcal/molPIRuhl, Bisling, et al., 1986gas phase; from vIP of perpendicular dimer; M

Chlorine anion + Benzene, fluoro- = (Chlorine anion • Benzene, fluoro-)

By formula: Cl- + C6H5F = (Cl- • C6H5F)

Quantity Value Units Method Reference Comment
Δr5.90kcal/molTDEqFrench, Ikuta, et al., 1982gas phase; B

Free energy of reaction

ΔrG° (kcal/mol) T (K) Method Reference Comment
5.9300.PHPMSFrench, Ikuta, et al., 1982gas phase; M

Chromium ion (1+) + Benzene, fluoro- = (Chromium ion (1+) • Benzene, fluoro-)

By formula: Cr+ + C6H5F = (Cr+ • C6H5F)

Quantity Value Units Method Reference Comment
Δr39.2kcal/molRAKRyzhov, 1999RCD

Cesium ion (1+) + Benzene, fluoro- = (Cesium ion (1+) • Benzene, fluoro-)

By formula: Cs+ + C6H5F = (Cs+ • C6H5F)

Quantity Value Units Method Reference Comment
Δr12.0 ± 1.2kcal/molCIDTAmunugama and Rodgers, 2002RCD

(Cesium ion (1+) • Benzene, fluoro-) + Benzene, fluoro- = (Cesium ion (1+) • 2Benzene, fluoro-)

By formula: (Cs+ • C6H5F) + C6H5F = (Cs+ • 2C6H5F)

Quantity Value Units Method Reference Comment
Δr10.7 ± 1.1kcal/molCIDTAmunugama and Rodgers, 2002RCD

NH4+ + Benzene, fluoro- = (NH4+ • Benzene, fluoro-)

By formula: H4N+ + C6H5F = (H4N+ • C6H5F)

Quantity Value Units Method Reference Comment
Δr14.4kcal/molPHPMSDeakyne and Meot-Ner (Mautner), 1985gas phase; M
Quantity Value Units Method Reference Comment
Δr18.0cal/mol*KPHPMSDeakyne and Meot-Ner (Mautner), 1985gas phase; M

Potassium ion (1+) + Benzene, fluoro- = (Potassium ion (1+) • Benzene, fluoro-)

By formula: K+ + C6H5F = (K+ • C6H5F)

Quantity Value Units Method Reference Comment
Δr13.2 ± 0.7kcal/molCIDTAmunugama and Rodgers, 2002RCD

(Potassium ion (1+) • Benzene, fluoro-) + Benzene, fluoro- = (Potassium ion (1+) • 2Benzene, fluoro-)

By formula: (K+ • C6H5F) + C6H5F = (K+ • 2C6H5F)

Quantity Value Units Method Reference Comment
Δr12.0 ± 0.7kcal/molCIDTAmunugama and Rodgers, 2002RCD

Lithium ion (1+) + Benzene, fluoro- = (Lithium ion (1+) • Benzene, fluoro-)

By formula: Li+ + C6H5F = (Li+ • C6H5F)

Quantity Value Units Method Reference Comment
Δr35.1 ± 5.0kcal/molCIDTAmunugama and Rodgers, 2002RCD

(Lithium ion (1+) • Benzene, fluoro-) + Benzene, fluoro- = (Lithium ion (1+) • 2Benzene, fluoro-)

By formula: (Li+ • C6H5F) + C6H5F = (Li+ • 2C6H5F)

Quantity Value Units Method Reference Comment
Δr22.7 ± 0.7kcal/molCIDTAmunugama and Rodgers, 2002RCD

Nitric oxide anion + Benzene, fluoro- = (Nitric oxide anion • Benzene, fluoro-)

By formula: NO- + C6H5F = (NO- • C6H5F)

Quantity Value Units Method Reference Comment
Δr37.8kcal/molICRReents and Freiser, 1981gas phase; switching reaction,Thermochemical ladder(NO+)C2H5OH, Entropy change calculated or estimated; Farid and McMahon, 1978; M

Sodium ion (1+) + Benzene, fluoro- = (Sodium ion (1+) • Benzene, fluoro-)

By formula: Na+ + C6H5F = (Na+ • C6H5F)

Quantity Value Units Method Reference Comment
Δr16.7 ± 0.8kcal/molCIDTAmunugama and Rodgers, 2002RCD

(Sodium ion (1+) • Benzene, fluoro-) + Benzene, fluoro- = (Sodium ion (1+) • 2Benzene, fluoro-)

By formula: (Na+ • C6H5F) + C6H5F = (Na+ • 2C6H5F)

Quantity Value Units Method Reference Comment
Δr15.7 ± 0.9kcal/molCIDTAmunugama and Rodgers, 2002RCD

Rubidium ion (1+) + Benzene, fluoro- = (Rubidium ion (1+) • Benzene, fluoro-)

By formula: Rb+ + C6H5F = (Rb+ • C6H5F)

Quantity Value Units Method Reference Comment
Δr12.8 ± 1.3kcal/molCIDTAmunugama and Rodgers, 2002RCD

(Rubidium ion (1+) • Benzene, fluoro-) + Benzene, fluoro- = (Rubidium ion (1+) • 2Benzene, fluoro-)

By formula: (Rb+ • C6H5F) + C6H5F = (Rb+ • 2C6H5F)

Quantity Value Units Method Reference Comment
Δr11.3 ± 1.2kcal/molCIDTAmunugama and Rodgers, 2002RCD

V- + Benzene, fluoro- = (V- • Benzene, fluoro-)

By formula: V- + C6H5F = (V- • C6H5F)

Quantity Value Units Method Reference Comment
Δr14.4 ± 3.8kcal/molN/AJudai, Hirano, et al., 1997gas phase; B

IR Spectrum

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

Data compiled by: Coblentz Society, Inc.

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


References

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

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

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Scott, D.W.; McCullough, J.P.; Good, W.D.; Messerly, J.F.; Pennington, R.E.; Kincheloe, T.C.; Hossenlopp, I.A.; Douslin, D.R.; Waddington, G., Fluorobenzene: Thermodynamic properties in the solid, liquid and vapor states, a revised vibrational assignment, J. Am. Chem. Soc., 1956, 78, 5457-5463. [all data]

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Scott, McCullough, et al., 1956, 3
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Stephenson and Malanowski, 1987
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Reents and Freiser, 1981
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Farid and McMahon, 1978
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Yeo and Williams, 1970
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Majer and Patrick, 1962
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Notes

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