3-Fluorobenzyl radical

Formula: C₇H₆F
Molecular weight: 109.1209
IUPAC Standard InChI: InChI=1S/C7H6F/c1-6-3-2-4-7(8)5-6/h2-5H,1H2
IUPAC Standard InChIKey: RWHGZUGONAFRMT-UHFFFAOYSA-N
CAS Registry Number: 2599-73-7
Chemical structure:
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Gas phase ion energetics data

Go To: Top, Vibrational and/or electronic energy levels, References, Notes

Data evaluated as indicated in comments:
HL - Edward P. Hunter and Sharon G. Lias

Data compiled as indicated in comments:
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
B - John E. Bartmess

View reactions leading to C₇H₆F⁺ (ion structure unspecified)

Quantity	Value	Units	Method	Reference	Comment
Proton affinity (review)	199.9	kcal/mol	N/A	Hunter and Lias, 1998	HL
Quantity	Value	Units	Method	Reference	Comment
Gas basicity	192.	kcal/mol	N/A	Hunter and Lias, 1998	HL

Electron affinity determinations

EA (eV)	Method	Reference	Comment
1.1730 ± 0.0080	LPES	Kim, Wenthold, et al., 1999	B

Ionization energy determinations

IE (eV)	Method	Reference	Comment
8.18 ± 0.06	EI	Harrison, Kebarle, et al., 1961	RDSH

Vibrational and/or electronic energy levels

Go To: Top, Gas phase ion energetics data, References, Notes

Data compiled by: Marilyn E. Jacox

State: A

Energy (cm^-1)	Med.	Transition	λ_min (nm)	λ_max (nm)	References


T_o = 21691	gas	A-X	445	498	Bindley, Watts, et al., 1964
					Charlton and Thrush, 1986
					Lee and Ahn, 2000

cm^-1	Med.	Method	References


734	gas	LF	Charlton and Thrush, 1986
466	gas	LF	Charlton and Thrush, 1986

State: X

Vib. sym.	No.	Approximate type of mode	cm^-1	Med.	Method	References


a'	7(19b	C-CH₂ stretch	1599	gas	PE EM	Kim, Wenthold, et al., 1999, 2 Lee and Ahn, 2000
	9(8b)		1567	gas	EM	Lee and Ahn, 2000
	10(8a		1557	gas	EM	Lee and Ahn, 2000
	11(19		1428	gas	EM	Lee and Ahn, 2000
	14(14		1288	gas	EM	Lee and Ahn, 2000
	16(9b		1142	gas	EM	Lee and Ahn, 2000
	19(12		998	gas	EM	Lee and Ahn, 2000
	20(7b		930	gas	EM	Lee and Ahn, 2000
	21(1)		741	gas	LF EM	Charlton and Thrush, 1986 Kim, Wenthold, et al., 1999, 2 Lee and Ahn, 2000
	22(6a		530	gas	EM	Lee and Ahn, 2000
	23(6b	Ring deform.	506	gas	EM PE	Bindley, Watts, et al., 1964 Charlton and Thrush, 1986 Kim, Wenthold, et al., 1999, 2 Lee and Ahn, 2000
	24(15		453	gas	EM	Lee and Ahn, 2000

Additional references: Jacox, 1998, page 369; Jacox, 2003, page 402

Notes

Energy separation between the v = 0 levels of the excited and electronic ground states.

References

Go To: Top, Gas phase ion energetics data, Vibrational and/or electronic energy levels, Notes

Hunter and Lias, 1998
Hunter, E.P.; Lias, S.G., Evaluated Gas Phase Basicities and Proton Affinities of Molecules: An Update, J. Phys. Chem. Ref. Data, 1998, 27, 3, 413-656, https://doi.org/10.1063/1.556018 . [all data]

Kim, Wenthold, et al., 1999
Kim, J.B.; Wenthold, P.G.; Lineberger, W.C., Ultraviolet photoelectron spectroscopy of o-, m-, and p-halobenzyl anions, J. Phys. Chem. A, 1999, 103, 50, 10833-10841, https://doi.org/10.1021/jp992817o . [all data]

Harrison, Kebarle, et al., 1961
Harrison, A.G.; Kebarle, P.; Lossing, F.P., Free radicals by mass spectrometry. XXI. The ionization potentials of some meta and para substituted benzyl radicals, J. Am. Chem. Soc., 1961, 83, 777. [all data]

Bindley, Watts, et al., 1964
Bindley, T.F.; Watts, A.T.; Walker, S., Electronic emission spectra of radicals from fluorotoluenes, Trans. Faraday Soc., 1964, 60, 1, https://doi.org/10.1039/tf9646000001 . [all data]

Charlton and Thrush, 1986
Charlton, T.R.; Thrush, B.A., The study of substituted benzyl radicals by laser-induced fluorescence, Chem. Phys. Lett., 1986, 125, 5-6, 547, https://doi.org/10.1016/0009-2614(86)87096-8 . [all data]

Lee and Ahn, 2000
Lee, S.K.; Ahn, B.U., Vibronic emission spectrum of the jet cooled m-fluorobenzyl radical in the D1→D0 transition, Chem. Phys. Lett., 2000, 321, 1-2, 25, https://doi.org/10.1016/S0009-2614(00)00325-0 . [all data]

Kim, Wenthold, et al., 1999, 2
Kim, J.B.; Wenthold, P.G.; Lineberger, W.C., Ultraviolet Photoelectron Spectroscopy of, J. Phys. Chem. A, 1999, 103, 50, 10833, https://doi.org/10.1021/jp992817o . [all data]

Jacox, 1998
Jacox, M.E., Vibrational and electronic energy levels of polyatomic transient molecules: supplement A, J. Phys. Chem. Ref. Data, 1998, 27, 2, 115-393, https://doi.org/10.1063/1.556017 . [all data]

Jacox, 2003
Jacox, M.E., Vibrational and electronic energy levels of polyatomic transient molecules: supplement B, J. Phys. Chem. Ref. Data, 2003, 32, 1, 1-441, https://doi.org/10.1063/1.1497629 . [all data]

Notes

Go To: Top, Gas phase ion energetics data, Vibrational and/or electronic energy levels, References

Symbols used in this document:

EA Electron affinity
Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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