Phenoxy radical

Formula: C₆H₅O
Molecular weight: 93.1033
IUPAC Standard InChI: InChI=1S/C6H5O/c7-6-4-2-1-3-5-6/h1-5H
IUPAC Standard InChIKey: KHUXNRRPPZOJPT-UHFFFAOYSA-N
CAS Registry Number: 2122-46-5
Chemical structure:
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Gas phase thermochemistry data

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

Quantity	Value	Units	Method	Reference	Comment
Δ_fH°_gas	54. ± 6.	kJ/mol	N/A	Tsang, 1996

Vibrational and/or electronic energy levels

Go To: Top, Gas phase thermochemistry data, References, Notes

Data compiled by: Marilyn E. Jacox

State: E

Energy (cm^-1)	Med.	Transition	References


T_x = 43100	gas	E-X	Kajii, Obi, et al., 1987
			Berho and Lesclaux, 1997
			Platz, Nielsen, et al., 1998
T_o = 41800	Ar	E-X	Radziszewski, Gil, et al., 2001

State: D

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


T_x	gas	D-X	270	300	Kajii, Obi, et al., 1987
					Berho and Lesclaux, 1997
					Platz, Nielsen, et al., 1998
T_o = 33900	Ar	D-X			Radziszewski, Gil, et al., 2001

State: C

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


T_o = 25320	gas	C-X	375	410	Porter and Wright, 1955
					Porter and Ward, 1964
					Tonokura, Ogura, et al., 2004
T_o = 25175 ± 10	Ar	C-X	351	397	Pullin and Andrews, 1982
					Kesper, Diehl, et al., 1991
					Spanget-Larsen, Gil, et al., 2001
					Radziszewski, Gil, et al., 2001

cm^-1	Med.	Method	References


1462 ± 20	Ar	AB	Pullin and Andrews, 1982
1140 ± 20	Ar	AB	Pullin and Andrews, 1982
920 ± 20	Ar	AB	Pullin and Andrews, 1982

State: B

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


T_o = 16360	gas	B-X	559	612	Porter and Ward, 1964
					Ward, 1968
T_o = 15930 ± 10	Ar	B-X	573	629	Pullin and Andrews, 1982
					Kesper, Diehl, et al., 1991
					Spanget-Larsen, Gil, et al., 2001
					Radziszewski, Gil, et al., 2001

cm^-1		Med.	Method	References


500	T	gas	AB	Ward, 1968
504 ± 10		Ar	AB	Pullin and Andrews, 1982

State: A

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


T_o = 7681		gas	A-X	1140	1310	Cheng, Witek, et al., 2008
T_o = 8900	T	Ar	A-X			Radziszewski, Gil, et al., 2001

Vib. sym.	No.	cm^-1	Med.	Method	References


a₂	12	947 ± 2	gas	CR	Cheng, Witek, et al., 2008
	13	793 ± 6	gas	CR	Cheng, Witek, et al., 2008
	14	417 ± 2	gas	CR	Cheng, Witek, et al., 2008
b₁	15	964 ± 5	gas	CR	Cheng, Witek, et al., 2008
	16	866 ± 3	gas	CR	Cheng, Witek, et al., 2008
	17	723 ± 2	gas	CR	Cheng, Witek, et al., 2008
	18	680 ± 2	gas	CR	Cheng, Witek, et al., 2008
	19	499 ± 5	gas	CR	Cheng, Witek, et al., 2008

State: X

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


a₁	1	CH stretch	3090	w	Ar	IR	Spanget-Larsen, Gil, et al., 2001
	2	CH stretch	3065	w	Ar	IR	Spanget-Larsen, Gil, et al., 2001
	3	CH stretch	3018	w	Ar	IR	Spanget-Larsen, Gil, et al., 2001
	4	CC stretch	1550	m s	Ar	IR	Spanget-Larsen, Gil, et al., 2001
	5	CO stretch	1490 ± 25	T	gas	PE	Gunion, Gilles, et al., 1992
	5	CO stretch	1481	m	Ar	IR	Spanget-Larsen, Gil, et al., 2001
	6	Mixed	1397	w	Ar	IR	Spanget-Larsen, Gil, et al., 2001
	7	CH bend	1167	w	Ar	IR	Spanget-Larsen, Gil, et al., 2001
	8	Mixed	1038	w	Ar	IR	Spanget-Larsen, Gil, et al., 2001
	9	CCC bend	977	w	Ar	IR	Spanget-Larsen, Gil, et al., 2001
	10	Mixed	813	w	Ar	IR	Spanget-Larsen, Gil, et al., 2001
	11	CCC bend	515 ± 15		gas	PE	Gunion, Gilles, et al., 1992
	11	CCC bend	520	w	Ar	IR	Spanget-Larsen, Gil, et al., 2001
b₁	15	HCCH torsion	1016	w	Ar	IR	Spanget-Larsen, Gil, et al., 2001
	16	Mixed	898	w m	Ar	IR	Spanget-Larsen, Gil, et al., 2001
	17	Mixed	784	s	Ar	IR	Spanget-Larsen, Gil, et al., 2001
	18	Mixed	635	vs	Ar	IR	Spanget-Larsen, Gil, et al., 2001
	19	Mixed	472	w	Ar	IR	Spanget-Larsen, Gil, et al., 2001
b₂	21	CH stretch	3074	w m	Ar	IR	Spanget-Larsen, Gil, et al., 2001
	22	CH stretch	3054	w	Ar	IR	Spanget-Larsen, Gil, et al., 2001
	23	Mixed	1515	m	Ar	IR	Spanget-Larsen, Gil, et al., 2001
	24	Mixed	1441	w	Ar	IR	Spanget-Larsen, Gil, et al., 2001
	25	Mixed	1318	w m	Ar	IR	Spanget-Larsen, Gil, et al., 2001
	26	Mixed	1266	w m	Ar	IR	Spanget-Larsen, Gil, et al., 2001
	27	Mixed	1140	w	Ar	IR	Spanget-Larsen, Gil, et al., 2001
	28	Mixed	1072	m	Ar	IR	Spanget-Larsen, Gil, et al., 2001
	29	CCC bend	616	w	Ar	IR	Spanget-Larsen, Gil, et al., 2001
	30	CO bend	446	w m	Ar	IR	Spanget-Larsen, Gil, et al., 2001

Additional references: Jacox, 1994, page 443; Jacox, 1998, page 372; Jacox, 2003, page 407

Notes

Weak

Medium

Strong

Very strong

Tentative assignment or approximate value

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

Energy separation between the band maximum of the excited electronic state and the v = 0 level of the ground state.

References

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

Tsang, 1996
Tsang, W., Heats of Formation of Organic Free Radicals by Kinetic Methods in Energetics of Organic Free Radicals, Martinho Simoes, J.A.; Greenberg, A.; Liebman, J.F., eds., Blackie Academic and Professional, London, 1996, 22-58. [all data]

Kajii, Obi, et al., 1987
Kajii, Y.; Obi, K.; Nakashima, N.; Yoshihara, K., ArF laser flash photolysis of phenol and anisole, J. Chem. Phys., 1987, 87, 9, 5059, https://doi.org/10.1063/1.453673 . [all data]

Berho and Lesclaux, 1997
Berho, F.; Lesclaux, R., The phenoxy radical: UV spectrum and kinetics of gas-phase reactions with itself and with oxygen, Chem. Phys. Lett., 1997, 279, 5-6, 289, https://doi.org/10.1016/S0009-2614(97)01038-5 . [all data]

Platz, Nielsen, et al., 1998
Platz, J.; Nielsen, O.J.; Wallington, T.J.; Ball, J.C.; Hurley, M.D.; Straccia, A.M.; Schneider, W.F.; Sehested, J., Atmospheric Chemistry of the Phenoxy Radical, C, J. Phys. Chem. A, 1998, 102, 41, 7964, https://doi.org/10.1021/jp982221l . [all data]

Radziszewski, Gil, et al., 2001
Radziszewski, J.G.; Gil, M.; Gorski, A.; Spanget-Larsen, J.; Waluk, J.; Mroz, B.J., Electronic states of the phenoxyl radical, J. Chem. Phys., 2001, 115, 21, 9733, https://doi.org/10.1063/1.1415465 . [all data]

Porter and Wright, 1955
Porter, G.; Wright, F.J., Primary photochemical processes in aromatic molecules. Part 3. Absorption spectra of benzyl, anilino, phenoxy and related free radicals, Trans. Faraday Soc., 1955, 51, 1469, https://doi.org/10.1039/tf9555101469 . [all data]

Porter and Ward, 1964
Porter, G.; Ward, B., J. Chim. Phys., 1964, 61, 1517. [all data]

Tonokura, Ogura, et al., 2004
Tonokura, K.; Ogura, T.; Koshi, M., Near-UV Absorption Spectrum of the Phenoxyl Radical and Kinetics of Its Reaction with CH, J. Phys. Chem. A, 2004, 108, 39, 7801, https://doi.org/10.1021/jp049664b . [all data]

Pullin and Andrews, 1982
Pullin, D.; Andrews, L., The absorption spectra of the phenoxyl radical in solid argon, J. Mol. Struct., 1982, 95, 181, https://doi.org/10.1016/0022-2860(82)90143-0 . [all data]

Kesper, Diehl, et al., 1991
Kesper, K.; Diehl, F.; Simon, J.G.G.; Specht, H.; Schweig, A., Resonant two-photon ionization of phenol in methylene chloride doped solid argon using 248 nm KrF laser and 254 nm Hg lamp radiation, a comparative study. The UV/VIS absorption spectrum of phenol radical cation, Chem. Phys., 1991, 153, 3, 511, https://doi.org/10.1016/0301-0104(91)80064-O . [all data]

Spanget-Larsen, Gil, et al., 2001
Spanget-Larsen, J.; Gil, M.; Gorski, A.; Blake, D.M.; Waluk, J.; Radziszewski, J.G., Vibrations of the Phenoxyl Radical, J. Am. Chem. Soc., 2001, 123, 45, 11253, https://doi.org/10.1021/ja0113596 . [all data]

Ward, 1968
Ward, B., Spectrochim. Acta, 1968, 24A, 813. [all data]

Cheng, Witek, et al., 2008
Cheng, C.-W.; Witek, H.; Lee, Y.-P., Rovibronic bands of the A [sup 2]B[sub 2]←X [sup 2]B[sub 1] transition of C[sub 6]H[sub 5]O and C[sub 6]D[sub 5]O detected with cavity ringdown absorption near 1.2 μm, J. Chem. Phys., 2008, 129, 15, 154307, https://doi.org/10.1063/1.2992077 . [all data]

Gunion, Gilles, et al., 1992
Gunion, R.F.; Gilles, M.K.; Polak, M.L.; Lineberger, W.C., Ultraviolet Photoelectron Spectroscopy of the Phenide, Benzyl, and Phenoxide Anions., Int. J. Mass Spectrom. Ion Proc., 1992, 117, 601, https://doi.org/10.1016/0168-1176(92)80115-H . [all data]

Jacox, 1994
Jacox, M.E., Vibrational and electronic energy levels of polyatomic transient molecules, American Chemical Society, Washington, DC, 1994, 464. [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 thermochemistry data, Vibrational and/or electronic energy levels, References

Symbols used in this document:

Δ_fH°_gas Enthalpy of formation of gas at standard conditions
Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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