Phenanthrene, 9,10-dihydro-

Formula: C₁₄H₁₂
Molecular weight: 180.2451
IUPAC Standard InChI: InChI=1S/C14H12/c1-3-7-13-11(5-1)9-10-12-6-2-4-8-14(12)13/h1-8H,9-10H2
IUPAC Standard InChIKey: XXPBFNVKTVJZKF-UHFFFAOYSA-N
CAS Registry Number: 776-35-2
Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
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Other names: 9,10-Dihydrophenanthrene
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Gas phase thermochemistry data

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Data compiled as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
GT - Glushko Thermocenter, Russian Academy of Sciences, Moscow

Quantity	Value	Units	Method	Reference	Comment
Δ_fH°_gas	155.1 ± 1.6	kJ/mol	Ccb	Lee-Bechtold, Hossenlopp, et al., 1979	Hfusion=12.79 kJ/mol; ALS
Δ_fH°_gas	154.6 ± 1.6	kJ/mol	Ccb	Shaw, David, et al., 1977	Unpublished W.D.Good; ALS

Constant pressure heat capacity of gas

C_p,gas (J/mol*K)	Temperature (K)	Reference	Comment
45.25	50.	Dorofeeva O.V., 1988	Recommended values were calculated statistically mechanically using force field approximation for polycyclic aromatic hydrocarbons to estimate the needed vibrational frequencies (see also [ Dorofeeva O.V., 1986]). These functions are reproduced in the reference book [ Frenkel M., 1994].; GT
67.82	100.
94.76	150.
125.85	200.
176.10	273.15
193.7 ± 1.0	298.15
195.02	300.
262.25	400.
319.43	500.
365.78	600.
403.24	700.
433.87	800.
459.23	900.
480.45	1000.
498.34	1100.
513.52	1200.
526.47	1300.
537.56	1400.
547.12	1500.

Condensed phase thermochemistry data

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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
Δ_fH°_solid	66.3 ± 1.2	kJ/mol	Ccb	Lee-Bechtold, Hossenlopp, et al., 1979	Hfusion=12.79 kJ/mol; ALS
Quantity	Value	Units	Method	Reference	Comment
Δ_cH°_solid	-7290.4 ± 1.0	kJ/mol	Ccb	Lee-Bechtold, Hossenlopp, et al., 1979	Hfusion=12.79 kJ/mol; Corresponding Δ_fHº_solid = 66.30 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Quantity	Value	Units	Method	Reference	Comment
S°_{solid,1 bar}	229.29	J/mol*K	N/A	Chirico, Hossenloop, et al., 1987	DH
S°_{solid,1 bar}	229.4	J/mol*K	N/A	Lee-Bechtold, Hossenlopp, et al., 1979	DH

Constant pressure heat capacity of solid

C_p,solid (J/mol*K)	Temperature (K)	Reference	Comment
243.08	298.15	Chirico, Hossenloop, et al., 1987	T = 10 to 350 K.; DH
243.8	298.15	Lee-Bechtold, Hossenlopp, et al., 1979	T = 10 to 350 K.; DH

Gas phase ion energetics data

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Data compiled as indicated in comments:
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 C₁₄H₁₂⁺ (ion structure unspecified)

Ionization energy determinations

IE (eV)	Method	Reference	Comment
7.55 ± 0.02	PE	Maier and Turner, 1972	LLK
8.08 ± 0.06	EI	Grutzmacher and Lohmann, 1969	RDSH
8.19	PE	Akiyama, Li, et al., 1979	Vertical value; LLK

Appearance energy determinations

Ion	AE (eV)	Other Products	Method	Reference	Comment
C₁₃H₉⁺	11.8 ± 0.1	CH₃	EI	Rapp, Staab, et al., 1970	RDSH

References

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Lee-Bechtold, Hossenlopp, et al., 1979
Lee-Bechtold, S.H.; Hossenlopp, I.A.; Scott, D.W.; Osborn, A.G.; Good, W.D., A comprehensive thermodynamic study of 9,10-dihydrophenanthrene, J. Chem. Thermodyn., 1979, 11, 469-482. [all data]

Shaw, David, et al., 1977
Shaw, R.G.; David, M.; Benson, S.W., Thermochemistry of some six-membered cyclic and polycyclic compounds related to coal, J. Phys. Chem., 1977, 81, 1716-1729. [all data]

Dorofeeva O.V., 1988
Dorofeeva O.V., Thermodynamic Properties of Polycyclic Aromatic Hydrocarbons in the Gaseous Phase. Institute for High Temperatures, USSR Academy of Sciences, Preprint No.1-238 (in Russian), Moscow, 1988. [all data]

Dorofeeva O.V., 1986
Dorofeeva O.V., On calculation of thermodynamic properties of polycyclic aromatic hydrocarbons, Thermochim. Acta, 1986, 102, 59-66. [all data]

Frenkel M., 1994
Frenkel M., Thermodynamics of Organic Compounds in the Gas State, Vol. I, II, Thermodynamics Research Center, College Station, Texas, 1994, 1994. [all data]

Chirico, Hossenloop, et al., 1987
Chirico, R.D.; Hossenloop, I.A.; Nguyen, A.; Strube, M.M.; Steele, W.V., Thermodynamic studies related to the hydrogenation of phenanthrene, NIPER Report, 1987, 247, 107p. [all data]

Maier and Turner, 1972
Maier, J.P.; Turner, D.W., Steric inhibition of resonance studied by molecular photoelectron spectroscopy. Part I. Biphenyls, Faraday Discuss. Chem. Soc., 1972, 54, 149. [all data]

Grutzmacher and Lohmann, 1969
Grutzmacher, H.-F.; Lohmann, J., Massenspektrometrie instabiler organischer Molekule. II.Nachweis von 9.10Dehydro-phenanthren durch Pyrolyse-Massenspektrometrie, Ann. Chem., 1969, 726, 47. [all data]

Akiyama, Li, et al., 1979
Akiyama, I.; Li, K.C.; LeBreton, P.R.; Fu, P.P.; Harvey, R.G., Ultraviolet photoelectron studies of polycyclic aromatic hydrocarbons. The ground-state electronic structure of aryloxiranes and metabolites of benzo[a]pyrene, J. Phys. Chem., 1979, 83, 2997. [all data]

Rapp, Staab, et al., 1970
Rapp, U.; Staab, H.A.; Wunsche, C., Skelettumlagerungen unter Elektronenbeschuss-IV: zur Struktur der C₁₃H₉- und C₁₂H₉N-Ionen bei Benzylidenaminobenztriazolen, Org. Mass Spectrom., 1970, 3, 45. [all data]

Notes

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Symbols used in this document:

AE	Appearance energy
C_p,gas	Constant pressure heat capacity of gas
C_p,solid	Constant pressure heat capacity of solid
S°_{solid,1 bar}	Entropy of solid at standard conditions (1 bar)
Δ_cH°_solid	Enthalpy of combustion of solid at standard conditions
Δ_fH°_gas	Enthalpy of formation of gas at standard conditions
Δ_fH°_solid	Enthalpy of formation of solid at standard conditions

Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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