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
The 3d structure may be viewed using Java or Javascript. - Other names: 9,10-Dihydrophenanthrene
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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 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 |
|---|---|---|---|---|---|
| ΔfH°gas | 37.07 ± 0.38 | kcal/mol | Ccb | Lee-Bechtold, Hossenlopp, et al., 1979 | Hfusion=12.79 kJ/mol; ALS |
| ΔfH°gas | 36.96 ± 0.38 | kcal/mol | Ccb | Shaw, David, et al., 1977 | Unpublished W.D.Good; ALS |
Constant pressure heat capacity of gas
| Cp,gas (cal/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 10.82 | 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 |
| 16.21 | 100. | ||
| 22.65 | 150. | ||
| 30.079 | 200. | ||
| 42.089 | 273.15 | ||
| 46.30 ± 0.24 | 298.15 | ||
| 46.611 | 300. | ||
| 62.679 | 400. | ||
| 76.346 | 500. | ||
| 87.424 | 600. | ||
| 96.377 | 700. | ||
| 103.70 | 800. | ||
| 109.76 | 900. | ||
| 114.83 | 1000. | ||
| 119.11 | 1100. | ||
| 122.73 | 1200. | ||
| 125.83 | 1300. | ||
| 128.48 | 1400. | ||
| 130.76 | 1500. |
Condensed 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 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 |
|---|---|---|---|---|---|
| ΔfH°solid | 15.8 ± 0.29 | kcal/mol | Ccb | Lee-Bechtold, Hossenlopp, et al., 1979 | Hfusion=12.79 kJ/mol; ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°solid | -1742.45 ± 0.24 | kcal/mol | Ccb | Lee-Bechtold, Hossenlopp, et al., 1979 | Hfusion=12.79 kJ/mol; Corresponding ΔfHºsolid = 15.85 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| S°solid,1 bar | 54.802 | cal/mol*K | N/A | Chirico, Hossenloop, et al., 1987 | DH |
| S°solid,1 bar | 54.83 | cal/mol*K | N/A | Lee-Bechtold, Hossenlopp, et al., 1979 | DH |
Constant pressure heat capacity of solid
| Cp,solid (cal/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 58.098 | 298.15 | Chirico, Hossenloop, et al., 1987 | T = 10 to 350 K.; DH |
| 58.27 | 298.15 | Lee-Bechtold, Hossenlopp, et al., 1979 | T = 10 to 350 K.; DH |
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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
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: H2 + C14H10 = C14H12
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -12. | kcal/mol | Eqk | Frye, 1962 | 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:
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
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, Gas phase ion energetics data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
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]
Frye, 1962
Frye, C.G.,
Equilibria in the hydrogenation of polycyclic aromatics,
J. Chem. Eng. Data, 1962, 7, 592-595. [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
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, Gas phase ion energetics data, References
- Symbols used in this document:
AE Appearance energy Cp,gas Constant pressure heat capacity of gas Cp,solid Constant pressure heat capacity of solid S°solid,1 bar Entropy of solid at standard conditions (1 bar) ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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