9,10[1',2']-Benzenoanthracene, 9,10-dihydro-
- Formula: C20H14
- Molecular weight: 254.3252
- IUPAC Standard InChIKey: NGDCLPXRKSWRPY-UHFFFAOYSA-N
- CAS Registry Number: 477-75-8
- 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: Triptycene; 9,10-o-Benzenoanthracene, 9,10-dihydro-; Tribenzobicyclo[2.2.2]octatriene; Tryptycene; Anthracene, 9,10-dihydro-9,10-O-benzeno-; 9,10-o-benzeno-9,10-dihydroanthracene
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Gas phase ion energetics data, 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
GT - Glushko Thermocenter, Russian Academy of Sciences, Moscow
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | 76.9 ± 3.0 | kcal/mol | Ccb | Rodgers, Westrum, et al., 1973 | ALS |
Constant pressure heat capacity of gas
Cp,gas (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
67.751 | 298.15 | Bencivenni L., 1979 | GT |
85.000 | 370. | ||
87.239 | 380. | ||
89.431 | 390. | ||
91.580 | 400. | ||
93.681 | 410. | ||
95.729 | 420. | ||
97.811 | 430. |
Condensed phase thermochemistry data
Go To: Top, Gas phase thermochemistry data, Gas phase ion energetics data, 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 |
---|---|---|---|---|---|
ΔfH°solid | 51.90 ± 0.30 | kcal/mol | Ccb | Rodgers, Westrum, et al., 1973 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -2411.13 ± 0.28 | kcal/mol | Ccb | Rodgers, Westrum, et al., 1973 | Corresponding ΔfHºsolid = 51.90 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°solid,1 bar | 65.480 | cal/mol*K | N/A | Andrews and Westrum, 1970 | DH |
Constant pressure heat capacity of solid
Cp,solid (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
67.66 | 298.15 | Rodgers, Westrum, et al., 1973 | Cp given as 0.266 cal/g*K.; DH |
67.560 | 298.15 | Andrews and Westrum, 1970 | T = 5 to 550 K.; DH |
Gas phase ion energetics data
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, 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:
LBLHLM - Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
7.8 | PE | Martin, Mayer, et al., 1983 | LBLHLM |
7.8 | PE | Haselbach, Neuhaus, et al., 1982 | LBLHLM |
7.89 | PE | Martin, Mayer, et al., 1983 | Vertical value; LBLHLM |
7.9 | PE | Haselbach, Neuhaus, et al., 1982 | Vertical value; LBLHLM |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase 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.
Rodgers, Westrum, et al., 1973
Rodgers, D.L.; Westrum, E.F., Jr.; Andrews, J.T.S.,
The enthalpies of combustion and formation of [2.2]-paracyclophane and triptycene,
J. Chem. Thermodyn., 1973, 5, 733-739. [all data]
Bencivenni L., 1979
Bencivenni L.,
Vibrational spectrum and thermodynamic functions of gaseous triptycene,
J. Mol. Struct., 1979, 53, 25-29. [all data]
Andrews and Westrum, 1970
Andrews, J.T.S.; Westrum, E.F., Jr.,
The heat capacity and thermodynamic functions of crystalline and liquid triptycene,
J. Chem. Thermodynam., 1970, 2, 245-253. [all data]
Martin, Mayer, et al., 1983
Martin, H.-D.; Mayer, B.; Gleiter, R.; Schafer, W.; Vogtle, F.,
Photoelektronenspektroskopische untersuchung transanularer π-,σ- und n-wechselwirkungen in bruckenkopfsubstituierten triptycenen,
Chem. Ber., 1983, 116, 2546. [all data]
Haselbach, Neuhaus, et al., 1982
Haselbach, E.; Neuhaus, L.; Johnson, R.P.; Houk, K.N.; Paddon-Row, M.N.,
.PI.-Orbital interactions in mobius-type molecules as studied by photoelectron spectroscopy,
Helv. Chim. Acta, 1982, 65, 1743. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Gas phase ion energetics data, References
- Symbols used in this document:
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 - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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