Anthracene, 1,2,3,4,5,6,7,8-octahydro-
- Formula: C14H18
- Molecular weight: 186.2927
- IUPAC Standard InChIKey: LFAYMJXHGYUQNV-UHFFFAOYSA-N
- CAS Registry Number: 1079-71-6
- 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: s-Octahydroanthracene; Octahydroanthracene; 1,2,3,4,5,6,7,8-Octahydroanthracene; sym-Octahydroanthracene; Anthracene, octahydro-
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction 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:
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 | -37.2 ± 3.2 | kJ/mol | Ccb | Boyd, Sanwal, et al., 1971 | Reanalyzed by Pedley, Naylor, et al., 1986, Original value = -38. ± 4.1 kJ/mol; ALS |
Constant pressure heat capacity of gas
Cp,gas (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
49.41 | 50. | Dorofeeva O.V., 1988 | These values are also reproduced in the reference book [ Frenkel M., 1994]. Recommended entropies are in agreement with the experimental values within their uncertainties. Discrepancies with S(T) and Cp(T) values calculated using molecular constants from molecular mechanics calculations [ Boyd R.H., 1971] amount to 4-10.5 J/mol*K.; GT |
77.40 | 100. | ||
107.00 | 150. | ||
139.62 | 200. | ||
194.55 | 273.15 | ||
214.6 ± 1.0 | 298.15 | ||
216.10 | 300. | ||
295.59 | 400. | ||
365.93 | 500. | ||
424.51 | 600. | ||
472.87 | 700. | ||
513.09 | 800. | ||
546.82 | 900. | ||
575.30 | 1000. | ||
599.46 | 1100. | ||
620.04 | 1200. | ||
637.65 | 1300. | ||
652.77 | 1400. | ||
665.81 | 1500. |
Condensed phase thermochemistry data
Go To: Top, Gas phase thermochemistry data, Phase change data, Reaction 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:
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 | -119.5 ± 2.9 | kJ/mol | Ccb | Boyd, Sanwal, et al., 1971 | Reanalyzed by Pedley, Naylor, et al., 1986, Original value = -120.0 ± 2.9 kJ/mol; ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -7962.1 ± 2.9 | kJ/mol | Ccb | Boyd, Sanwal, et al., 1971 | Corresponding ΔfHºsolid = -119.5 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
Constant pressure heat capacity of solid
Cp,solid (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
327.6 | 327. | Boyd, Sanwal, et al., 1971, 2 | T = 327 to 390 K. Four temperatures.; DH |
Phase change 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:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
DH - Eugene S. Domalski and Elizabeth D. Hearing
CAL - James S. Chickos, William E. Acree, Jr., Joel F. Liebman, Students of Chem 202 (Introduction to the Literature of Chemistry), University of Missouri -- St. Louis
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 567.2 | K | N/A | Weast and Grasselli, 1989 | BS |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 346. | K | N/A | Boyd, Sanwal, et al., 1971, 3 | Uncertainty assigned by TRC = 1. K; TRC |
Tfus | 347. | K | N/A | Smith and Lo, 1948 | Uncertainty assigned by TRC = 6. K; isomer not identified; TRC |
Tfus | 346.4 | K | N/A | Larsen, Thorpe, et al., 1942 | Uncertainty assigned by TRC = 1. K; TRC |
Tfus | 346.15 | K | N/A | Waterman, Leendertse, et al., 1939 | Uncertainty assigned by TRC = 1.5 K; specific isomer not identified; TRC |
Tfus | 347. | K | N/A | Brown, Durand, et al., 1936 | Uncertainty assigned by TRC = 6. K; isomer not identified; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 345.390 | K | N/A | Gammon, Callanan, et al., 1982 | Crystal phase 1 phase; Uncertainty assigned by TRC = 0.01 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 82. ± 1. | kJ/mol | V | Boyd, Sanwal, et al., 1971 | ALS |
ΔsubH° | 82.3 | kJ/mol | N/A | Boyd, Sanwal, et al., 1971 | DRB |
ΔsubH° | 82.3 ± 1.2 | kJ/mol | BG | Boyd, Sanwal, et al., 1971 | Based on data from 438. to 499. K. See also Pedley and Rylance, 1977.; AC |
Reduced pressure boiling point
Tboil (K) | Pressure (bar) | Reference | Comment |
---|---|---|---|
440.2 | 0.016 | Weast and Grasselli, 1989 | BS |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
45.6 | 452. | A | Stephenson and Malanowski, 1987 | Based on data from 437. to 498. K.; AC |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
18.34 | 345.4 | Domalski and Hearing, 1996 | AC |
17.910 | 346. | Boyd, Sanwal, et al., 1971, 2 | DH |
Entropy of fusion
ΔfusS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
51.8 | 346. | Boyd, Sanwal, et al., 1971, 2 | DH |
Entropy of fusion
ΔfusS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
7.59 | 331.4 | Domalski and Hearing, 1996 | CAL |
53.1 | 345.4 |
Enthalpy of phase transition
ΔHtrs (kJ/mol) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
2.400 | 331.6 | crystaline, II | crystaline, I | Petropavlov, Tsygankova, et al., 1988 | DH |
Entropy of phase transition
ΔStrs (J/mol*K) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
7.2 | 331.6 | crystaline, II | crystaline, I | Petropavlov, Tsygankova, et al., 1988 | 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: Michael M. Meot-Ner (Mautner) and Sharon G. Lias
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: C14H18+ + C14H18 = (C14H18+ • C14H18)
Bond type: Charge transfer bond (positive ion)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 69.0 | kJ/mol | PHPMS | Meot-Ner (Mautner), 1980 | gas phase; Entropy change calculated or estimated, |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 120. | J/mol*K | N/A | Meot-Ner (Mautner), 1980 | gas phase; Entropy change calculated or estimated, |
Free energy of reaction
ΔrG° (kJ/mol) | T (K) | Method | Reference | Comment |
---|---|---|---|---|
33. | 304. | PHPMS | Meot-Ner (Mautner), 1980 | gas phase; Entropy change calculated or estimated, |
By formula: C14H19+ + C14H18 = (C14H19+ • C14H18)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 59.4 | kJ/mol | PHPMS | Meot-Ner (Mautner), 1980 | gas phase; Entropy change calculated or estimated, |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 120. | J/mol*K | N/A | Meot-Ner (Mautner), 1980 | gas phase; Entropy change calculated or estimated, |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 26. | kJ/mol | PHPMS | Meot-Ner (Mautner), 1980 | gas phase; Entropy change calculated or estimated, |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Boyd, Sanwal, et al., 1971
Boyd, R.H.; Sanwal, S.N.; Shary-Tehrany, S.; McNally, D.,
The thermochemistry, thermodynamic functions, and molecular structures of some cyclic hydrocarbons,
J. Phys. Chem., 1971, 75, 1264-1271. [all data]
Pedley, Naylor, et al., 1986
Pedley, J.B.; Naylor, R.D.; Kirby, S.P.,
Thermochemical Data of Organic Compounds, Chapman and Hall, New York, 1986, 1-792. [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]
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]
Boyd R.H., 1971
Boyd R.H.,
The thermochemistry, thermodynamic functions, and molecular structures of some cyclic hydrocarbons,
J. Phys. Chem., 1971, 75, 1264-1271. [all data]
Boyd, Sanwal, et al., 1971, 2
Boyd, R.H.; Sanwal, S.N.; Shary-Tehrany, S.; McNally, D.,
The thermochemistry, thermodynamic functions, and molecular structures of some cyclic hydrocarbons,
J. Phys. Chem., 1971, 75, 1265-1271. [all data]
Weast and Grasselli, 1989
CRC Handbook of Data on Organic Compounds, 2nd Editon, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Boca Raton, FL, 1989, 1. [all data]
Boyd, Sanwal, et al., 1971, 3
Boyd, R.H.; Sanwal, S.N.; Shary-Tehrany, S.; McNally, D.,
J. Phys. Chem., 1971, 75, 1264. [all data]
Smith and Lo, 1948
Smith, L.I.; Lo, C.P.,
The Jacobsen Reaction IX. 6,7-Dialkyltetralins,
J. Am. Chem. Soc., 1948, 70, 2209. [all data]
Larsen, Thorpe, et al., 1942
Larsen, R.G.; Thorpe, R.E.; Armfield, F.A.,
Oxidation Characteristics of Pure Hydrocarbons,
Ind. Eng. Chem., 1942, 34, 183. [all data]
Waterman, Leendertse, et al., 1939
Waterman, H.I.; Leendertse, J.J.; Cranendenk, A.C.,
Hydrogenation of anthracene and investigation of the resultant products.,
Recl. Trav. Chim. Pays-Bas, 1939, 58, 83. [all data]
Brown, Durand, et al., 1936
Brown, J.H.; Durand, H.W.; Marvel, C.S.,
The Reduction of Aromatic Compounds with Hydrogen and a Platinum Oxide- Platinum Black Catalysis in the Presence of Halogen Acid,
J. Am. Chem. Soc., 1936, 58, 1594. [all data]
Gammon, Callanan, et al., 1982
Gammon, B.E.; Callanan, J.E.; Hossenlopp, I.A.; Osborn, A.G.; Good, W.D.,
Heat Capacitiy, Vapor Pressure and Derived Thermodynamic Properties of Octahydroanthracene
in Proc. Symp. Thermophys. Prop., 8th, 1981, Gaithersburg, Vol. II, Sengers, J. V., Ed., ASME: New York, p 402, 1982. [all data]
Pedley and Rylance, 1977
Pedley, J.B.; Rylance, J.,
, Computer Analysed Thermochemical Data: Organic and Organometallic Compounds, University of Sussex, Brighton, 1977. [all data]
Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw,
Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2
. [all data]
Domalski and Hearing, 1996
Domalski, Eugene S.; Hearing, Elizabeth D.,
Heat Capacities and Entropies of Organic Compounds in the Condensed Phase. Volume III,
J. Phys. Chem. Ref. Data, 1996, 25, 1, 1, https://doi.org/10.1063/1.555985
. [all data]
Petropavlov, Tsygankova, et al., 1988
Petropavlov, N.N.; Tsygankova, I.G.; Teslenko, L.A.,
Microcalorimetric investigation of polymorphic transitions in organic crystals,
Sov. Phys. Crystallogr., 1988, 33(6), 853-855. [all data]
Meot-Ner (Mautner), 1980
Meot-Ner (Mautner), M.,
Dimer Cations of Polycyclic Aromatics: Experimental Bonding Energies and Resonance Stabilization,
J. Phys. Chem., 1980, 84, 21, 2724, https://doi.org/10.1021/j100458a012
. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, References
- Symbols used in this document:
Cp,gas Constant pressure heat capacity of gas Cp,solid Constant pressure heat capacity of solid T Temperature Tboil Boiling point Tfus Fusion (melting) point Ttriple Triple point temperature ΔHtrs Enthalpy of phase transition ΔStrs Entropy of phase transition 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 ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy of reaction at standard conditions ΔrS° Entropy of reaction at standard conditions ΔsubH° Enthalpy of sublimation at standard conditions ΔvapH Enthalpy of vaporization - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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