Adamantan-2-ol
- Formula: C10H16O
- Molecular weight: 152.2334
- IUPAC Standard InChIKey: FOWDOWQYRZXQDP-UHFFFAOYSA-N
- CAS Registry Number: 700-57-2
- 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: Tricyclo[3.3.1.13,7]decan-2-ol; 2-Adamantanol; 2-Hydroxyadamantane; tricyclo[3.3.1.13,7]decan-2-ol
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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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | -299. ± 4.6 | kJ/mol | Ccb | Arora and Steele, 1978 |
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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°solid | -388. ± 4. | kJ/mol | Ccb | Arora and Steele, 1978 | |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -5834. ± 4. | kJ/mol | Ccb | Arora and Steele, 1978 | Corresponding ΔfHºsolid = -388. kJ/mol (simple calculation by NIST; no Washburn corrections) |
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:
AC - William E. Acree, Jr., James S. Chickos
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
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
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔsubH° | 88.1 ± 1.6 | kJ/mol | ME | Charapennikau, Blokhin, et al., 2003 | Based on data from 303. to 318. K.; AC |
ΔsubH° | 89. ± 3. | kJ/mol | V | Arora and Steele, 1978 | ALS |
ΔsubH° | 89.0 | kJ/mol | N/A | Arora and Steele, 1978 | DRB |
ΔsubH° | 88.7 ± 2.5 | kJ/mol | BG | Arora and Steele, 1978 | AC |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
11.94 | 567.3 | Charapennikau, Blokhin, et al., 2003, 2 | AC |
Entropy of fusion
ΔfusS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
0.92 | 325.2 | Salman and Abas, 1989 | CAL |
9.56 | 391.2 |
Enthalpy of phase transition
ΔHtrs (kJ/mol) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
0.300 | 325.16 | crystaline, IV | crystaline, III | Salman and Abas, 1989, 2 | DH |
3.740 | 391.16 | crystaline, III | crystaline, II | Salman and Abas, 1989, 2 | DH |
7.750 | 516.16 | crystaline, II | crystaline, I | Salman and Abas, 1989, 2 | DH |
0.300 | 325.16 | crystaline, IV | crystaline, III | Salman and Abas, 1988 | DH |
3.740 | 391.16 | crystaline, III | crystaline, II | Salman and Abas, 1988 | DH |
7.750 | 516.16 | crystaline, II | crystaline, I | Salman and Abas, 1988 | DH |
Entropy of phase transition
ΔStrs (J/mol*K) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
0.92 | 325.16 | crystaline, IV | crystaline, III | Salman and Abas, 1989, 2 | DH |
9.56 | 391.16 | crystaline, III | crystaline, II | Salman and Abas, 1989, 2 | DH |
15.02 | 516.16 | crystaline, II | crystaline, I | Salman and Abas, 1989, 2 | DH |
0.92 | 325.16 | crystaline, IV | crystaline, III | Salman and Abas, 1988 | DH |
9.56 | 391.16 | crystaline, III | crystaline, II | Salman and Abas, 1988 | DH |
15.02 | 516.16 | crystaline, II | crystaline, I | Salman and Abas, 1988 | DH |
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
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
9.09 ± 0.07 | PE | Worley, Mateescu, et al., 1973 | LLK |
9.25 | PE | Bodor, Dewar, et al., 1970 | RDSH |
IR Spectrum
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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: NIST Mass Spectrometry Data Center, William E. Wallace, director
Gas Phase Spectrum
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Notice: Concentration information is not available for this spectrum and, therefore, molar absorptivity values cannot be derived.
Additional Data
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Owner | SRD/NIST Collection (C) 2018 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
Origin | EPA-IR VAPOR PHASE LIBRARY |
State | gas |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, IR Spectrum, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Arora and Steele, 1978
Arora, M.; Steele, W.V.,
The standard enthalpies of formation of adamantanoid compounds 5. Adamantanols and adamantanone,
J. Chem. Thermodyn., 1978, 10, 403-407. [all data]
Charapennikau, Blokhin, et al., 2003
Charapennikau, M.B.; Blokhin, A.V.; Kabo, G.J.; Sevruk, V.M.; Krasulin, A.P.,
Thermodynamic properties of three adamantanols in the ideal gas state,
Thermochimica Acta, 2003, 405, 1, 85-91, https://doi.org/10.1016/S0040-6031(03)00126-6
. [all data]
Charapennikau, Blokhin, et al., 2003, 2
Charapennikau, M.B.; Blokhin, A.V.; Kabo, A.G.; Kabo, G.J.,
The heat capacities and parameters of solid phase transitions and fusion for 1- and 2-adamantanols,
The Journal of Chemical Thermodynamics, 2003, 35, 1, 145-157, https://doi.org/10.1016/S0021-9614(02)00317-8
. [all data]
Salman and Abas, 1989
Salman, S.R.; Abas, K.F.,
Thermal behaviour of 2-hydroxyadamantane,
Thermochim. Acta, 1989, 142, 2, 245, https://doi.org/10.1016/0040-6031(89)85022-1
. [all data]
Salman and Abas, 1989, 2
Salman, S.R.; Abas, K.F.,
Thermal behaviour of 2-hydroxyadamantane,
Thermmochim. Acta, 1989, 142(2), 245-249. [all data]
Salman and Abas, 1988
Salman, S.R.; Abas, K.F.,
Thermal behaviour of 2-hydroxyadamantane,
Thermochim. Acta, 1988, 136, 81-85. [all data]
Worley, Mateescu, et al., 1973
Worley, S.D.; Mateescu, G.D.; McFarland, C.W.; Fort, R.C., Jr.; Sheley, C.F.,
Photoelectron spectra and MINDO-SCF-MO calculations for adamantane and some of its derivatives,
J. Am. Chem. Soc., 1973, 95, 7580. [all data]
Bodor, Dewar, et al., 1970
Bodor, N.; Dewar, M.J.S.; Worley, S.D.,
Photoelectron spectra of molecules. III. Ionization potentials of some cyclic hydrocarbons and their derivatives, and heats of formation and ionization potentials calculated by the MINDO SCF MO method,
J. Am. Chem. Soc., 1970, 92, 19. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, IR Spectrum, References
- Symbols used in this document:
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 ΔsubH° Enthalpy of sublimation at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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