2-Adamantanone
- Formula: C10H14O
- Molecular weight: 150.2176
- IUPAC Standard InChI:
- InChI=1S/C10H14O/c11-10-8-2-6-1-7(4-8)5-9(10)3-6/h6-9H,1-5H2
- Download the identifier in a file.
- IUPAC Standard InChIKey: IYKFYARMMIESOX-UHFFFAOYSA-N
- CAS Registry Number: 700-58-3
- 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[3.3.1.1(3,7)]decanone; Adamantanone; 2-Adamantone; 2-Oxoadamantane; Adamantan-2-one; tricyclo[3.3.1.13,7]decan-2-one
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Phase change data, Mass spectrum (electron ionization), References, Notes
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 |
---|---|---|---|---|---|
![]() | -55.1 ± 1.1 | kcal/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 |
---|---|---|---|---|---|
![]() | -74.3 ± 0.9 | kcal/mol | Ccb | Arora and Steele, 1978 | |
Quantity | Value | Units | Method | Reference | Comment |
![]() | -1344.4 ± 0.9 | kcal/mol | Ccb | Arora and Steele, 1978 | Corresponding «DELTA»fHºsolid = -74.3 kcal/mol (simple calculation by NIST; no Washburn corrections) |
Phase change data
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Mass spectrum (electron ionization), 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:
AC - William E. Acree, Jr., James S. Chickos
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
![]() | 14.5 ± 0.05 | kcal/mol | GC | van Roon, Parsons, et al., 2002 | AC |
Quantity | Value | Units | Method | Reference | Comment |
![]() | 15.9 ± 0.07 | kcal/mol | C | Bazyleva, Blokhin, et al., 2006 | AC |
![]() | 15.8 ± 0.2 | kcal/mol | ME | Bazyleva, Blokhin, et al., 2006 | Based on data from 280. - 333. K.; AC |
![]() | 18.2 ± 0.36 | kcal/mol | N/A | Miroshnichenko, Lebedev, et al., 2002 | See also Bazyleva, Blokhin, et al., 2006.; AC |
![]() | 19.2 ± 0.6 | kcal/mol | V | Arora and Steele, 1978 | ALS |
![]() | 19.2 ± 0.60 | kcal/mol | BG | Arora and Steele, 1978 | AC |
Enthalpy of fusion
![]() |
Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
2.813 | 557.5 | DSC | Bazyleva, Blokhin, et al., 2006 | AC |
Mass spectrum (electron ionization)
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change 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 by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Spectrum
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Additional Data
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Due to licensing restrictions, this spectrum cannot be downloaded.
Owner | NIST Mass Spectrometry Data Center Collection (C) 2014 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
Origin | Chemical Concepts |
NIST MS number | 156033 |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Mass spectrum (electron ionization), 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]
van Roon, Parsons, et al., 2002
van Roon, André; Parsons, John R.; Govers, Harrie A.J.,
Gas chromatographic determination of vapour pressure and related thermodynamic properties of monoterpenes and biogenically related compounds,
Journal of Chromatography A, 2002, 955, 1, 105-115, https://doi.org/10.1016/S0021-9673(02)00200-5
. [all data]
Bazyleva, Blokhin, et al., 2006
Bazyleva, Ala B.; Blokhin, Andrey V.; Kabo, Gennady J.; Kabo, Andrey G.; Sevruk, Viktor M.,
Thermodynamic properties of 2-adamantanone in the condensed and ideal gaseous states,
Thermochimica Acta, 2006, 451, 1-2, 65-72, https://doi.org/10.1016/j.tca.2006.08.018
. [all data]
Miroshnichenko, Lebedev, et al., 2002
Miroshnichenko, E.A.; Lebedev, V.P.; Matyushin, Yu.N.,
Doklady Physical Chemistry, 2002, 382, 4/6, 40-42, https://doi.org/10.1023/A:1014499229527
. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Mass spectrum (electron ionization), References
- Symbols used in this document:
cH°solid
Enthalpy of combustion of solid at standard conditions fH°gas
Enthalpy of formation of gas at standard conditions fH°solid
Enthalpy of formation of solid at standard conditions fusH
Enthalpy of fusion subH°
Enthalpy of sublimation at standard conditions vapH°
Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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