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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• Information on this page:
  • Gas phase thermochemistry data
  • Condensed phase thermochemistry data
  • Phase change data
  • Mass spectrum (electron ionization)
  • References
  • Notes
• Other data available:
  • Gas phase ion energetics data
  • Gas Chromatography
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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
fH°gas	-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
fH°solid	-74.3 ± 0.9	kcal/mol	Ccb	Arora and Steele, 1978
Quantity	Value	Units	Method	Reference	Comment
cH°solid	-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

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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

Quantity	Value	Units	Method	Reference	Comment
vapH°	14.5 ± 0.05	kcal/mol	GC	van Roon, Parsons, et al., 2002	AC
Quantity	Value	Units	Method	Reference	Comment
subH°	15.9 ± 0.07	kcal/mol	C	Bazyleva, Blokhin, et al., 2006	AC
subH°	15.8 ± 0.2	kcal/mol	ME	Bazyleva, Blokhin, et al., 2006	Based on data from 280. - 333. K.; AC
subH°	18.2 ± 0.36	kcal/mol	N/A	Miroshnichenko, Lebedev, et al., 2002	See also Bazyleva, Blokhin, et al., 2006.; AC
subH°	19.2 ± 0.6	kcal/mol	V	Arora and Steele, 1978	ALS
subH°	19.2 ± 0.60	kcal/mol	BG	Arora and Steele, 1978	AC

Enthalpy of fusion

fusH (kcal/mol)	Temperature (K)	Method	Reference	Comment
2.813	557.5	DSC	Bazyleva, Blokhin, et al., 2006	AC

Mass spectrum (electron ionization)

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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

Spectrum

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Additional Data

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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