Adamantane-1-carboxylic acid

• Formula: C₁₁H₁₆O₂
• Molecular weight: 180.2435
• IUPAC Standard InChI: InChI=1S/C11H16O2/c12-10(13)11-4-7-1-8(5-11)3-9(2-7)6-11/h7-9H,1-6H2,(H,12,13) Copy

  
• IUPAC Standard InChIKey: JIMXXGFJRDUSRO-UHFFFAOYSA-N Copy
• CAS Registry Number: 828-51-3
• Chemical structure:
  This structure is also available as a 2d Mol file or as a computed 3d SD file
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• Other names: Tricyclo[3.3.1.1^3,7]-decane-1-carboxylic acid; 1-Adamantanecarboxylic acid; Adamantoic acid; 1-Carboxyadamantane; 3-Adamantanecarboxylic acid; 2-Adamantane-1-carboxylic acid; 1-Adamantane-1-carboxylic acid; Adamantanecarboxylic acid; Adamantylcarboxylic acid; tricyclo(3.3.1.1'3,7)decane-1-carboxylic acid
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• Information on this page:
  • Condensed phase thermochemistry data
  • Phase change data
  • Reaction thermochemistry data
  • IR Spectrum
  • Mass spectrum (electron ionization)
  • References
  • Notes
• Other data available:
  • Gas phase ion energetics data
  • Gas Chromatography
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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

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 by: William E. Acree, Jr., James S. Chickos

Enthalpy of fusion

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: John E. Bartmess

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

C₁₁H₁₅O₂^- +  =

By formula: C₁₁H₁₅O₂^- + H⁺ = C₁₁H₁₆O₂

IR Spectrum

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Data compiled by: Coblentz Society, Inc.

• SOLUTION (10% CCl4 FOR 4000-1220, 10% CS2 FOR 1220-450 CM^-1) VS SOLVENT; CARY 90 (GRATING); DIGITIZED BY COBLENTZ SOCIETY (BATCH I) FROM HARD COPY; 2 cm^-1 resolution

Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director

• gas; HP-GC/MS/IRD

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, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, IR Spectrum, 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.

Steele, Carson, et al., 1973
Steele, W.V.; Carson, A.S.; Laye, P.G.; Rosser, C.A., Enthalpies of formation of adamantanoid compounds. Part 3.-Adamantanecarboxylic acids, J. Chem. Soc. Faraday Trans. 1, 1973, 69, 1257-1260. [all data]

Harvey, Gilson, et al., 1986
Harvey, Pierre D.; Gilson, D.F.R.; Butler, I.S., Phase transitions in adamantane derivatives: adamantanecarboxylic acid, J. Phys. Chem., 1986, 90, 1, 136-139, https://doi.org/10.1021/j100273a031 . [all data]

Caldwell, Renneboog, et al., 1989
Caldwell, G.; Renneboog, R.; Kebarle, P., Gas Phase Acidities of Aliphatic Carboxylic Acids, Based on Measurements of Proton Transfer Equilibria, Can. J. Chem., 1989, 67, 4, 661, https://doi.org/10.1139/v89-092 . [all data]

Jinfeng, Topsom, et al., 1988
Jinfeng, C.; Topsom, R.D.; Headley, A.D.; Koppel, I.; Mishima, M.; Taft, R.W.; Veji, S., Acidities of Substituted Acetic Acids, J. Mol. Struct., 1988, 168, 141, https://doi.org/10.1016/0166-1280(88)80349-X . [all data]

Notes

Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, IR Spectrum, Mass spectrum (electron ionization), References

• Symbols used in this document:
  

  ΔcH°solid	Enthalpy of combustion of solid at standard conditions
  ΔfH°solid	Enthalpy of formation of solid at standard conditions
  ΔfusH	Enthalpy of fusion
  ΔrG°	Free energy of reaction at standard conditions
  ΔrH°	Enthalpy of reaction at standard conditions

• Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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