Camphor

• Formula: C₁₀H₁₆O
• Molecular weight: 152.2334
• IUPAC Standard InChI: InChI=1S/C10H16O/c1-9(2)7-4-5-10(9,3)8(11)6-7/h7H,4-6H2,1-3H3 Copy

  
• IUPAC Standard InChIKey: DSSYKIVIOFKYAU-UHFFFAOYSA-N Copy
• CAS Registry Number: 76-22-2
• Chemical structure:
  This structure is also available as a 2d Mol file
• Species with the same structure:
  • 1,7,7-Trimethylbicyclo[2.2.1]heptan-2-one
  • Camphor
  • Bicyclo[2.2.1]heptan-2-one, 1,7,7-trimethyl-, (1S)-
  • (+)-2-Bornanone
• Stereoisomers:
  • ( S)-camphor
• Other names: Bicyclo[2.2.1]heptan-2-one, 1,7,7-trimethyl-; Root bark oil; Spirit of camphor; 1,7,7-Trimethylbicyclo[2.2.1]-2-heptanone; 1,7,7-Trimethylnorcamphor; 2-Bornanone; 2-Camphanone; 1,7,7-Trimethyl-bicyclo[2.2.1]heptan-2-one; 2-Camphonone; Gum camphor; Bornane, 2-oxo-; Camphor, synthetic; Huile de camphre; 2-Kamfanon; Kampfer; 2-Keto-1,7,7-trimethylnorcamphane; Matricaria camphor; Norcamphor, 1,7,7-trimethyl-; UN 2717; Bicyclo[2.2.1]heptane-2-one, 1,7,7-trimethyl-; Alphanon; DL-Camphor; Borneo camphor; Bicyclo[2.2.1]heptan-2-one, 1,7,7-trimethyl-, (.+/-.)-; (.+/-.)-Camphor; Camphre; bornan-2-one
• Information on this page:
  • Gas phase thermochemistry data
  • Condensed phase thermochemistry data
  • Phase change data
  • Reaction thermochemistry data
  • Gas phase ion energetics data
  • IR Spectrum
  • Mass spectrum (electron ionization)
  • References
  • Notes
• Other data available:
  • Gas Chromatography
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• NIST / TRC Web Thermo Tables, professional edition (thermophysical and thermochemical data)

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Gas phase thermochemistry data

Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, IR Spectrum, 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

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 as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing

Constant pressure heat capacity of solid

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:
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
DH - Eugene S. Domalski and Elizabeth D. Hearing

Antoine Equation Parameters

log₁₀(P) = A − (B / (T + C))
    P = vapor pressure (bar)
    T = temperature (K)

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Enthalpy of sublimation

Enthalpy of fusion

Entropy 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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

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

 +  = 2 + 

By formula: C₁₂H₂₂O₂ + H₂O = 2CH₄O + C₁₀H₁₆O

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 evaluated as indicated in comments:
HL - Edward P. Hunter and Sharon G. Lias

Data compiled as indicated in comments:
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron

Ionization energy determinations

IR Spectrum

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Mass spectrum (electron ionization), References, Notes

Data compiled by: Coblentz Society, Inc.

• SOLUTION (10% CCl4 FOR 3800-1350, 10% CS2 FOR 1350-420 CM^-1); DOW KBr FOREPRISM-GRATING; DIGITIZED BY COBLENTZ SOCIETY (BATCH I) FROM HARD COPY; 2 cm^-1 resolution
• SOLUTION (5% CCl4 FOR 4000-1350, 5% CS2 FOR 1350-450 CM^-1) VS SOLVENT; CARY 90 (GRATING); DIGITIZED BY COBLENTZ SOCIETY (BATCH II) FROM HARD COPY; 2 cm^-1 resolution

Data compiled by: Timothy J. Johnson, Tanya L. Myers, Yin-Fong Su, Russell G. Tonkyn, Molly Rose K. Kelly-Gorham, and Tyler O. Danby

• solid; Bruker Tensor 37 FTIR; 0.96450084 cm^-1 resolution

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, Reaction thermochemistry data, Gas phase ion energetics 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, 1977
Steele, W.V., The standard enthalpies of formation of bicyclic compounds. III. 1,7,7-trimethylbicyclo[2.2.1]heptan-2-one, J. Chem. Thermodyn., 1977, 9, 311-314. [all data]

Delafontaine, Sabbah, et al., 1973
Delafontaine, J.; Sabbah, R.; Laffitte, M., Mesures microcalorimetriques des enthalpies de reference de formation (a l'etat condense) de composes volatils - mise au point de la technique, Z. Phys. Chem. (Neue Folge), 1973, 84, 157-172. [all data]

Shchukarev and Shchukareva, 1932
Shchukarev, A.N.; Shchukareva, L.A., Heat standards, Russ. J. Phys. Chem. (Engl. Transl.), 1932, 3, 169-174. [all data]

Swietoslawski and Bobinska, 1929
Swietoslawski, M.W.; Bobinska, M.J., O cieple spalania kamfory, azobenzenu i hydrazobenzenu - Sur la chaleur de combustion du comphre, de l'hydrazobenzene, Rocz. Chem., 1929, 9, 723-730. [all data]

Roth and Ostling, 1913
Roth, W.A.; Ostling, G.J., Thermochemische Untersuchungen in der alicyclischen Reihe, Ber., 1913, 46, 309-327. [all data]

Frandsen, 1931
Frandsen, M., Cryoscopic constant, heat of fusion, and heat capacity of camphor, Bur. Stand. J. Res., 1931, 7, 477-483. [all data]

Lecat, 1947
Lecat, M., Orthobaric Azeotropes of Sulfides, Bull. Cl. Sci., Acad. R. Belg., 1947, 33, 160-82. [all data]

Lecat, 1943
Lecat, M., Negative and other Azeotropes, C. R. Hebd. Seances Acad. Sci., 1943, 217, 242. [all data]

Lecat, 1943, 2
Lecat, M., Azeotropes of Ethyl Urethane and other Azeotropes, C. R. Hebd. Seances Acad. Sci., 1943, 217, 273. [all data]

Mjojo, 1979
Mjojo, C.C., Order-disorder phenomena: part 2. order-disorder phase equilibria in d-and l-systems of camphor and related compounds., J. Chem. Soc., Faraday Trans. 2, 1979, 75, 692-703. [all data]

Frandsen, 1931, 2
Frandsen, M., Cryoscopic constant, heat of fusion, and heat capacity of camphor, Bur. Stand. J. Res., 1931, 1931, 7 477. [all data]

Chickos, Hosseini, et al., 1995
Chickos, James S.; Hosseini, Sarah; Hesse, Donald G., Determination of vaporization enthalpies of simple organic molecules by correlations of changes in gas chromatographic net retention times, Thermochimica Acta, 1995, 249, 41-62, https://doi.org/10.1016/0040-6031(95)90670-3 . [all data]

de Wilde, 1937
de Wilde, J.H., «65533»ber die Dampfdrucke des Kampfers, Z. Anorg. Allg. Chem., 1937, 233, 4, 411-414, https://doi.org/10.1002/zaac.19372330408 . [all data]

Chickos, 1975
Chickos, James Speros, A simple equilibrium method for determining heats of sublimation, J. Chem. Educ., 1975, 52, 2, 134-39, https://doi.org/10.1021/ed052p134 . [all data]

Jones, 1960
Jones, A.H., Sublimation Pressure Data for Organic Compounds., J. Chem. Eng. Data, 1960, 5, 2, 196-200, https://doi.org/10.1021/je60006a019 . [all data]

Sherwood and Bryant, 1957
Sherwood, T.K.; Bryant, J.H., Jr., Can. J. Chem. Eng., 1957, 35, 51. [all data]

Wiberg and Cunningham, 1990
Wiberg, K.B.; Cunningham, W.C., Jr., Thermochemical studies of carbonyl reactions. 4. Enthalpies of hydrolysis of norbornyl ketals, J. Org. Chem., 1990, 55, 679-684. [all data]

Hunter and Lias, 1998
Hunter, E.P.; Lias, S.G., Evaluated Gas Phase Basicities and Proton Affinities of Molecules: An Update, J. Phys. Chem. Ref. Data, 1998, 27, 3, 413-656, https://doi.org/10.1063/1.556018 . [all data]

Vilesov, 1960
Vilesov, F.I., The photoionization of vapors of compounds whose molecules contain carbonyl groups, Dokl. Phys. Chem., 1960, 132, 521, In original 1332. [all data]

Notes

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

• Symbols used in this document:
  

  Cp,solid	Constant pressure heat capacity of solid
  Tboil	Boiling point
  Tfus	Fusion (melting) point
  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
  ΔrH°	Enthalpy of reaction at standard conditions
  ΔsubH	Enthalpy of sublimation
  ΔsubH°	Enthalpy of sublimation at standard conditions
  ΔvapH°	Enthalpy of vaporization at standard conditions

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