Camphor
- Formula: C10H16O
- Molecular weight: 152.2334
- IUPAC Standard InChIKey: DSSYKIVIOFKYAU-UHFFFAOYSA-N
- CAS Registry Number: 76-22-2
- Chemical structure:
This structure is also available as a 2d Mol file - Species with the same structure:
- Stereoisomers:
- 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
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- Other data available:
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry 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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | -63.9 ± 0.7 | kcal/mol | Ccb | Steele, 1977 |
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
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°solid | -76.3 ± 0.6 | kcal/mol | Ccb | Steele, 1977 | ALS |
ΔfH°solid | -95. ± 16. | kcal/mol | Ccb | Delafontaine, Sabbah, et al., 1973 | %hf298 calculated possible error by the authors; ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -1410.7 ± 0.6 | kcal/mol | Ccb | Steele, 1977 | Corresponding ΔfHºsolid = -76.3 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
ΔcH°solid | -1391. ± 16. | kcal/mol | Ccb | Delafontaine, Sabbah, et al., 1973 | %hf298 calculated possible error by the authors; Corresponding ΔfHºsolid = -95.6 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
ΔcH°solid | -1408.0 | kcal/mol | Ccb | Shchukarev and Shchukareva, 1932 | Corresponding ΔfHºsolid = -78.99 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
ΔcH°solid | -1409.8 ± 0.91 | kcal/mol | Ccb | Swietoslawski and Bobinska, 1929 | Corresponding ΔfHºsolid = -77.2 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
ΔcH°solid | -1412.7 | kcal/mol | Ccb | Roth and Ostling, 1913 | Corresponding ΔfHºsolid = -74.3 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
Constant pressure heat capacity of solid
Cp,solid (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
64.82 | 298.1 | Frandsen, 1931 | T = 307 to 483 K.; DH |
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
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 482.3 | K | N/A | Lecat, 1947 | Uncertainty assigned by TRC = 1. K; TRC |
Tboil | 482.25 | K | N/A | Lecat, 1943 | Uncertainty assigned by TRC = 0.3 K; TRC |
Tboil | 482.25 | K | N/A | Lecat, 1943, 2 | Uncertainty assigned by TRC = 0.5 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 449. | K | N/A | Mjojo, 1979 | Crystal phase 1 phase; Uncertainty assigned by TRC = 1. K; TRC |
Tfus | 451.5 | K | N/A | Frandsen, 1931, 2 | Uncertainty assigned by TRC = 0.1 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 13.0 | kcal/mol | CGC | Chickos, Hosseini, et al., 1995 | Based on data from 343. to 383. K.; AC |
ΔvapH° | 13.0 | kcal/mol | CGC | Chickos, Hosseini, et al., 1995 | Based on data from 343. to 383. K.; AC |
ΔvapH° | 13.2 | kcal/mol | CGC | Chickos, Hosseini, et al., 1995 | Based on data from 343. to 383. K.; AC |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 12.4 ± 0.2 | kcal/mol | V | Steele, 1977 | ALS |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (atm)
T = temperature (K)
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Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
451.20 to 505.50 | 3.30396 | 1096.291 | -148.579 | de Wilde, 1937 | Coefficents calculated by NIST from author's data. |
Enthalpy of sublimation
ΔsubH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
12.3 ± 0.62 | 283. | HSA | Chickos, 1975 | Based on data from 273. to 293. K.; AC |
12.8 | 363. | N/A | Jones, 1960 | Based on data from 273. to 453. K.; AC |
13.1 | 301. | N/A | Sherwood and Bryant, 1957 | Based on data from 285. to 318. K.; AC |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
1.630 | 451.5 | Frandsen, 1931 | DH |
Entropy of fusion
ΔfusS (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
3.609 | 451.5 | Frandsen, 1931 | DH |
Reaction thermochemistry data
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: 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
By formula: C12H22O2 + H2O = 2CH4O + C10H16O
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 1.848 ± 0.085 | kcal/mol | Cm | Wiberg and Cunningham, 1990 | liquid phase; Heat of hydrolysis |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, 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]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, 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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