(+)-2-Bornanone
- Formula: C10H16O
- Molecular weight: 152.2334
- IUPAC Standard InChIKey: DSSYKIVIOFKYAU-UHFFFAOYSA-N
- CAS Registry Number: 464-49-3
- 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. - Species with the same structure:
- Stereoisomers:
- Other names: Bicyclo[2.2.1]heptan-2-one, 1,7,7-trimethyl-, (1R)-; Camphor, (1R,4R)-(+)-; Alcanfor; d-2-Bornanone; d-2-Camphanone; Camphor, (+)-; (+)-Camphor; d-Camphor; D-(+)-Camphor; Camphor USP; Japanese camphor; (1R)-(+)-Camphor; 1,7,7-Trimethylbicyclo[2.2.1]heptan-2-one, (1R)-; 1,7,7-trimethylbicyclo[2.2.1]-2-heptanone, (1R)-; Camphor (D); (1R)-Camphor; (1R,4R)-1,7,7-Trimethylbicyclo[2.2.1]heptan-2-one; (R)-(+)-Camphor; (R)-Camphor; 1,7,7-trimethylbicyclo[2.2.1]-2-heptanone (camphor); 1,7,7-trimethyl-bicyclo-[2,2,1]heptane-2-one; (+)-bornan-2-one
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Condensed phase thermochemistry data
Go To: Top, Phase change data, Mass spectrum (electron ionization), Gas Chromatography, 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: Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
S°solid,1 bar | 69.254 | cal/mol*K | N/A | Nagumo, Matsuo, et al., 1989 | crystaline, I phase; Annealed sample. |
Constant pressure heat capacity of solid
Cp,solid (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
59.11 | 300.13 | Nagumo, Matsuo, et al., 1989 | crystaline, I phase; T = 14 to 375 K. Unsmoothed experimental datum. |
58.1 | 259. | White and Morgan, 1935 | crystaline, I phase; T = 213 to 259 K. |
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
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tfus | 451.8 | K | N/A | Andersson and Ross, 1992 | Crystal phase 1 phase; Uncertainty assigned by TRC = 0.5 K; TRC |
Tfus | 463.38 | K | N/A | Donnelly, Drewes, et al., 1990 | Uncertainty assigned by TRC = 0.2 K; TRC |
Tfus | 452. | K | N/A | Mjojo, 1979 | Crystal phase 1 phase; Uncertainty assigned by TRC = 1. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 13.2 | kcal/mol | GC | van Roon, Parsons, et al., 2002 | AC |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
1.3 | 452. | DSC | Mjojo, 1979, 2 | AC |
Temperature of phase transition
Ttrs (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|
244.19 | crystaline, II | crystaline, I | Nagumo, Matsuo, et al., 1989 | DH |
Enthalpy of phase transition
ΔHtrs (kcal/mol) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
1.671 | 243.9 | crystaline, II | crystaline, I | Schfer, 1953 | DH |
1.859 | 243. | crystaline, II | crystaline, I | White and Morgan, 1935 | DH |
Entropy of phase transition
ΔStrs (cal/mol*K) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
6.86 | 243.9 | crystaline, II | crystaline, I | Schfer, 1953 | DH |
7.65 | 243. | crystaline, II | crystaline, I | White and Morgan, 1935 | DH |
Mass spectrum (electron ionization)
Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas Chromatography, 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 | Japan AIST/NIMC Database- Spectrum MS-NW-1984 |
NIST MS number | 230538 |
Gas Chromatography
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: NIST Mass Spectrometry Data Center, William E. Wallace, director
Van Den Dool and Kratz RI, non-polar column, temperature ramp
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | HP-5 | 1144. | Song, Sawamura, et al., 2000 | 30. m/0.25 mm/0.25 μm, He, 2. K/min; Tstart: 70. C; Tend: 230. C |
Van Den Dool and Kratz RI, non-polar column, custom temperature program
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | DB-5 | 1141. | Wang, Finn, et al., 2005 | 30. m/0.32 mm/1. μm, He; Program: 40C(2min) => 5C/min => 100C => 4C/min => 230C (10min) |
Van Den Dool and Kratz RI, polar column, temperature ramp
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | DB-Wax | 1528. | Choi, 2005 | 60. m/0.25 mm/0.25 μm, N2, 70. C @ 2. min, 2. K/min, 230. C @ 20. min |
Capillary | DB-Wax | 1529. | Choi and Sawamura, 2000 | 60. m/0.25 mm/0.25 μm, N2, 70. C @ 2. min, 2. K/min, 230. C @ 20. min |
Van Den Dool and Kratz RI, polar column, custom temperature program
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | Stabilwax | 1509. | Wang, Finn, et al., 2005 | 30. m/0.32 mm/1. μm, He; Program: 40C(2min) => 5C/min => 100C => 4C/min => 230C (10min) |
Normal alkane RI, non-polar column, custom temperature program
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | DB-5 MS | 1121. | Purushothaman and Ravi, 2013 | 30. m/0.25 mm/0.25 μm, Helium; Program: 70 0C 5 0C/min -> 120 0C 10 0C/min -> 280 0C (20 min) |
Capillary | 5 % Phenyl methyl siloxane | 1158. | Huang, Qin, et al., 2009 | 30. m/0.25 mm/0.25 μm, Helium; Program: 50 0C (2 min) 10 0C/min -> 150 0C 15 0C/min -> 300 0C (10 min) |
Normal alkane RI, polar column, temperature ramp
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | DB-Wax | 1527. | Choi, 2004 | 60. m/0.25 mm/0.25 μm, N2, 70. C @ 2. min, 2. K/min, 230. C @ 20. min |
Capillary | DB-Wax | 1532. | Tu, Thanh, et al., 2002 | 60. m/0.25 mm/0.25 μm, N2, 2. K/min; Tstart: 70. C; Tend: 230. C |
References
Go To: Top, Condensed phase thermochemistry data, Phase change data, Mass spectrum (electron ionization), Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Nagumo, Matsuo, et al., 1989
Nagumo, T.; Matsuo, T.; Suga, H.,
Thermodynamic study on camphor crystals,
Thermochim. Acta, 1989, 139, 121-132. [all data]
White and Morgan, 1935
White, A.H.; Morgan, S.O.,
Transitions in camphor and chemically related compounds. II. Vibration of atomic groups,
J. Am. Chem. Soc., 1935, 57, 2078-2086. [all data]
Andersson and Ross, 1992
Andersson, O.; Ross, R.G.,
Thermal conductivity of (+)- and (±)-camphor at pressures up to 0.5 GPa and temperatures down to 40 K,
Mol. Phys., 1992, 76, 433-44. [all data]
Donnelly, Drewes, et al., 1990
Donnelly, J.R.; Drewes, L.A.; Johnson, R.L.; Munslow, W.D.; Knapp, K.K.; Sovocool, G.W.,
Purity and heat of fusion data for environmental standards as determined by differential scanning calorimetry,
Thermochim. Acta, 1990, 167, 2, 155, https://doi.org/10.1016/0040-6031(90)80476-F
. [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]
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]
Mjojo, 1979, 2
Mjojo, Chodziwadziwa 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, https://doi.org/10.1039/f29797500692
. [all data]
Schfer, 1953
Schfer, K.,
Fenomenos de orden y desorden en solidos,
An. R. Soc. Esp. Fis. Quim. Ser., 1953, B 49, 161-174. [all data]
Song, Sawamura, et al., 2000
Song, H.S.; Sawamura, M.; Ito, T.; Kawashimo, K.; Ukeda, H.,
Quantitative determination of characteric flavour of Citrus junos (yuzu) peel oil,
Flavour Fragr. J., 2000, 15, 4, 245-250, https://doi.org/10.1002/1099-1026(200007/08)15:4<245::AID-FFJ904>3.0.CO;2-V
. [all data]
Wang, Finn, et al., 2005
Wang, Y.; Finn, C.; Qian, M.C.,
Impact of Growing Environment on Chickasaw Blackberry ( Rubus L.) Aroma Evaluated by Gas Chromatography Olfactometry Dilution Analysis,
J. Agric. Food Chem., 2005, 53, 9, 3563-3571, https://doi.org/10.1021/jf048102m
. [all data]
Choi, 2005
Choi, H.-S.,
Characteristic odor components of kumquat (Fortunella japonica Swingle) peel oil,
J. Agric. Food Chem., 2005, 53, 5, 1642-1647, https://doi.org/10.1021/jf040324x
. [all data]
Choi and Sawamura, 2000
Choi, H.-S.; Sawamura, M.,
Composition of the essential oil of Citrus tamurana Hort. ex Tanaka (Hyuganatsu),
J. Agric. Food Chem., 2000, 48, 10, 4868-4873, https://doi.org/10.1021/jf000651e
. [all data]
Purushothaman and Ravi, 2013
Purushothaman, D.N.; Ravi, S.,
GC-MS analusis of essential oil obtained from Heracleum candolleanum (Wight et Arn),
J. Pharmacy Res., 2013, 6, 1, 155-157, https://doi.org/10.1016/j.jopr.2012.11.032
. [all data]
Huang, Qin, et al., 2009
Huang, B.; Qin, L.; Chu, Q.; Zhang, Q.; Gao, L.; Zheng, H.,
Comparison of headspace SPME with hydrodistillation and SFE for analysis of the volatile components of the roots of Valeriana officinalis var. latifolia,
Chromatographia, 2009, 69, 5/6, 489-496, https://doi.org/10.1365/s10337-008-0921-y
. [all data]
Choi, 2004
Choi, H.-S.,
Aroma evaluation of an aquatic herb, changpo (Acorus calamus Var. angustatus Bess), by AEDA and SPME,
J. Agric. Food Chem., 2004, 52, 26, 8099-8104, https://doi.org/10.1021/jf040239p
. [all data]
Tu, Thanh, et al., 2002
Tu, N.T.M.; Thanh, L.X.; Une, A.; Ukeda, H.; Sawamura, M.,
Volatile constituents of Vietnamese pummelo, orange, tangerine and lime peel oils,
Flavour Fragr. J., 2002, 17, 3, 169-174, https://doi.org/10.1002/ffj.1076
. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Phase change data, Mass spectrum (electron ionization), Gas Chromatography, References
- Symbols used in this document:
Cp,solid Constant pressure heat capacity of solid S°solid,1 bar Entropy of solid at standard conditions (1 bar) Tfus Fusion (melting) point Ttrs Temperature of phase transition ΔHtrs Enthalpy of phase transition ΔStrs Entropy of phase transition ΔfusH Enthalpy of fusion ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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