(+)-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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Phase change data
Go To: Top, 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 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 |
Gas Chromatography
Go To: Top, 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: 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, Phase change data, Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
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]
Nagumo, Matsuo, et al., 1989
Nagumo, T.; Matsuo, T.; Suga, H.,
Thermodynamic study on camphor crystals,
Thermochim. Acta, 1989, 139, 121-132. [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]
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]
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, Phase change data, Gas Chromatography, References
- Symbols used in this document:
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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