Cyclohexanone, 2-methyl-
- Formula: C7H12O
- Molecular weight: 112.1696
- IUPAC Standard InChIKey: LFSAPCRASZRSKS-UHFFFAOYSA-N
- CAS Registry Number: 583-60-8
- 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:
- Other names: α-Methylcyclohexanone; 2-Methyl-1-cyclohexanone; 2-Methylcyclohexanone; o-Methylcyclohexanone; 2-Methyl-cyclohexanon; 2-Metilcicloesanone
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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
BS - Robert L. Brown and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 391.65 | K | N/A | CruzBurguet, Monton, et al., 1993 | Uncertainty assigned by TRC = 0.25 K; TRC |
Tboil | 435.7 | K | N/A | Aldrich Chemical Company Inc., 1990 | BS |
Tboil | 438.2 | K | N/A | White and Bishop, 1940 | Uncertainty assigned by TRC = 0.5 K; TRC |
Tboil | 373.4 | K | N/A | Cowan, Jeffery, et al., 1939 | Uncertainty assigned by TRC = 0.8 K; TRC |
Tboil | 439. | K | N/A | Zelinskii, 1897 | Uncertainty assigned by TRC = 6. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 264.00 | K | N/A | Plate, Liberman, et al., 1953 | Uncertainty assigned by TRC = 2. K; TRC |
Tfus | 259.25 | K | N/A | Timmermans, 1952 | Uncertainty assigned by TRC = 0.4 K; TRC |
Tfus | 256. | K | N/A | White and Bishop, 1940 | Uncertainty assigned by TRC = 6. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 10.5 | kcal/mol | EB | Palczewska-Tulinska and Oracz, 2006 | Based on data from 339. to 437. K.; AC |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
10.8 | 346. | Cruz Burguet, Monton, et al., 1993 | Based on data from 331. to 437. K.; AC |
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
Kovats' RI, non-polar column, isothermal
Column type | Active phase | Temperature (C) | I | Reference | Comment |
---|---|---|---|---|---|
Capillary | SE-30 | 100. | 935. | Golovnya, Syomina, et al., 1997 | 25. m/0.32 mm/1. μm, He |
Capillary | SE-30 | 110. | 937. | Golovnya, Syomina, et al., 1997 | 25. m/0.32 mm/1. μm, He |
Capillary | SE-30 | 80. | 929. | Golovnya, Syomina, et al., 1997 | 25. m/0.32 mm/1. μm, He |
Capillary | SE-30 | 90. | 932. | Golovnya, Syomina, et al., 1997 | 25. m/0.32 mm/1. μm, He |
Packed | Apiezon L | 130. | 954. | Paris and Alexandre, 1972 | Chromosorb W AW |
Packed | Apiezon L | 130. | 937. | Wehrli and Kováts, 1959 | Celite; Column length: 2.25 m |
Normal alkane RI, non-polar column, isothermal
Column type | Active phase | Temperature (C) | I | Reference | Comment |
---|---|---|---|---|---|
Capillary | DB-1 | 60. | 914. | Shimadzu, 2003 | 60. m/0.32 mm/1. μm, He |
Capillary | DB-1 | 80. | 924. | Shimadzu, 2003 | 60. m/0.32 mm/1. μm, He |
Normal alkane RI, non-polar column, temperature ramp
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | VF-5 MS | 949. | Leffingwell and Alford, 2011 | 60. m/0.32 mm/0.25 μm, Helium, 2. K/min, 260. C @ 28. min; Tstart: 30. C |
Capillary | VF-5 MS | 954. | Leffingwell and Alford, 2011 | 60. m/0.32 mm/0.25 μm, Helium, 2. K/min, 260. C @ 28. min; Tstart: 30. C |
Capillary | HP-5 | 953.1 | Leffingwell and Alford, 2005 | 60. m/0.32 mm/0.25 μm, He, 30. C @ 2. min, 2. K/min, 260. C @ 28. min |
Capillary | BP-1 | 930. | Health Safety Executive, 2000 | 50. m/0.22 mm/0.75 μm, He, 5. K/min; Tstart: 50. C; Tend: 200. 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.
CruzBurguet, Monton, et al., 1993
CruzBurguet, M.; Monton, J.B.; Sancho-Tello, M.; Vazquez, M.I.,
Vapor-liquid equilibria of cyclohexanone + cyclohexanol and cyclohexanone + 2-methylcyclohexanone systems at 4.00 and 26.66 kPa,
J. Chem. Eng. Data, 1993, 38, 328-31. [all data]
Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc.,
Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [all data]
White and Bishop, 1940
White, A.H.; Bishop, W.S.,
Dielectric Evidence of Molecular Rotation in the Crystals of Certain Non-aromatic Compounds,
J. Am. Chem. Soc., 1940, 62, 8-16. [all data]
Cowan, Jeffery, et al., 1939
Cowan, D.M.; Jeffery, G.H.; Vogel, A.I.,
Physical properties and chemical constitution. Part 4. Methylcyclohexane and the multiplanar structure of the methylcyclohexane ring.,
J. Chem. Soc., 1939, 1939, 1862-5. [all data]
Zelinskii, 1897
Zelinskii, N.D.,
Experiments in the Hexamethylene Series,
Ber. Dtsch. Chem. Ges., 1897, 30, 387-91. [all data]
Plate, Liberman, et al., 1953
Plate, A.F.; Liberman, A.L.; Momma, N.A.,
Preparation of 1,2-Dialkylcycloanes. Synthesis of Stereoisomeric 1-Methyl-2-butylcyclopentanes,
Izv. Akad. Nauk SSSR, 1953, 1953, 689. [all data]
Timmermans, 1952
Timmermans, J.,
Freezing points of organic compounds. VVI New determinations.,
Bull. Soc. Chim. Belg., 1952, 61, 393. [all data]
Palczewska-Tulinska and Oracz, 2006
Palczewska-Tulinska, Marcela; Oracz, Pawel,
Vapor Pressures of Hexanal, 2-Methylcyclohexanone, and 2-Cyclohexen-1-one,
J. Chem. Eng. Data, 2006, 51, 2, 639-641, https://doi.org/10.1021/je0504358
. [all data]
Cruz Burguet, Monton, et al., 1993
Cruz Burguet, M.; Monton, Juan B.; Sanchotello, Margarita; Vazquez, M. Isabel,
Vapor-liquid equilibria of cyclohexanone + cyclohexanol and cyclohexanone + 2-methylcyclohexanone systems at 4.00 and 26.66 kPa,
J. Chem. Eng. Data, 1993, 38, 2, 328-331, https://doi.org/10.1021/je00010a037
. [all data]
Golovnya, Syomina, et al., 1997
Golovnya, R.V.; Syomina, L.A.; Samusenko, A.L.,
Temperature changes of sorption parameters of di-n-alkylketones and methylcyclohexanones in capillary gas chromatography,
Russ. Chem. Bull. (Engl. Transl.), 1997, 46, 2, 314-318, https://doi.org/10.1007/BF02494370
. [all data]
Paris and Alexandre, 1972
Paris, C.; Alexandre, P.,
Stereochemical Investigation of Cyclohexane and Terpene Compounds by Gas Chromatography,
J. Chromatogr. Sci., 1972, 10, 6, 402-411, https://doi.org/10.1093/chromsci/10.6.402
. [all data]
Wehrli and Kováts, 1959
Wehrli, A.; Kováts, E.,
Gas-chromatographische Charakterisierung ogranischer Verbindungen. Teil 3: Berechnung der Retentionsindices aliphatischer, alicyclischer und aromatischer Verbindungen,
Helv. Chim. Acta, 1959, 7, 7, 2709-2736, https://doi.org/10.1002/hlca.19590420745
. [all data]
Shimadzu, 2003
Shimadzu,
Gas chromatography analysis of organic solvents using capillary columns (No. 3), 2003, retrieved from http://www.shimadzu.com/apps/form.cfm. [all data]
Leffingwell and Alford, 2011
Leffingwell, J.; Alford, E.D.,
Volatile constituents of the giant pufball mushroom (Calvatia gigantea),
Leffingwell Rep., 2011, 4, 1-17. [all data]
Leffingwell and Alford, 2005
Leffingwell, J.C.; Alford, E.D.,
Volatile constituents of Perique tobacco,
Electron. J. Environ. Agric. Food Chem., 2005, 4, 2, 899-915. [all data]
Health Safety Executive, 2000
Health Safety Executive,
MDHS 96 Volatile organic compounds in air - Laboratory method using pumed solid sorbent tubes, solvent desorption and gas chromatography
in Methods for the Determination of Hazardous Substances (MDHS) guidance, Crown, Colegate, Norwich, 2000, 1-24, retrieved from http://www.hse.gov.uk/pubns/mdhs/pdfs/mdhs96.pdf. [all data]
Notes
Go To: Top, Phase change data, Gas Chromatography, References
- Symbols used in this document:
Tboil Boiling point Tfus Fusion (melting) point ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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