Cyclododecanone
- Formula: C12H22O
- Molecular weight: 182.3025
- IUPAC Standard InChIKey: SXVPOSFURRDKBO-UHFFFAOYSA-N
- CAS Registry Number: 830-13-7
- Chemical structure:
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Phase change data
Go To: Top, Gas phase ion energetics 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 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
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 538.3 | K | N/A | Wolf, 1972 | Uncertainty assigned by TRC = 2. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 335.6 | K | N/A | Wolf, 1972 | Uncertainty assigned by TRC = 0.1 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 65.5 ± 0.6 | kJ/mol | N/A | Wolf, 1972, 2 | AC |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 83.2 ± 0.3 | kJ/mol | V | Roux, Jimenez, et al., 1996 | crystal phase; ALS |
ΔsubH° | 83.2 ± 0.3 | kJ/mol | ME | Roux, Jimenez, et al., 1996 | AC |
Reduced pressure boiling point
Tboil (K) | Pressure (bar) | Reference | Comment |
---|---|---|---|
358.2 | 0.001 | Aldrich Chemical Company Inc., 1990 | BS |
358. | 0.001 | Farchan Laboratories, 1990 | BS |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
61. | 388. | A | Stephenson and Malanowski, 1987 | Based on data from 373. to 443. K.; AC |
57.9 | 423. | A,EB | Stephenson and Malanowski, 1987 | Based on data from 408. to 450. K. See also Meyer and Hotz, 1976.; AC |
54.7 | 473. | A,EB | Stephenson and Malanowski, 1987 | Based on data from 458. to 556. K. See also Meyer and Hotz, 1976.; AC |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
16.85 | 335.6 | Roux, Jimenez, et al., 1996 | See also Gonthier-Vassal and Szwarc, 1998.; AC |
Gas phase ion energetics data
Go To: Top, 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 as indicated in comments:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
8.96 ± 0.03 | PI | Golubitskii, Kulikov, et al., 1979 | LLK |
Appearance energy determinations
Ion | AE (eV) | Other Products | Method | Reference | Comment |
---|---|---|---|---|---|
C10H18O+ | 10.10 ± 0.05 | C2H4 | PI | Golubitskii, Kulikov, et al., 1979 | LLK |
C12H2O+ | 10.13 ± 0.05 | H2O | PI | Golubitskii, Kulikov, et al., 1979 | LLK |
C12H21+ | 10.03 ± 0.05 | OH | PI | Golubitskii, Kulikov, et al., 1979 | LLK |
Gas Chromatography
Go To: Top, Phase change data, Gas phase ion energetics 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 | OV-1 | 150. | 1492.8 | Rudenko and Rudenko, 2005 | He; Column diameter: 0.25 mm |
Capillary | OV-1 | 170. | 1505.6 | Rudenko and Rudenko, 2005 | He; Column diameter: 0.25 mm |
Capillary | OV-1 | 190. | 1528.9 | Rudenko and Rudenko, 2005 | He; Column diameter: 0.25 mm |
Capillary | OV-1 | 150. | 1492.8 | Rudenko and Rudenko, 2000 | He; Column diameter: 0.25 mm |
Capillary | OV-1 | 170. | 1505.6 | Rudenko and Rudenko, 2000 | He; Column diameter: 0.25 mm |
Capillary | OV-1 | 190. | 1528.9 | Rudenko and Rudenko, 2000 | He; Column diameter: 0.25 mm |
Packed | OV-101 | 220. | 1570.4 | Didaoui, Touabet, et al., 1997 | N2, Chromosorb G HP; Column length: 2. m |
Capillary | SE-30 | 220. | 1562.8 | Didaoui, Touabet, et al., 1997 | 27. m/0.4 mm/1.13 μm, N2, Chromosorb G HP |
Capillary | SE-30 | 200. | 1574.1 | Didaoui, Touabet, et al., 1997 | 27. m/0.4 mm/0.1 μm, N2, Chromosorb G HP |
Kovats' RI, non-polar column, custom temperature program
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Packed | SE-30 | 1524. | Ramsey, Lee, et al., 1980 | He, Chromosorb G HP (80-100 mesh); Column length: 1.5 m; Program: not specified |
Kovats' RI, polar column, isothermal
Column type | Active phase | Temperature (C) | I | Reference | Comment |
---|---|---|---|---|---|
Capillary | Carbowax 40M | 150. | 1923.2 | Rudenko and Rudenko, 2005 | He; Column diameter: 0.25 mm |
Capillary | Carbowax 40M | 170. | 1956.4 | Rudenko and Rudenko, 2005 | He; Column diameter: 0.25 mm |
Capillary | Carbowax 40M | 190. | 1992.7 | Rudenko and Rudenko, 2005 | He; Column diameter: 0.25 mm |
Capillary | Carbowax 40M | 150. | 1923.2 | Rudenko and Rudenko, 2000 | He; Column diameter: 0.25 mm |
Capillary | Carbowax 40M | 170. | 1956.4 | Rudenko and Rudenko, 2000 | He; Column diameter: 0.25 mm |
Capillary | Carbowax 40M | 190. | 1992.7 | Rudenko and Rudenko, 2000 | He; Column diameter: 0.25 mm |
Normal alkane RI, non-polar column, custom temperature program
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Other | Methyl Silicone | 1524. | Ardrey and Moffat, 1981 | Program: not specified |
References
Go To: Top, Phase change data, Gas phase ion energetics data, Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Wolf, 1972
Wolf, G.,
Thermochemical studies of cyclic ketones,
Helv. Chim. Acta, 1972, 55, 1446. [all data]
Wolf, 1972, 2
Wolf, G.,
Thermochemische Untersuchungen an cyclischen Ketonen,
Helv. Chim. Acta, 1972, 55, 1446-1459. [all data]
Roux, Jimenez, et al., 1996
Roux, M.V.; Jimenez, P.; Davalos, J.Z.; Abboud, J.-L.M.; Molina, M.T.,
Structural effects on the thermochemical properties of cycloalkanones I. Enthalpy of combustion, vapour pressures, and enthalpy of sublimation, and standard enthalpy of formation in the gaseous phas of cyclododecanone,
J. Chem. Thermodyn., 1996, 28, 1029-1035. [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]
Farchan Laboratories, 1990
Farchan Laboratories,
Research Chemicals Catalog, Farchan Laboratories, Gainesville, FL, 1990, 91. [all data]
Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw,
Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2
. [all data]
Meyer and Hotz, 1976
Meyer, Edwin F.; Hotz, Carol A.,
Cohesive energies in polar organic liquids. 3. Cyclic ketones,
J. Chem. Eng. Data, 1976, 21, 3, 274-279, https://doi.org/10.1021/je60070a035
. [all data]
Gonthier-Vassal and Szwarc, 1998
Gonthier-Vassal, Anne; Szwarc, Henri,
Thermodynamic properties of cycloketones: A DSC study,
Thermochimica Acta, 1998, 320, 1-2, 141-154, https://doi.org/10.1016/S0040-6031(98)00409-2
. [all data]
Golubitskii, Kulikov, et al., 1979
Golubitskii, A.E.; Kulikov, N.S.; Zyakun, A.M.; Valovoi, V.A.; Alekseev, A.M.; Volkov, V.N.,
Photoionization mass spectra of alicyclic compounds with various substituents, and their ionization energies and appearance energies,
Bull. Acad. Sci. USSR, Div. Chem. Sci., 1979, 11, 2602. [all data]
Rudenko and Rudenko, 2005
Rudenko, B.A.; Rudenko, G.I.,
Gas chromatography with open tubular columns of cyclododecane derivatives,
J. Anal. Chem. USSR (Engl. Transl.), 2005, 60, 4, 345-348. [all data]
Rudenko and Rudenko, 2000
Rudenko, B.A.; Rudenko, G.I.,
Capillary chromatography of cyclododecane derivatives, Proceedings, 23rd ISCC; CD-ROM, 2000, retrieved from http://www.richrom.com/assets/CD23PDF. [all data]
Didaoui, Touabet, et al., 1997
Didaoui, L.; Touabet, A.; Meklati, B.Y.,
Comparison of mathematical methods for the calculation of retention indices at high temperature in gas chromatography,
J. Hi. Res. Chromatogr., 1997, 20, 11, 605-610, https://doi.org/10.1002/jhrc.1240201107
. [all data]
Ramsey, Lee, et al., 1980
Ramsey, J.D.; Lee, T.D.; Osselton, M.D.; Moffat, A.C.,
Gas-liquid chromatographic retention indices of 296 non-drug substances on SE-30 or OV-1 likely to be encountered in toxicological analyses,
J. Chromatogr., 1980, 184, 2, 185-206, https://doi.org/10.1016/S0021-9673(00)85641-1
. [all data]
Ardrey and Moffat, 1981
Ardrey, R.E.; Moffat, A.C.,
Gas-liquid chromatographic retention indices of 1318 substances of toxicological interest on SE-30 or OV-1 stationary phase,
J. Chromatogr., 1981, 220, 3, 195-252, https://doi.org/10.1016/S0021-9673(00)81925-1
. [all data]
Notes
Go To: Top, Phase change data, Gas phase ion energetics data, Gas Chromatography, References
- Symbols used in this document:
AE Appearance energy Tboil Boiling point Tfus Fusion (melting) point ΔfusH Enthalpy of fusion ΔsubH° Enthalpy of sublimation at standard conditions 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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