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Cyclohexanone, 2-methyl-

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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 by: Eugene S. Domalski and Elizabeth D. Hearing

Constant pressure heat capacity of liquid

Cp,liquid (J/mol*K) Temperature (K) Reference
204.6290.Herz and Bloch, 1924

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, Kenneth Kroenlein director
BS - Robert L. Brown and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos

Quantity Value Units Method Reference Comment
Tboil391.65KN/ACruzBurguet, Monton, et al., 1993Uncertainty assigned by TRC = 0.25 K; TRC
Tboil435.7KN/AAldrich Chemical Company Inc., 1990BS
Tboil438.2KN/AWhite and Bishop, 1940Uncertainty assigned by TRC = 0.5 K; TRC
Tboil373.4KN/ACowan, Jeffery, et al., 1939Uncertainty assigned by TRC = 0.8 K; TRC
Tboil439.KN/AZelinskii, 1897Uncertainty assigned by TRC = 6. K; TRC
Quantity Value Units Method Reference Comment
Tfus264.00KN/APlate, Liberman, et al., 1953Uncertainty assigned by TRC = 2. K; TRC
Tfus259.25KN/ATimmermans, 1952Uncertainty assigned by TRC = 0.4 K; TRC
Tfus256.KN/AWhite and Bishop, 1940Uncertainty assigned by TRC = 6. K; TRC
Quantity Value Units Method Reference Comment
Deltavap44.0kJ/molEBPalczewska-Tulinska and Oracz, 2006Based on data from 339. - 437. K.; AC

Enthalpy of vaporization

DeltavapH (kJ/mol) Temperature (K) Reference Comment
45.0346.Cruz Burguet, Monton, et al., 1993Based on data from 331. - 437. K.; AC

In addition to the Thermodynamics Research Center (TRC) data available from this site, much more physical and chemical property data is available from the following TRC products:


Reaction 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 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

Cyclohexanol, 2-methyl-, cis- = Hydrogen + Cyclohexanone, 2-methyl-

By formula: C7H14O = H2 + C7H12O

Quantity Value Units Method Reference Comment
Deltar62.5 ± 2.3kJ/molEqkFedoseenko, Yursha, et al., 1983gas phase; At 493 K

Cyclohexanol, 2-methyl-, trans- = Hydrogen + Cyclohexanone, 2-methyl-

By formula: C7H14O = H2 + C7H12O

Quantity Value Units Method Reference Comment
Deltar66.6 ± 2.4kJ/molEqkFedoseenko, Yursha, et al., 1983gas phase; At 493 K

Hydrogen + Cyclohexanone, 2-methyl- = Cyclohexanol, 2-methyl-

By formula: H2 + C7H12O = C7H14O

Quantity Value Units Method Reference Comment
Deltar-66.36kJ/molChydDokuchaeva, Sibarov, et al., 1981liquid phase

Gas phase ion energetics 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:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
B - John E. Bartmess

View reactions leading to C7H12O+ (ion structure unspecified)

Electron affinity determinations

EA (eV) Reference Comment
0.004207 ± 0.000087Hammer, Diri, et al., 2003B

Ionization energy determinations

IE (eV) Method Reference Comment
9.05PELoudet, Grimaud, et al., 1976LLK
9.5 ± 0.2EIFortin, Forest, et al., 1973LLK

IR Spectrum

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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 by: NIST Mass Spectrometry Data Center, William E. Wallace, director

Gas Phase Spectrum

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IR spectrum
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Notice: Concentration information is not available for this spectrum and, therefore, molar absorptivity values cannot be derived.

Additional Data

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Owner NIST Standard Reference Data Program
Collection (C) 2018 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin NIST Mass Spectrometry Data Center
State gas
Instrument HP-GC/MS/IRD

This IR spectrum is from the NIST/EPA Gas-Phase Infrared Database .


Mass spectrum (electron ionization)

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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 by: NIST Mass Spectrometry Data Center, William E. Wallace, director

Spectrum

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Mass spectrum
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Additional Data

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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 NIST Mass Spectrometry Data Center, 1990.
NIST MS number 114309

All mass spectra in this site (plus many more) are available from the NIST/EPA/NIH Mass Spectral Library. Please see the following for information about the library and its accompanying search program.


References

Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Herz and Bloch, 1924
Herz, W.; Bloch, W., Physikalisch-chemische Untersuchungen an Verbindungen der Cyklohexanreihe, Z. Phys. Chem., 1924, 110, 23-39. [all data]

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]

Fedoseenko, Yursha, et al., 1983
Fedoseenko, V.I.; Yursha, I.A.; Kabo, G.Ya., Equilibrium and thermodynamics of cyclohexanol dehydrogenation reactions, Dokl. Akad. Nauk BSSR, 1983, 27, 926-929. [all data]

Dokuchaeva, Sibarov, et al., 1981
Dokuchaeva, T.G.; Sibarov, d.A.; Timofeev, V.F.; Proskuryakov, V.A., Kinetics of the dehydrogenation of 2-methylcyclohexanol to 2-methylcyclohexanone over a platinum catalyst, J. Appl. Chem. USSR, 1981, 54, 1140-1146. [all data]

Hammer, Diri, et al., 2003
Hammer, N.I.; Diri, K.; Jordan, K.D.; Desfrancois, C.; Compton, R.N., Dipole-bound anions of carbonyl, nitrile, and sulfoxide containing molecules, J. Chem. Phys., 2003, 119, 7, 3650-3660, https://doi.org/10.1063/1.1590959 . [all data]

Loudet, Grimaud, et al., 1976
Loudet, M.; Grimaud, M.; Metras, F.; Pfister-Guillouzo, G., Interactions intramoleculaires en serie cyclohexanique partie II. Spectres photoelectroniques de chloro-2-cyclohexanones, J. Mol. Struct., 1976, 35, 213. [all data]

Fortin, Forest, et al., 1973
Fortin, C.J.; Forest, M.; Vaziri, C.; Gravel, D.; Rousseau, Y., Spectrometrie de masse des cyclohexanones gem-diphenylees. I. Localisation de la charge positive, Can. J. Chem., 1973, 51, 3445. [all data]


Notes

Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), References