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Cyclohexane, methyl-

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Gas 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 as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
GT - Glushko Thermocenter, Russian Academy of Sciences, Moscow

Quantity Value Units Method Reference Comment
Deltafgas-36.99 ± 0.25kcal/molCcbProsen, Johnson, et al., 1946ALS
Deltafgas-38.22kcal/molN/AMoore, Renquist, et al., 1940Value computed using «DELTA»fHliquid° value of -195.3±1.9 kj/mol from Moore, Renquist, et al., 1940 and «DELTA»vapH° value of 35.4 kj/mol from Prosen, Johnson, et al., 1946.; DRB
Quantity Value Units Method Reference Comment
gas82.051cal/mol*KN/ABeckett C.W., 1947GT

Constant pressure heat capacity of gas

Cp,gas (cal/mol*K) Temperature (K) Reference Comment
8.72450.Thermodynamics Research Center, 1997p=1 bar. Recommended S(T) and Cp(T) values differ significantly from earlier statistically calculated values [ Beckett C.W., 1947] at high temperatures (6 and 7 J/mol*K, respectively, at 1500 K).; GT
12.43100.
16.86150.
21.58200.
29.52273.15
32.46298.15
32.67300.
44.46400.
54.95500.
63.77600.
71.13700.
77.32800.
82.55900.
87.021000.
90.851100.
94.121200.
96.941300.
99.381400.
101.51500.
105.61750.
108.62000.
110.72250.
112.42500.
113.62750.
114.63000.

Constant pressure heat capacity of gas

Cp,gas (cal/mol*K) Temperature (K) Reference Comment
43.200390.Spitzer R., 1946Please also see Montgomery J.B., 1942.; GT
44.13 ± 0.41398.
45.201410.
48.62 ± 0.50439.
53.24 ± 0.50480.
57.82 ± 0.60527.

Condensed phase thermochemistry data

Go To: Top, Gas phase thermochemistry data, Reaction thermochemistry 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 as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing

Quantity Value Units Method Reference Comment
Deltafliquid-45.45 ± 0.25kcal/molCcbProsen, Johnson, et al., 1946ALS
Deltafliquid-46.67 ± 0.46kcal/molCcbMoore, Renquist, et al., 1940Reanalyzed by Cox and Pilcher, 1970, Original value = -46.02 kcal/mol; ALS
Quantity Value Units Method Reference Comment
Deltacliquid-1091.13 ± 0.23kcal/molCcbProsen, Johnson, et al., 1946Corresponding «DELTA»fliquid = -45.43 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS
Deltacliquid-1090.89 ± 0.45kcal/molCcbMoore, Renquist, et al., 1940Reanalyzed by Cox and Pilcher, 1970, Original value = -1090.42 ± 0.45 kcal/mol; Corresponding «DELTA»fliquid = -45.67 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS
Deltacliquid-1100.6kcal/molCcbZubova, 1901Corresponding «DELTA»fliquid = -36.0 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS
Quantity Value Units Method Reference Comment
liquid59.250cal/mol*KN/ADouslin and Huffman, 1946DH
liquid59.30cal/mol*KN/AParks and Huffman, 1930Extrapolation below 90 K, 54.73 J/mol*K.; DH

Constant pressure heat capacity of liquid

Cp,liquid (cal/mol*K) Temperature (K) Reference Comment
44.068298.15Shiohama, Ogawa, et al., 1988DH
44.207298.15Tanaka, 1985DH
44.285298.15Grolier, Inglese, et al., 1982T = 298.15 K.; DH
44.17298.15Wilhelm, Grolier, et al., 1979DH
44.178298.15Holzhauer and Ziegler, 1975T = 144 to 312 K. Cp = 129.88277 - 0.0054107773T + 7.9975642x10-4T2 J/mol*K.; DH
44.281298.055Hwa and Ziegler, 1966T = 175 to 308 K. Unsmoothed experimental datum.; DH
44.099298.15Douslin and Huffman, 1946T = 12 to 300 K.; DH
43.50294.2Parks and Huffman, 1930T = 93 to 294 K. Value is unsmoothed experimental datum.; DH

Reaction thermochemistry data

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry 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: 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

Cyclohexane, methylene- + Hydrogen = Cyclohexane, methyl-

By formula: C7H12 + H2 = C7H14

Quantity Value Units Method Reference Comment
Deltar-28.56 ± 0.16kcal/molChydRogers, Crooks, et al., 1987liquid phase
Deltar-27.75 ± 0.13kcal/molChydTurner and Garner, 1958liquid phase; solvent: Acetic acid
Deltar-27.75 ± 0.13kcal/molEqkTurner and Garner, 1957liquid phase; solvent: Acetic acid
Deltar-28.70 ± 0.07kcal/molChydTurner and Garner, 1957, 2liquid phase; solvent: Acetic acid

Hydrogen + Cyclohexene, 1-methyl- = Cyclohexane, methyl-

By formula: H2 + C7H12 = C7H14

Quantity Value Units Method Reference Comment
Deltar-26.63 ± 0.088kcal/molChydRogers, Crooks, et al., 1987liquid phase
Deltar-25.41 ± 0.11kcal/molChydTurner and Garner, 1958liquid phase; solvent: Acetic acid
Deltar-25.41 ± 0.11kcal/molChydTurner and Garner, 1957liquid phase; solvent: Acetic acid

2Hydrogen + trans-Bicyclo[4.1.0]hept-3-ene = Cyclohexane, methyl-

By formula: 2H2 + C7H10 = C7H14

Quantity Value Units Method Reference Comment
Deltar-92.4 ± 0.1kcal/molChydRoth, Adamczak, et al., 1991liquid phase

References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, Notes

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

Prosen, Johnson, et al., 1946
Prosen, E.J.; Johnson, W.H.; Rossini, F.D., Heats of formation and combustion of the normal alkylcyclopentanes and cyclohexanes and the increment per CH2 group for several homologous series of hydrocarbons, J. Res. NBS, 1946, 37, 51-56. [all data]

Moore, Renquist, et al., 1940
Moore, G.E.; Renquist, M.L.; Parks, G.S., Thermal data on organic compounds. XX. Modern combustion data for two methylnonanes, methyl ethyl ketone, thiophene and six cycloparaffins, J. Am. Chem. Soc., 1940, 62, 1505-1507. [all data]

Beckett C.W., 1947
Beckett C.W., The thermodynamic properties and molecular structure of cyclohexane, methylcyclohexane, ethylcyclohexane, and seven dimethylcyclohexanes, J. Am. Chem. Soc., 1947, 69, 2488-2495. [all data]

Thermodynamics Research Center, 1997
Thermodynamics Research Center, Selected Values of Properties of Chemical Compounds., Thermodynamics Research Center, Texas A&M University, College Station, Texas, 1997. [all data]

Spitzer R., 1946
Spitzer R., The heat capacity of gaseous cyclopentane, cyclohexane and methylcyclohexane, J. Am. Chem. Soc., 1946, 68, 2537-2538. [all data]

Montgomery J.B., 1942
Montgomery J.B., The heat capacity of organic vapors. IV. Benzene, fluorobenzene, toluene, cyclohexane, methylcyclohexane and cyclohexene, J. Am. Chem. Soc., 1942, 64, 2375-2377. [all data]

Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G., Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]

Zubova, 1901
Zubova, P., Data about heat of combustion of compound cycle structure, Zh. Fiz. Khim., 1901, 33, 708-722. [all data]

Douslin and Huffman, 1946
Douslin, D.R.; Huffman, H.M., The heat capacities, heats of transition, heats of fusion and entropies of cyclopentane, methylcyclopentane and methylcylohexane, J. Am. Chem. Soc., 1946, 68, 173-176. [all data]

Parks and Huffman, 1930
Parks, G.S.; Huffman, H.M., Thermal data on organic compounds. IX. A study of the effect of unsaturation on the heat capacities, entropies and free energies of some hydrocarbons and other compounds, J. Am. Chem. Soc., 1930, 52, 4381-4391. [all data]

Shiohama, Ogawa, et al., 1988
Shiohama, Y.; Ogawa, H.; Murakami, S.; Fujihara, I., Excess thermodynamic properties of (cis-decalin or trans-decalin + cyclohexane or methylcyclohexane or cyclooctane) at 298.15 K, J. Chem. Thermodynam., 1988, 20, 1307-1314. [all data]

Tanaka, 1985
Tanaka, R., Excess heat capacities for mixtures of benzene with cyclopentane, methylcyclohexane, and cyclooctane at 298.15 K, J. Chem. Eng. Data, 1985, 30, 267-269. [all data]

Grolier, Inglese, et al., 1982
Grolier, J.-P.E.; Inglese, A.; Wilhelm, E., Excess volumes and excess heat capacities of tetrachloroethene + cyclohexane, + methylcyclohexane, + benzene, and + toluene at 298.15 K, J. Chem. Thermodynam., 1982, 14, 523-529. [all data]

Wilhelm, Grolier, et al., 1979
Wilhelm, E.; Grolier, G.-P.E.; Karbalai Ghassemi, M.H., Molar heat capacity of binary liquid mixtures: 1,2-dichloroethane + cyclohexane and 1,2-dichloroethane + methylcyclohexane, Thermochim. Acta, 1979, 28, 59-69. [all data]

Holzhauer and Ziegler, 1975
Holzhauer, J.K.; Ziegler, W.T., Temperature dependence of excess thermodynamic properties of n-heptane-toluene, methylcyclohexane-toluene, and n-heptane-methylcyclohexane systems, J. Phys. Chem., 1975, 79(6), 590-604. [all data]

Hwa and Ziegler, 1966
Hwa, S.C.P.; Ziegler, W.T., Temperature dependence of excess thermodynamic properties of ethanol-methylcyclohexane and ethanol-toluene systems, J. Phys. Chem., 1966, 70(8), 2572-2593. [all data]

Rogers, Crooks, et al., 1987
Rogers, D.W.; Crooks, E.; Dejroongruang, K., Enthalpies of hydrogenation of the hexenes, J. Chem. Thermodyn., 1987, 19, 1209-1215. [all data]

Turner and Garner, 1958
Turner, R.B.; Garner, R.H., Heats of hydrogenation. V. Relative stabilities in certain exocyclic-endocyclic olefin pairs, J. Am. Chem. Soc., 1958, 80, 1424-1430. [all data]

Turner and Garner, 1957
Turner, R.B.; Garner, R.H., Heats of hydrogenation. V. Relative stabilities in certain exocyclic-endocyclic olefin pairs, J. Am. Chem. Soc., 1957, 80, 1424-1430. [all data]

Turner and Garner, 1957, 2
Turner, R.B.; Garner, R.H., The stability relationship of 1-methyl-cyclopentene and methylenecyclopentane, J. Am. Chem. Soc., 1957, 79, 253. [all data]

Roth, Adamczak, et al., 1991
Roth, W.R.; Adamczak, O.; Breuckmann, R.; Lennartz, H.-W.; Boese, R., Die Berechnung von Resonanzenergien; das MM2ERW-Kraftfeld, Chem. Ber., 1991, 124, 2499-2521. [all data]


Notes

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