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Cyclopentene, 1-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.

Quantity Value Units Method Reference Comment
Deltafgas-4.39kJ/molChydAllinger, Dodziuk, et al., 1982ALS
Deltafgas-3.6 ± 0.75kJ/molCmFuchs and Peacock, 1979ALS
Deltafgas-2.5kJ/molN/AGood and Smith, 1969Value computed using «DELTA»fHliquid° value of -36.4±0.6 kj/mol from Good and Smith, 1969 and «DELTA»vapH° value of 33.9 kj/mol from Labbauf and Rossini, 1961.; DRB
Deltafgas-4. ± 2.kJ/molCcbLabbauf and Rossini, 1961Heat of formation derived by Cox and Pilcher, 1970; ALS

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 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-36.4 ± 0.63kJ/molCcbGood and Smith, 1969ALS
Deltafliquid-37.9 ± 0.67kJ/molCcbLabbauf and Rossini, 1961ALS
Quantity Value Units Method Reference Comment
Deltacliquid-3753.8 ± 0.54kJ/molCcbGood and Smith, 1969Corresponding «DELTA»fliquid = -36.4 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Deltacliquid-3752.4 ± 0.59kJ/molCcbLabbauf and Rossini, 1961Corresponding «DELTA»fliquid = -37.8 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS

Constant pressure heat capacity of liquid

Cp,liquid (J/mol*K) Temperature (K) Reference Comment
153.1298.15Fuchs and Peacock, 1979DH

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

Hydrogen + Cyclopentene, 1-methyl- = Cyclopentane, methyl-

By formula: H2 + C6H10 = C6H12

Quantity Value Units Method Reference Comment
Deltar-100.8 ± 0.63kJ/molChydRogers, Crooks, et al., 1987liquid phase
Deltar-101.3 ± 0.50kJ/molChydAllinger, Dodziuk, et al., 1982liquid phase; solvent: Hexane
Deltar-96.3 ± 0.2kJ/molChydTurner and Garner, 1958liquid phase; solvent: Acetic acid
Deltar-96.3 ± 0.2kJ/molChydTurner and Garner, 1957liquid phase; solvent: Acetic acid
Deltar-96.3 ± 0.2kJ/molChydTurner and Garner, 1957, 2liquid phase; solvent: Acetic acid

Cyclopentene, 1-methyl- + Water = Cyclopentanol, 2-methyl-, cis-

By formula: C6H10 + H2O = C6H12O

Quantity Value Units Method Reference Comment
Deltar-55.8 ± 1.4kJ/molEqkTaft, Levy, et al., 1952gas phase; Reanalyzed by Cox and Pilcher, 1970, Original value = -60.0 ± 1.4 kJ/mol; At 308 °K

Cyclopentene, 1-methyl- + Hydrogen chloride = 1-Chloro-1-methylcyclopentane

By formula: C6H10 + HCl = C6H11Cl

Quantity Value Units Method Reference Comment
Deltar-54.1 ± 1.6kJ/molCmArnett and Pienta, 1980liquid phase; solvent: Methylene chloride; Hydrochlorination

Cyclopentene, 1-methyl- = Cyclopentane, methylene-

By formula: C6H10 = C6H10

Quantity Value Units Method Reference Comment
Deltar15.8 ± 0.84kJ/molEqkYursha and Kabo, 1975gas phase

Cyclopentene, 1-methyl- = Cyclopentene, 3-methyl-

By formula: C6H10 = C6H10

Quantity Value Units Method Reference Comment
Deltar8.1 ± 0.3kJ/molEqkYursha and Kabo, 1975gas phase

Cyclopentene, 1-methyl- = Cyclopentene, 4-methyl-

By formula: C6H10 = C6H10

Quantity Value Units Method Reference Comment
Deltar7.5 ± 0.2kJ/molEqkYursha and Kabo, 1975gas 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.

Allinger, Dodziuk, et al., 1982
Allinger, N.L.; Dodziuk, H.; Rogers, D.W.; Naik, S.N., Heats of hydrogenation and formation of some 5-membered ring compounds by molecular mechanics calculations and direct measurements, Tetrahedron, 1982, 38, 1593-1597. [all data]

Fuchs and Peacock, 1979
Fuchs, R.; Peacock, L.A., Heats of vaporization and gaseous heats of formation of some five- and six-membered ring alkenes, Can. J. Chem., 1979, 57, 2302-2304. [all data]

Good and Smith, 1969
Good, W.D.; Smith, N.K., Enthalpies of combustion of toluene, benzene, cyclohexane, cyclohexene, methylcyclopentane, 1-methylcyclopentene, and n-hexane, J. Chem. Eng. Data, 1969, 14, 102-106. [all data]

Labbauf and Rossini, 1961
Labbauf, A.; Rossini, F.D., Heats of combustion, formation, and hydrogenation of 14 selected cyclomonoolefin hydrocarbons, J. Phys. Chem., 1961, 65, 476-480. [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]

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]

Taft, Levy, et al., 1952
Taft, R.W., Jr.; Levy, J.B.; Aaron, D.; Hammett, L.P., Rates, equilibrium and temperature coefficients in the reversible hydration of gaseous 1-methylcyclopentene-1 by dilute nitric acid, J. Am. Chem. Soc., 1952, 74, 4735-47. [all data]

Arnett and Pienta, 1980
Arnett, E.M.; Pienta, N.J., Stabilities of carbonium ions in solution. 12. Heats of formation of alkyl chlorides as an entree to heats of solvation of aliphatic carbonium ions, J. Am. Chem. Soc., 1980, 102, 3329-3334. [all data]

Yursha and Kabo, 1975
Yursha, I.A.; Kabo, G.Ya., Thermodynamics of the isomerisation of methylcyclopentines, Russ. J. Phys. Chem. (Engl. Transl.), 1975, 49, 765-766. [all data]


Notes

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