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2-Butene, 2,3-dimethyl-

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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
GT - Glushko Thermocenter, Russian Academy of Sciences, Moscow

Quantity Value Units Method Reference Comment
Deltafgas-70.3 ± 1.5kJ/molEqkWiberg and Hao, 1991Heat of hydration; ALS
Deltafgas-68.4 ± 1.5kJ/molEqkRodgers and Wu, 1971Heat of isomerization; ALS

Constant pressure heat capacity of gas

Cp,gas (J/mol*K) Temperature (K) Reference Comment
135.31 ± 0.27334.20Scott D.W., 1955GT
142.00 ± 0.28355.25
154.64 ± 0.31393.20
167.65 ± 0.34433.20
180.33 ± 0.36473.20

Constant pressure heat capacity of gas

Cp,gas (J/mol*K) Temperature (K) Reference Comment
115.94273.15Scott D.W., 1955Recommended results of statistical thermodynamics calculation are in good agreement with experimental data.; GT
123.60298.15
124.18300.
156.82400.
188.45500.
216.65600.
241.29700.
262.67800.
281.37900.
297.651000.
311.921100.
324.301200.
335.051300.
344.471400.
352.751500.

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-102.9 ± 1.5kJ/molEqkWiberg and Hao, 1991Heat of hydration; ALS
Quantity Value Units Method Reference Comment
liquid270.20J/mol*KN/AScott, Finke, et al., 1955DH
liquid272.4J/mol*KN/AParks, Todd, et al., 1936Extrapolation below 90 K, 58.45 J/mol*K.; DH

Constant pressure heat capacity of liquid

Cp,liquid (J/mol*K) Temperature (K) Reference Comment
174.68298.15Scott, Finke, et al., 1955T = 10 to 320 K.; DH
175.73295.5Parks, Todd, et al., 1936T = 83 to 296 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

Hydrogen + 2-Butene, 2,3-dimethyl- = Butane, 2,3-dimethyl-

By formula: H2 + C6H12 = C6H14

Quantity Value Units Method Reference Comment
Deltar-108.7 ± 0.45kJ/molChydRogers, Crooks, et al., 1987liquid phase
Deltar-110.4 ± 0.42kJ/molChydKistiakowsky, Ruhoff, et al., 1936gas phase; Reanalyzed by Cox and Pilcher, 1970, Original value = -111.4 ± 0.42 kJ/mol; At 355 K

2-Butene, 2,3-dimethyl- = 1-Butene, 2,3-dimethyl-

By formula: C6H12 = C6H12

Quantity Value Units Method Reference Comment
Deltar7.61 ± 0.50kJ/molEqkRadyuk, Kabo, et al., 1972gas phase; At 562 K
Deltar7.1 ± 0.8kJ/molEqkRodgers and Wu, 1971gas phase; Heat of isomerization

1-Butene, 2,3-dimethyl- = 2-Butene, 2,3-dimethyl-

By formula: C6H12 = C6H12

Quantity Value Units Method Reference Comment
Deltar-7.1 ± 0.8kJ/molEqkRodgers and Wu, 1971gas phase; Heat of isomerization
Deltar-7.5kJ/molEqkAbell, 1966gas phase

2-Butene, 2,3-dimethyl- + Hydrogen chloride = Butane, 2-chloro-2,3-dimethyl-

By formula: C6H12 + HCl = C6H13Cl

Quantity Value Units Method Reference Comment
Deltar-54.0 ± 1.4kJ/molCmArnett and Pienta, 1980liquid phase; solvent: Methylene chloride; Hydrochlorination

1-Hexene = 2-Butene, 2,3-dimethyl-

By formula: C6H12 = C6H12

Quantity Value Units Method Reference Comment
Deltar-30.0 ± 1.1kJ/molCisoBartolo and Rossini, 1960liquid phase; Calculated from «DELTA»Hc

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.

Wiberg and Hao, 1991
Wiberg, K.B.; Hao, S., Enthalpies of hydration of alkenes. 4. Formation of acyclic tert-alcohols, J. Org. Chem., 1991, 56, 5108-5110. [all data]

Rodgers and Wu, 1971
Rodgers, A.S.; Wu, M.-C.R., Thermochemistry of the gas-phase iodine catalyzed isomerization: 2,3-dimethyl-1-butene = 2,3-dimethyl-2-butene, J. Chem. Thermodyn., 1971, 3, 591-597. [all data]

Scott D.W., 1955
Scott D.W., 2,3-Dimethyl-2-butene: thermodynamic properties in the solid, liquid and vapor states, J. Am. Chem. Soc., 1955, 77, 4993-4998. [all data]

Scott, Finke, et al., 1955
Scott, D.W.; Finke, H.L.; McCullough, J.P.; Gross, M.E.; Messerly, J.F.; Pennington, R.E.; Waddington, G., 2,3-Dimethyl-2-butene: Thermodynamic properties in the solid, liquid and vapor states, J. Am. Chem. Soc., 1955, 77, 4993-4998. [all data]

Parks, Todd, et al., 1936
Parks, G.S.; Todd, S.S.; Shomate, C.H., Thermal data on organic compounds. XVII. Some heat capacity, entropy and free energy data for five higher olefins, J. Am. Chem. Soc., 1936, 58, 2505-2508. [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]

Kistiakowsky, Ruhoff, et al., 1936
Kistiakowsky, G.B.; Ruhoff, J.R.; Smith, H.A.; Vaughan, W.E., Heats of organic reactions. III. Hydrogenation of some higher olefins, J. Am. Chem. Soc., 1936, 58, 137-145. [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]

Radyuk, Kabo, et al., 1972
Radyuk, Z.A.; Kabo, G.Ya.; Andreevskii, D.N., Equilibrium and thermodynamics of the isomerization of hexene isomers, Neftekhimiya, 1972, 12, 679-686. [all data]

Abell, 1966
Abell, P.I., Bromine atom catalyzed isomerization of terminal olefins, J. Am. Chem. Soc., 1966, 88, 1346-1348. [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]

Bartolo and Rossini, 1960
Bartolo, H.F.; Rossini, F.D., Heats of isomerization of the seventeen isomeric hexenes, J. Phys. Chem., 1960, 64, 1685-1689. [all data]


Notes

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