1,3-Butadiene, 2,3-dimethyl-
- Formula: C6H10
- Molecular weight: 82.1436
- IUPAC Standard InChIKey: SDJHPPZKZZWAKF-UHFFFAOYSA-N
- CAS Registry Number: 513-81-5
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
The 3d structure may be viewed using Java or Javascript. - Other names: Biisopropenyl; Diisopropenyl; 2,3-Dimethyl-1,3-butadiene; 2,3-Dimethylbuta-1,3-diene; 2,3-Dimethylbutadiene; CH2=C(CH3)C(CH3)=CH2; 2,3-Dimethylenebutane
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Phase change 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: Glushko Thermocenter, Russian Academy of Sciences, Moscow
Constant pressure heat capacity of gas
Cp,gas (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
28.18 | 273.15 | Durig J.R., 1979 | It should be noted that values of S(T) and Cp(T) calculated by Durig et al. [ Durig J.R., 1980, Durig J.R., 1980, 2, Durig J.R., 1981] for alkenes are different from experimental ones and given in TRC Tables [ Thermodynamics Research Center, 1997] by 3-5 J/mol*K. So the accuracy of their data could exceed 2 J/mol*K. |
30.2 ± 0.5 | 298.15 | ||
30.38 | 300. | ||
38.22 | 400. | ||
45.05 | 500. | ||
50.74 | 600. | ||
55.50 | 700. | ||
59.51 | 800. | ||
62.95 | 900. | ||
65.92 | 1000. |
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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔcH°liquid | -911.7 | kcal/mol | Ccb | Handrick, 1956 | Kogerman, P. N., 1934; Corresponding ΔfHºliquid = 5.8 kcal/mol (simple calculation by NIST; no Washburn corrections) |
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:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 342. ± 3. | K | AVG | N/A | Average of 12 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 197.1200 | K | N/A | Streiff, Soule, et al., 1950 | Uncertainty assigned by TRC = 0.05 K; TRC |
Tfus | 197.1300 | K | N/A | Streiff, Soule, et al., 1950 | Uncertainty assigned by TRC = 0.03 K; TRC |
Tfus | 197.1400 | K | N/A | Streiff, Soule, et al., 1950 | Uncertainty assigned by TRC = 0.02 K; TRC |
Tfus | 197.2 | K | N/A | Dolliver, Gresham, et al., 1937 | Uncertainty assigned by TRC = 0.5 K; TRC |
Tfus | 208. | K | N/A | Enklaar, 1917 | Uncertainty assigned by TRC = 10. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 7.4 | kcal/mol | V | Rogers, 1972 | ALS |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
7.70 | 288. | A | Stephenson and Malanowski, 1987 | Based on data from 273. to 342. K. See also Bevan, Malkin, et al., 1955.; AC |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (atm)
T = temperature (K)
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Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
273.19 to 341.6 | 4.26647 | 1315.15 | -33.416 | Cummings and McLaughlin, 1955 | Coefficents calculated by NIST from author's data. |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Durig J.R., 1979
Durig J.R.,
Analysis of torsional spectra of molecules with two internal C3v rotors. 16. Infrared and Raman spectra, vibrational assignment, methyl torsional potential function, and gas phase thermodynamic functions of 2,3-dimethylbuta-1,3-diene,
J. Phys. Chem., 1979, 83, 2879-2886. [all data]
Durig J.R., 1980
Durig J.R.,
Spectroscopic and thermodynamic study of conformational properties and torsional potential functions of 1-butene,
J. Phys. Chem., 1980, 84, 773-781. [all data]
Durig J.R., 1980, 2
Durig J.R.,
Torsional spectra of molecules with two internal C3v rotors. 19. Vibrational spectra, torsional potential functions, and conformational and thermodynamic properties of 2-methyl-1-butene,
J. Phys. Chem., 1980, 84, 3554-3561. [all data]
Durig J.R., 1981
Durig J.R.,
Analysis of torsional spectra of molecules with two internal C3v rotors. 20. Vibrational spectra, torsional potential functions, and conformational and thermodynamic properties of 3-methyl-1-butene,
J. Phys. Chem., 1981, 85, 426-434. [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]
Handrick, 1956
Handrick, G.R.,
Report of the study of pure explosive compounds. Part IV. Calculation of heat of combustion of organic compounds from structural features and calculation of power of high explosives, Rpt. C-58247 for the Office of the Chief of Ordnance, contract DA-19-020-ORD-47 by the Arthur D. Little, Inc., Cambridge, MA, 1956, 467-573. [all data]
Streiff, Soule, et al., 1950
Streiff, A.J.; Soule, L.F.; Kennedy, C.M.; Janes, M.E.; Sedlak, V.A.; Willingham, C.B.; Rossini, F.D.,
Purification, purity, and freezing points of twenty-nine hydrocarbons of the API-standard and API-NBS series.,
J. Res. Natl. Bur. Stand. (U. S.), 1950, 45, 173. [all data]
Dolliver, Gresham, et al., 1937
Dolliver, M.A.; Gresham, T.L.; Kistiakowsky, G.B.; Vaughan, W.E.,
Heats of organic reactions: V heats of hydrogenation of various hydrocarbons,
J. Am. Chem. Soc., 1937, 59, 831. [all data]
Enklaar, 1917
Enklaar, C.J.,
Recl. Trav. Chim. Pays-Bas, 1917, 36, 247. [all data]
Rogers, 1972
Rogers, F.E.,
Thermochemistry of the Diels-Alder reactions. II. Heat of addition of several dienes to tetracyanoethylene,
J. Phys. Chem., 1972, 76, 106-109. [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]
Bevan, Malkin, et al., 1955
Bevan, T.H.; Malkin, T.; Smith, D.B.; Davey, W.; Gwilt, J.R.; Cooper, W.; Kertes, S.; Roberts, J.J.; Ross, W.C.J.; Wilson, Walter; Cummings, G.A.McD.; McLaughlin, E.,
Notes,
J. Chem. Soc., 1955, 1383, https://doi.org/10.1039/jr9550001383
. [all data]
Cummings and McLaughlin, 1955
Cummings, G.A.McD.; McLaughlin, E.,
Vapour Pressures of Some Unsaturated Hydrocarbons Containing Six Carbon Atoms,
J. Chem. Soc., 1955, 1391-1392. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, References
- Symbols used in this document:
Cp,gas Constant pressure heat capacity of gas Tboil Boiling point Tfus Fusion (melting) point ΔcH°liquid Enthalpy of combustion of liquid 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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