2-Butene, 2,3-dimethyl-
- Formula: C6H12
- Molecular weight: 84.1595
- IUPAC Standard InChIKey: WGLLSSPDPJPLOR-UHFFFAOYSA-N
- CAS Registry Number: 563-79-1
- 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: Tetramethylethylene; 1,1,2,2-Tetramethylethylene; 2,3-Dimethyl-2-butene; 2,3-Dimethylbut-2-ene; 2,3-Dimethylbutene-2; (CH3)2C=C(CH3)2; Tetramethylethene
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Phase change data
Go To: Top, 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:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
CAL - James S. Chickos, William E. Acree, Jr., Joel F. Liebman, Students of Chem 202 (Introduction to the Literature of Chemistry), University of Missouri -- St. Louis
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 346.3 ± 0.4 | K | AVG | N/A | Average of 28 out of 30 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 198.8 ± 0.3 | K | AVG | N/A | Average of 13 out of 15 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 198.92 | K | N/A | Scott, Finke, et al., 1955 | Crystal phase 1 phase; Uncertainty assigned by TRC = 0.01 K; TRC |
Ttriple | 198.900 | K | N/A | Waddington, 1951 | Crystal phase 1 phase; Uncertainty assigned by TRC = 0.05 K; TRC |
Ttriple | 198.920 | K | N/A | Waddington, 1951 | Crystal phase 1 phase; Uncertainty assigned by TRC = 0.02 K; TRC |
Ttriple | 198.5 | K | N/A | Parks, Todd, et al., 1936 | Crystal phase 1 phase; Uncertainty assigned by TRC = 0.2 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 524. | K | N/A | Majer and Svoboda, 1985 | |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 7.808 | kcal/mol | N/A | Majer and Svoboda, 1985 | |
ΔvapH° | 7.77 | kcal/mol | N/A | Reid, 1972 | AC |
ΔvapH° | 7.78 | kcal/mol | V | Camin and Rossini, 1956 | ALS |
ΔvapH° | 7.79 | kcal/mol | N/A | Camin and Rossini, 1956, 2 | Based on data from 289. to 347. K.; AC |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
7.084 | 346.4 | N/A | Majer and Svoboda, 1985 | |
7.67 | 328. | N/A | Uusi-Kyyny, Pokki, et al., 2004 | Based on data from 313. to 346. K.; AC |
7.91 | 297. | A | Stephenson and Malanowski, 1987 | Based on data from 282. to 348. K. See also Bevan, Malkin, et al., 1955.; AC |
7.82 | 304. | N/A | Fried, Baghdoyan, et al., 1971 | Based on data from 289. to 347. K.; AC |
7.86 ± 0.02 | 292. | C | Scott, Finke, et al., 1955, 2 | AC |
7.65 ± 0.02 | 308. | C | Scott, Finke, et al., 1955, 2 | AC |
7.39 ± 0.02 | 326. | C | Scott, Finke, et al., 1955, 2 | AC |
7.10 ± 0.02 | 346. | C | Scott, Finke, et al., 1955, 2 | AC |
Enthalpy of vaporization
ΔvapH =
A exp(-βTr) (1 − Tr)β
ΔvapH =
Enthalpy of vaporization (at saturation pressure)
(kcal/mol)
Tr = reduced temperature (T / Tc)
View plot Requires a JavaScript / HTML 5 canvas capable browser.
Temperature (K) | A (kcal/mol) | β | Tc (K) | Reference | Comment |
---|---|---|---|---|---|
292. to 346. | 11.54 | 0.2801 | 524. | Majer and Svoboda, 1985 |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (atm)
T = temperature (K)
View plot Requires a JavaScript / HTML 5 canvas capable browser.
Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
289.48 to 347.00 | 3.69897 | 1021.564 | -70.242 | Baghdoyan, Malik, et al., 1971 | Coefficents calculated by NIST from author's data. |
302.18 to 346.36 | 4.09016 | 1224.926 | -46.812 | Scott, Finke, et al., 1955, 2 | Coefficents calculated by NIST from author's data. |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
1.54 | 198.9 | Domalski and Hearing, 1996 | AC |
Entropy of fusion
ΔfusS (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
4.288 | 196.8 | Domalski and Hearing, 1996 | CAL |
7.741 | 198.9 |
Enthalpy of phase transition
ΔHtrs (kcal/mol) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
0.8439 | 196.82 | crystaline, II | crystaline, I | Scott, Finke, et al., 1955, 2 | DH |
1.542 | 198.92 | crystaline, I | liquid | Scott, Finke, et al., 1955, 2 | Enthalpies of transition and fusion calculated from total enthalpy change 196.82 to 198.92 K and assumed Cp of 150 J/mol*K for c,I.; DH |
1.094 | 196.6 | crystaline, II | crystaline, I | Parks, Todd, et al., 1936, 2 | DH |
1.305 | 198.5 | crystaline, I | liquid | Parks, Todd, et al., 1936, 2 | DH |
Entropy of phase transition
ΔStrs (cal/mol*K) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
4.288 | 196.82 | crystaline, II | crystaline, I | Scott, Finke, et al., 1955, 2 | DH |
7.753 | 198.92 | crystaline, I | liquid | Scott, Finke, et al., 1955, 2 | Enthalpies; DH |
5.564 | 196.6 | crystaline, II | crystaline, I | Parks, Todd, et al., 1936, 2 | DH |
6.575 | 198.5 | crystaline, I | liquid | Parks, Todd, et al., 1936, 2 | DH |
References
Go To: Top, Phase change data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
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. [all data]
Waddington, 1951
Waddington, G.,
Personal Commun., U. S. Bur. Mines, Bartlesville, OK, 1951. [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. [all data]
Majer and Svoboda, 1985
Majer, V.; Svoboda, V.,
Enthalpies of Vaporization of Organic Compounds: A Critical Review and Data Compilation, Blackwell Scientific Publications, Oxford, 1985, 300. [all data]
Reid, 1972
Reid, Robert C.,
Handbook on vapor pressure and heats of vaporization of hydrocarbons and related compounds, R. C. Wilhort and B. J. Zwolinski, Texas A Research Foundation. College Station, Texas(1971). 329 pages.$10.00,
AIChE J., 1972, 18, 6, 1278-1278, https://doi.org/10.1002/aic.690180637
. [all data]
Camin and Rossini, 1956
Camin, D.L.; Rossini, F.D.,
Physical properties of the 17 isomeric hexenes of the API research series,
J. Phys. Chem., 1956, 60, 1446. [all data]
Camin and Rossini, 1956, 2
Camin, David L.; Rossini, Frederick D.,
Physical Properties of the 17 Isomeric Hexenes.of the API Research Series,
J. Phys. Chem., 1956, 60, 10, 1446-1451, https://doi.org/10.1021/j150544a029
. [all data]
Uusi-Kyyny, Pokki, et al., 2004
Uusi-Kyyny, Petri; Pokki, Juha-Pekka; Kim, Younghun; Aittamaa, Juhani,
Isobaric Vapor Liquid Equilibrium for 2,3-Dimethyl-2-butene + Methanol, + Ethanol, + 2-Propanol, or + 2-Butanol at Atmospheric Pressure,
J. Chem. Eng. Data, 2004, 49, 2, 251-255, https://doi.org/10.1021/je034106w
. [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]
Fried, Baghdoyan, et al., 1971
Fried, Vojtech.; Baghdoyan, Armen.; Malik, Jana.,
Vapor pressures and densities of 2,3-dimethyl-2-butene and 3,3-dimethyl-1-butene,
J. Chem. Eng. Data, 1971, 16, 1, 96-97, https://doi.org/10.1021/je60048a009
. [all data]
Scott, Finke, et al., 1955, 2
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]
Baghdoyan, Malik, et al., 1971
Baghdoyan, A.; Malik, J.; Fried, V.,
Vapor Pressures and Densities of 2,3-Dimethyl-2-butene and 3,3-Dimethyl-1-butene,
J. Chem. Eng. Data, 1971, 16, 1, 96-97, https://doi.org/10.1021/je60048a009
. [all data]
Domalski and Hearing, 1996
Domalski, Eugene S.; Hearing, Elizabeth D.,
Heat Capacities and Entropies of Organic Compounds in the Condensed Phase. Volume III,
J. Phys. Chem. Ref. Data, 1996, 25, 1, 1, https://doi.org/10.1063/1.555985
. [all data]
Parks, Todd, et al., 1936, 2
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]
Notes
Go To: Top, Phase change data, References
- Symbols used in this document:
Tboil Boiling point Tc Critical temperature Tfus Fusion (melting) point Ttriple Triple point temperature ΔHtrs Enthalpy of phase transition ΔStrs Entropy of phase transition ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion 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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