2-Butene, (E)-
- Formula: C4H8
- Molecular weight: 56.1063
- IUPAC Standard InChIKey: IAQRGUVFOMOMEM-ONEGZZNKSA-N
- CAS Registry Number: 624-64-6
- 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. - Isotopologues:
- Stereoisomers:
- Other names: (E)-2-Butene; trans-Butene; trans-1,2-Dimethylethylene; trans-2-Butene; 2-trans-Butene; (E)-2-C4H8; 2-Butene, trans-; Butene-2,trans; t-Butene-2; (E)-but-2-ene
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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
DH - Eugene S. Domalski and Elizabeth D. Hearing
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 274.2 ± 0.5 | K | AVG | N/A | Average of 10 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 167.35 | K | N/A | Kistiakowsky, Ruhoff, et al., 1935 | Uncertainty assigned by TRC = 0.5 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 167.62 | K | N/A | Chao, Hall, et al., 1983 | Uncertainty assigned by TRC = 0.02 K; TRC |
Ttriple | 167.61 | K | N/A | Guttman and Pitzer, 1945 | Uncertainty assigned by TRC = 0.02 K; by extrapolation of 1/f to 0; TRC |
Ttriple | 167.3 | K | N/A | Todd and Parks, 1936 | Uncertainty assigned by TRC = 0.2 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 428.6 ± 0.1 | K | N/A | Tsonopoulos and Ambrose, 1996 | |
Tc | 428.6 | K | N/A | Majer and Svoboda, 1985 | |
Tc | 428.61 | K | N/A | Ambrose, Cox, et al., 1960 | Uncertainty assigned by TRC = 0.3 K; Visual, PRT, IPTS-48; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Pc | 40.5 ± 0.2 | atm | N/A | Tsonopoulos and Ambrose, 1996 | |
Quantity | Value | Units | Method | Reference | Comment |
Vc | 0.2377 | l/mol | N/A | Tsonopoulos and Ambrose, 1996 | |
Quantity | Value | Units | Method | Reference | Comment |
ρc | 4.21 ± 0.02 | mol/l | N/A | Tsonopoulos and Ambrose, 1996 | |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 5.251 | kcal/mol | N/A | Majer and Svoboda, 1985 | |
ΔvapH° | 5.09 | kcal/mol | N/A | Reid, 1972 | AC |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
5.4391 | 274.04 | N/A | Guttman and Pitzer, 1945, 2 | P = 101.325 kPa; DH |
5.430 | 274. | N/A | Majer and Svoboda, 1985 | |
5.71 | 272. | A | Stephenson and Malanowski, 1987 | Based on data from 205. to 287. K.; AC |
5.64 | 288. | A | Stephenson and Malanowski, 1987 | Based on data from 273. to 315. K.; AC |
5.57 | 328. | A | Stephenson and Malanowski, 1987 | Based on data from 313. to 385. K.; AC |
5.54 | 397. | A | Stephenson and Malanowski, 1987 | Based on data from 382. to 428. K.; AC |
5.44 ± 0.15 | 274. | C | Guttman and Pitzer, 1945, 2 | ALS |
5.45 ± 0.02 | 274. | C | Guttman and Pitzer, 1945, 2 | AC |
5.78 | 259. | N/A | Guttman and Pitzer, 1945, 2 | Based on data from 203. to 274. K. See also Boublik, Fried, et al., 1984.; AC |
5.71 | 268. | N/A | Lamb and Roper, 1940 | Based on data from 205. to 283. K. See also Boublik, Fried, et al., 1984.; AC |
5.695 | 273.4 | V | Kistiakowsky, Ruhoff, et al., 1935, 2 | At 355 °K; ALS |
Enthalpy of vaporization
ΔvapH = A exp(-αTr)
(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) | 274. to 394. |
---|---|
A (kcal/mol) | 7.335 |
α | -0.1948 |
β | 0.417 |
Tc (K) | 428.6 |
Reference | Majer and Svoboda, 1985 |
Entropy of vaporization
ΔvapS (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
19.85 | 274.04 | Guttman and Pitzer, 1945, 2 | P; DH |
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 |
---|---|---|---|---|---|
201.70 to 274.13 | 4.0379 | 982.166 | -30.775 | Guttman and Pitzer, 1945, 2 | Coefficents calculated by NIST from author's data. |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
2.332 | 167.62 | Chao, Hall, et al., 1983, 2 | DH |
2.332 | 167.61 | Guttman and Pitzer, 1945, 2 | DH |
2.33 | 167.6 | Domalski and Hearing, 1996 | AC |
2.357 | 167.3 | Todd and Parks, 1936, 2 | DH |
Entropy of fusion
ΔfusS (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
13.9 | 167.62 | Chao, Hall, et al., 1983, 2 | DH |
13.91 | 167.61 | Guttman and Pitzer, 1945, 2 | DH |
14.09 | 167.3 | Todd and Parks, 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.
Kistiakowsky, Ruhoff, et al., 1935
Kistiakowsky, G.B.; Ruhoff, J.R.; Smith, H.A.; Vaughan, W.E.,
Heats of Organic Reactions II. Hydrogenation of Some Simpler Olefinic Hydrocarbons,
J. Am. Chem. Soc., 1935, 57, 876-82. [all data]
Chao, Hall, et al., 1983
Chao, J.; Hall, K.R.; Yao, J.M.,
Thermodynamic Properties of Simple Alkenes,
Thermochim. Acta, 1983, 64, 285. [all data]
Guttman and Pitzer, 1945
Guttman, L.; Pitzer, K.S.,
trans-2-Butene. The Heat Capacity, Heats of Fusion and Vaporization and Vapor Pressure. The Entropy and Barrier to Internal Rotation,
J. Am. Chem. Soc., 1945, 67, 324-7. [all data]
Todd and Parks, 1936
Todd, S.S.; Parks, G.S.,
Thermal Data on Organic Compounds XV. Some Heat Capacity, Entropy and Free Energy Data for the Isomeric Butenes,
J. Am. Chem. Soc., 1936, 58, 134. [all data]
Tsonopoulos and Ambrose, 1996
Tsonopoulos, C.; Ambrose, D.,
Vapor-Liquid Critical Properties of Elements and Compounds. 6. Unsaturated Aliphatic Hydrocarbons,
J. Chem. Eng. Data, 1996, 41, 645-656. [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]
Ambrose, Cox, et al., 1960
Ambrose, D.; Cox, J.D.; Townsend, R.,
The critical temperatures of forty organic compounds,
Trans. Faraday Soc., 1960, 56, 1452. [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]
Guttman and Pitzer, 1945, 2
Guttman, L.; Pitzer, K.S.,
trans-2-Butene. The heat capacity, heats of fusion and vaporization, and vapor pressure. The entropy and barrier to internal rotation,
J. Am. Chem. Soc., 1945, 67, 324-327. [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]
Boublik, Fried, et al., 1984
Boublik, T.; Fried, V.; Hala, E.,
The Vapour Pressures of Pure Substances: Selected Values of the Temperature Dependence of the Vapour Pressures of Some Pure Substances in the Normal and Low Pressure Region, 2nd ed., Elsevier, New York, 1984, 972. [all data]
Lamb and Roper, 1940
Lamb, Arthur B.; Roper, Edwin E.,
The Vapor Pressures of Certain Unsaturated Hydrocarbons,
J. Am. Chem. Soc., 1940, 62, 4, 806-814, https://doi.org/10.1021/ja01861a032
. [all data]
Kistiakowsky, Ruhoff, et al., 1935, 2
Kistiakowsky, G.B.; Ruhoff, J.R.; Smith, H.A.; Vaughan, W.E.,
Heats of organic reactions. II. Hydrogenation of some simpler olefinic hydrocarbons,
J. Am. Chem. Soc., 1935, 57, 876-882. [all data]
Chao, Hall, et al., 1983, 2
Chao, J.; Hall, K.R.; Yao, J.M.,
Thermodynamic properties of simple alkenes,
Thermochim. Acta, 1983, 64(3), 285-303. [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]
Todd and Parks, 1936, 2
Todd, S.S.; Parks, G.S.,
Thermal data on organic compounds. XV. Some heat capacity, entropy and free energy data for the isomeric butenes,
J. Am. Chem. Soc., 1936, 58, 134-137. [all data]
Notes
Go To: Top, Phase change data, References
- Symbols used in this document:
Pc Critical pressure Tboil Boiling point Tc Critical temperature Tfus Fusion (melting) point Ttriple Triple point temperature Vc Critical volume ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions ΔvapS Entropy of vaporization ρc Critical density - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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