2-Butene, (Z)-
- Formula: C4H8
- Molecular weight: 56.1063
- IUPAC Standard InChI: InChI=1S/C4H8/c1-3-4-2/h3-4H,1-2H3/b4-3-
- IUPAC Standard InChIKey: IAQRGUVFOMOMEM-ARJAWSKDSA-N
- CAS Registry Number: 590-18-1
- 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. - Stereoisomers:
- Other names: (Z)-2-Butene; cis-Butene; cis-2-Butylene; cis-1,2-Dimethylethylene; cis-2-Butene; (Z)-2-C4H8; (2Z)-2-Butene; 2-Butene, cis-; Butene-2, cis-; 2-Butene, (2Z)-; (Z)-but-2-ene
- Permanent link for this species. Use this link for bookmarking this species for future reference.
- Information on this page:
- Other data available:
- Data at other public NIST sites:
- Options:
Data at NIST subscription sites:
- NIST / TRC Web Thermo Tables, "lite" edition (thermophysical and thermochemical data)
- NIST / TRC Web Thermo Tables, professional edition (thermophysical and thermochemical data)
NIST subscription sites provide data under the NIST Standard Reference Data Program, but require an annual fee to access. The purpose of the fee is to recover costs associated with the development of data collections included in such sites. Your institution may already be a subscriber. Follow the links above to find out more about the data in these sites and their terms of usage.
Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Reaction 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 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 |
|---|---|---|---|---|---|
| ΔfH°gas | -7.7 ± 1.3 | kJ/mol | Cm | Prosen, Maron, et al., 1951 | ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°gas | -2709.8 ± 1.2 | kJ/mol | Cm | Prosen, Maron, et al., 1951 | Corresponding ΔfHºgas = -7.57 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
Constant pressure heat capacity of gas
| Cp,gas (J/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 45.01 | 50. | Thermodynamics Research Center, 1997 | p=1 bar. The difference between recommended values and obtained by [ Aston J.D., 1946] is inside the range of uncertainties of these two statistical calculations. The values of S and Cp calculated by [ Scott R.B., 1944] and [ Kilpatrick J.E., 1946] are little lower than recommended ones.; GT |
| 51.23 | 100. | ||
| 55.45 | 150. | ||
| 61.73 | 200. | ||
| 74.89 | 273.15 | ||
| 80.15 | 298.15 | ||
| 80.55 | 300. | ||
| 102.73 | 400. | ||
| 123.64 | 500. | ||
| 141.91 | 600. | ||
| 157.66 | 700. | ||
| 171.27 | 800. | ||
| 183.06 | 900. | ||
| 193.30 | 1000. | ||
| 202.18 | 1100. | ||
| 209.90 | 1200. | ||
| 216.59 | 1300. | ||
| 222.41 | 1400. | ||
| 227.48 | 1500. | ||
| 237.55 | 1750. | ||
| 244.85 | 2000. | ||
| 250.26 | 2250. | ||
| 254.33 | 2500. | ||
| 257.45 | 2750. | ||
| 259.87 | 3000. |
Constant pressure heat capacity of gas
| Cp,gas (J/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 70.8 ± 1.6 | 250. | Scott R.B., 1944 | Please also see Kistiakowsky G.B., 1940.; GT |
| 71.1 ± 1.6 | 255. | ||
| 71.7 ± 1.7 | 260. | ||
| 72.3 ± 1.7 | 265. | ||
| 72.9 ± 1.7 | 270. | ||
| 73.9 ± 1.7 | 275. | ||
| 74.7 ± 1.7 | 280. | ||
| 75.9 ± 1.8 | 285. | ||
| 77.2 ± 1.8 | 290. | ||
| 78.5 ± 1.8 | 295. | ||
| 81.13 ± 0.16 | 298.58 | ||
| 79.9 ± 1.8 | 300. | ||
| 88.24 ± 0.18 | 332.85 | ||
| 96.27 ± 0.19 | 371.24 |
Condensed phase thermochemistry data
Go To: Top, Gas phase thermochemistry data, Reaction 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: Eugene S. Domalski and Elizabeth D. Hearing
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| S°liquid | 220. | J/mol*K | N/A | Chao, Hall, et al., 1983 | |
| S°liquid | 219.91 | J/mol*K | N/A | Scott, Ferguson, et al., 1944 | |
| S°liquid | 212.88 | J/mol*K | N/A | Todd and Parks, 1936 | Extrapolation below 90 K, 48.95 J/mol*K. |
Constant pressure heat capacity of liquid
| Cp,liquid (J/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 127. | 298.15 | Chao, Hall, et al., 1983 | T = 5 to 367 K. |
| 130.00 | 299.8 | Schlinger and Sage, 1952 | T = 80 to 200°F. |
| 126.15 | 298.15 | Scott, Ferguson, et al., 1944 | T = 15 to 300 K. |
| 118.87 | 266.6 | Todd and Parks, 1936 | T = 93 to 267 K. Value is unsmoothed experimental datum. |
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
=
By formula: C4H8 = C4H8
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -4. ± 2. | kJ/mol | AVG | N/A | Average of 7 values; Individual data points |
+
=
By formula: HBr + C4H8 = C4H9Br
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -77.07 ± 0.50 | kJ/mol | Cm | Lacher, Billings, et al., 1952 | gas phase; Reanalyzed by Cox and Pilcher, 1970, Original value = -76.8 ± 6.6 kJ/mol; Heat of Hydrobromination at 373 K |
+
=
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -118.5 ± 0.42 | kJ/mol | Chyd | Kistiakowsky, Ruhoff, et al., 1935 | gas phase; Reanalyzed by Cox and Pilcher, 1970, Original value = -119.54 ± 0.079 kJ/mol; At 355 °K |
=
By formula: C4H8 = C4H8
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -10.6 ± 2.1 | kJ/mol | Eqk | Happel, Hnatow, et al., 1971 | gas phase |
| ΔrH° | -8.16 | kJ/mol | Ciso | Levanova and Andreevskii, 1964 | gas phase; At 420.3 K |
+
=
By formula: C4H8 + Br2 = C4H8Br2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -126.3 ± 0.84 | kJ/mol | Cm | Conn, Kistiakowsky, et al., 1938 | gas phase; At 355 °K |
=
+
By formula: C4H9Cl = C4H8 + HCl
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 67.15 | kJ/mol | Eqk | Levanova and Andreevskii, 1964 | gas phase; At 420 K |
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.
Prosen, Maron, et al., 1951
Prosen, E.J.; Maron, F.W.; Rossini, F.D.,
Heats of combustion, formation, and insomerization of ten C4 hydrocarbons,
J. Res. NBS, 1951, 46, 106-112. [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]
Aston J.D., 1946
Aston J.D.,
Thermodynamic properties of gaseous 1,3-butadiene and normal butenes above 25 C. Equilibria in the system 1,3-butadiene, n-butenes, and n-butane,
J. Chem. Phys., 1946, 14, 67-79. [all data]
Scott R.B., 1944
Scott R.B.,
Thermodynamic properties of cis-2-butene from 15 to 1500 K,
J. Res. Nat. Bur. Stand., 1944, 33, 1-20. [all data]
Kilpatrick J.E., 1946
Kilpatrick J.E.,
Heat content, free energy function, entropy, and heat capacity of ethylene, propylene, and the four butenes to 1500 K,
J. Res. Nat. Bur. Stand, 1946, 37, 163-171. [all data]
Kistiakowsky G.B., 1940
Kistiakowsky G.B.,
Gaseous heat capacities. III,
J. Chem. Phys., 1940, 8, 618-622. [all data]
Chao, Hall, et al., 1983
Chao, J.; Hall, K.R.; Yao, J.M.,
Thermodynamic properties of simple alkenes,
Thermochim. Acta, 1983, 64(3), 285-303. [all data]
Scott, Ferguson, et al., 1944
Scott, R.B.; Ferguson, W.J.; Brickwedde, F.G.,
Thermodynamic properties of cis-2-butene from 15° to 1,500 K,
J. Res. NBS, 1944, 33, 1-20. [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, 134-137. [all data]
Schlinger and Sage, 1952
Schlinger, W.G.; Sage, B.H.,
Isobaric heat capacities at bubble point. cis-2-butene, isopropylbenzene, and n-decane,
Ind. Eng. Chem., 1952, 44, 2454-2456. [all data]
Lacher, Billings, et al., 1952
Lacher, J.R.; Billings, T.J.; Campion, D.E.,
Vapor phase heats of hydrobromination of the isomeric butenes,
J. Am. Chem. Soc., 1952, 74, 5291-52. [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]
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, 876-882. [all data]
Happel, Hnatow, et al., 1971
Happel, J.; Hnatow, M.A.; Mezaki, R.,
Isomerization equilibrium constants of n-butenes,
J. Chem. Eng. Data, 1971, 16, 206-209. [all data]
Levanova and Andreevskii, 1964
Levanova, S.V.; Andreevskii, D.N.,
The equilibrium of 2-chlorobutane dehydrochlorination,
Neftekhimiya, 1964, 4, 329-336. [all data]
Conn, Kistiakowsky, et al., 1938
Conn, J.B.; Kistiakowsky, G.B.; Smith, E.A.,
Heats of organic reactions. VII. Addition of halogens to olefins,
J. Am. Chem. Soc., 1938, 60, 2764-2771. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, References
- Symbols used in this document:
Cp,gas Constant pressure heat capacity of gas Cp,liquid Constant pressure heat capacity of liquid S°liquid Entropy of liquid at standard conditions ΔcH°gas Enthalpy of combustion of gas at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
- The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database.
- Customer support for NIST Standard Reference Data products.