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
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Reaction thermochemistry 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 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, Reaction thermochemistry data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
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, Reaction thermochemistry data, References
- Symbols used in this document:
ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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