| 2-Butene | |
|---|---|
| IUPAC name |
But-2-ene
|
| Other names | β-Butylene |
| Identifiers | |
| CAS number | 107-01-7 |
| EC-number | 203-452-9 |
| RTECS number | EM2932000 |
| SMILES |
C(=CC)C
|
| InChI |
1/C4H8/c1-3-4-2/h3-4H,1-2H3
|
| InChI key | IAQRGUVFOMOMEM-UHFFFAOYAW |
| ChemSpider ID | 11719 |
| Properties | |
| Molecular formula | C4H8 |
| Molar mass | 56.106 g/mol |
| Hazards[1] | |
| EU Index | 601-012-00-4 |
| EU classification | Extremely flammable (F+) |
| R-phrases | R12 |
| S-phrases | (S2), S9, S16, S33 |
| NFPA 704 | |
| Flash point | flammable gas |
| Autoignition temperature |
324 ºC (615 ºF) |
| Related compounds | |
| Related butenes | 1-Butene cis-2-Butene trans-2-Butene Isobutene |
| Related compounds | Butane Butyne |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
|
| Infobox references | |
2-Butene is an acyclic alkene with four carbon atoms. It is the simplest alkene to shown cis/trans-isomerism (also known as (E/Z)-isomerism); that is, it exists as two geometrical isomers cis-2-Butene ((Z)-2-butene) and trans-2-Butene ((E)-2-butene).
It is a petrochemical, produced by the catalytic cracking of crude oil. Its main uses are in the production of gasoline (petrol) and butadiene,[2] although some 2-butene is also used to produce the solvent butanone (methyl ethyl ketone, MEK) via hydration to butan-2-ol and oxidation.
The two isomers are extremely difficult to separate by distillation because of the proximity of their boiling points (4°C for -cis- and 1°C for trans-[3]). However, separation is unnecessary in industrial usage, as both isomers behave similarly in the desired reactions. A typical industrial but-2-ene mixture is 70% (Z)-but-2-ene (cis-isomer) and 30% (E)-but-2-ene (trans-isomer). Butane and but-1-ene are common impurities, present at 1% or more in industrial mixtures, which also contain smaller amounts of isobutene, butadiene and butyne (ethylacetylene).[2]
References
- ^ cis-2-Butene, International Chemical Safety Card 0397, Geneva: International Labour Organization, March 1996, http://www.inchem.org/documents/icsc/icsc/eics0397.htm. trans-2-Butene, International Chemical Safety Card 0398, Geneva: International Labour Organization, March 1996, http://www.inchem.org/documents/icsc/icsc/eics0398.htm.
- ^ a b 2-Butene, SIDS Initial Assessment Report, Geneva: United Nations Environment Programme, February 1995, http://www.inchem.org/documents/sids/sids/107017.pdf.
- ^ Chemical Safety Information from Intergovernmental Organizations
External links
- SIDS Initial Assessment Report for 2-Butene from the Organisation for Economic Co-operation and Development (OECD)
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