Isobutylene
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| Names | |||
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| IUPAC name
2-Methylpropene
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| Other names
Isobutene
γ-Butylene 2-Methylpropylene Methylpropene 2-Methylprop-1-ene |
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| Identifiers | |||
115-11-7  |
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| ChEBI | CHEBI:43907  |
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| ChemSpider | 7957 |
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| EC Number | 204-066-3 | ||
| Jmol 3D model | Interactive image | ||
| PubChem | 8255 | ||
| RTECS number | UD0890000 | ||
| UNII | QA2LMR467H |
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| UN number | 1055 In Liquefied petroleum gas: 1075 |
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| Properties[1] | |||
| C4H8 | |||
| Molar mass | 56.106 g/mol | ||
| Appearance | Colorless gas | ||
| Density | 0.5879 g/cm3, liquid | ||
| Melting point | −140.3 °C (−220.5 °F; 132.8 K) | ||
| Boiling point | −6.9 °C (19.6 °F; 266.2 K) | ||
| Insoluble | |||
| Vapor pressure | {{{value}}} | ||
| Related compounds | |||
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Related butenes
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1-Butene cis-2-Butene trans-2-Butene |
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Related compounds
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Isobutane | ||
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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 verify (what is ?) |
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| Infobox references | |||
Isobutylene (or 2-methylpropene) is a hydrocarbon of industrial significance. It is a four-carbon branched alkene (olefin), one of the four isomers of butylene. At standard temperature and pressure it is a colorless flammable gas.
Uses
Isobutylene is used as an intermediate in the production of a variety of products. It is reacted with methanol and ethanol in the manufacture of the gasoline oxygenates methyl tert-butyl ether (MTBE) and ethyl tert-butyl ether (ETBE), respectively. Alkylation with butane produces isooctane, another fuel additive. Isobutylene is also used in the production of methacrolein. Polymerization of isobutylene produces butyl rubber (polyisobutylene). Antioxidants such as butylated hydroxytoluene (BHT) and butylated hydroxyanisole (BHA) are produced by Friedel-Crafts alkylation of phenols using isobutylene.
Manufacture
Polymer and chemical grade isobutylene is typically obtained by dehydrating tertiary butyl alcohol or catalytic dehydrogenation of isobutane.[2] Gasoline oxygenates MTBE and ETBE are generally produced by reacting methanol or ethanol with isobutylene contained in butene streams from olefin steam crackers or refineries. Isobutylene is not isolated before the reaction as separating the ethers from the remaining butenes is simpler.
Safety
Isobutylene is a highly flammable gas and presents an explosion danger. Usually stored as a compressed, liquefied gas, if released it may produce an oxygen-deficient atmosphere that presents an asphyxiation hazard.[3]
