Cyclopentene
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Names | |||
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Preferred IUPAC name
Cyclopentene | |||
Identifiers | |||
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3D model (JSmol)
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ChEBI | |||
ChEMBL | |||
ChemSpider | |||
ECHA InfoCard | 100.005.030 ![]() | ||
PubChem CID
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UNII | |||
CompTox Dashboard (EPA)
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Properties | |||
C5H8 | |||
Molar mass | 68.11 g/mol | ||
Density | 0.771 g/cm3 | ||
Melting point | −135 °C (−211 °F; 138 K) | ||
Boiling point | 44 to 46 °C (111 to 115 °F; 317 to 319 K) | ||
Hazards | |||
NFPA 704 (fire diamond) | ![]()
1
3
1 | ||
Flash point | −29 °C (−20 °F; 244 K) | ||
Related compounds | |||
Related compounds
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Cyclopentadiene Cyclobutene | ||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |||
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Infobox references | |||
Cyclopentene is a chemical compound with the formula (CH2)3(CH)2. It is a colorless liquid with a petrol-like odor. It is one of the cycloalkenes. Cyclopentene is produced industrially in large amounts by steam cracking of naphtha. It has few applications, and thus is mainly used as a component of gasoline.[1]
Use in mechanistic organic chemistry[]
Cyclopentene is used in analysing the mechanisms of organic reactions. It can be obtained from vinylcyclopropane in the vinylcyclopropane-cyclopentene rearrangement.[2]
The polymerization of cyclopentene by Ziegler-Natta catalysts yields 1,3-linkages, not the more typical 1,2-linked polymer.[3]
References[]
- ^ Dieter Hönicke; Ringo Födisch; Peter Claus; Michael Olson (2002). "Cyclopentadiene and Cyclopentene". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a08_227.
- ^ Baldwin, John E. (2003). "Thermal Rearrangements of Vinylcyclopropanes to Cyclopentenes". Chemical Reviews. 103 (4): 1197–212. doi:10.1021/cr010020z. PMID 12683781.
- ^ Collins, Scott; Kelly, W. Mark (1992). "The microstructure of poly(cyclopentene) produced by polymerization of cyclopentene with homogeneous Ziegler-Natta catalysts". Macromolecules. 25 (1): 233–7. Bibcode:1992MaMol..25..233C. doi:10.1021/ma00027a039.
External links[]
Media related to Cyclopentene at Wikimedia Commons
Categories:
- Hydrocarbon stubs
- Monomers
- Cyclopentenes