Housane
From Wikipedia, the free encyclopedia
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| Names | |||
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| Preferred IUPAC name
Bicyclo[2.1.0]pentane | |||
| Identifiers | |||
3D model (JSmol) |
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| 2035817 | |||
| ChEBI | |||
| ChemSpider | |||
PubChem CID |
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| UNII | |||
CompTox Dashboard (EPA) |
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| Properties | |||
| C5H8 | |||
| Molar mass | 68.119 g·mol−1 | ||
| Appearance | colorless liquid | ||
| Boiling point | 45.5 °C | ||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Housane or bicyclo[2.1.0]pentane is a saturated cycloalkane with the formula C5H8. It is a colorless, volatile liquid at room temperature. It was named "housane" because of its shape, which resembles a simple drawing of a house. Structurally, the molecule consists of cyclopropane fused to cyclobutane. The synthesis of molecules containing multiple strained rings, such as housane, is a traditional endeavor in synthetic organic chemistry.
The first synthesis of housane was reported by Criegee in 1957, where housane was obtained from the pyrolysis of 2,3-diazabicyclo[2.2.1]hept-2-ene.[1]
pentane.svg)
Housane can be prepared in several steps starting with cyclopentadiene. Other methods include photolysis of 2,3-diazabicyclo[2.2.1]hept-2-ene, pyrolysis of N-Phenyl-2-oxo-3-azabicyclo[2.2.1]heptane, and addition of methylene to cyclobutene.[2]
pentane.svg)