Housane
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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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ChemSpider | |||
PubChem CID
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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
Preparation
The first synthesis of housane was reported by
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]
Structure and properties
The two rings are fused in a
Housane is easily attacked by bromine or iodine. In the presence of a platinum catalyst at room temperature, it is hydrogenated into cyclopentane. Reaction with hydrogen bromide at lower temperatures affords bromocyclopentane. Housane also reacts with lead tetraacetate, forming cis-1,3-diacetoxycyclopentane among other products.[1]
Housane is thermally quite stable, isomerizing to cyclopentene at 330 °C.[1]
References
- ^ ISSN 0009-2940.