Housane

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Housane
Housane.svg
Housane.png
Names
Preferred IUPAC name
Bicyclo[2.1.0]pentane
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C5H8/c1-2-5-3-4(1)5/h4-5H,1-3H2
    Key: MHLPKAGDPWUOOT-UHFFFAOYSA-N
  • InChI=1/C5H8/c1-2-5-3-4(1)5/h4-5H,1-3H2
    Key: MHLPKAGDPWUOOT-UHFFFAOYAN
  • C1C2CCC12
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).
Infobox references

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. 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. This compound is prepared in several steps starting with cyclopentadiene.[1]

The two rings are fused in a cis configuration—this meso compound formally has (1R,4S) absolute stereochemistry. The small size of the two rings prevents the trans isomer from existing, so the stereochemistry is not usually mentioned when discussing this structure.

References[]

  1. ^ P. G. Gassman, K. T. Mansfield "Bicyclo[2.1.0]pentane" Org. Synth. 1969, volume 49, pp. 1. doi:10.15227/orgsyn.049.0001
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