Housane

Housane
Names
	IUPAC name Bicyclo[2.1.0]pentane
Identifiers
CAS Number	185-94-4;
3D model (JSmol)	Interactive image;
ChemSpider	8747;
PubChem CID	9101;
	InChI 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;
	SMILES C1C2CCC12;
Properties
Chemical formula	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

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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[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