Bicyclo[1.1.1]pentane is an organic compound, the simplest member of the bicyclic bridged compounds family. It is a hydrocarbon with formula C5H8. The molecular structure consists of three rings of four carbon atoms each.

Bicyclo[1.1.1]pentane is a highly strained molecule.

Usage

Kenneth Wiberg and Frederick Walker used a bicyclo[1.1.1]pentane derivative to make [1.1.1]propellane. Conversely, some substituted bicyclo[1.1.1]pentanes are best synthesized from the corresponding propellanes.

The bicyclo[1.1.1]pentane structure has been used as an unusual bioisostere for a phenyl ring.

See also Housane Staffane Zemprocitinib − drug with a bicyclo[1.1.1]pentane ring system

References