5921. [2.2]Metacyclophane

Nomenclature

CAS number: 2319-97-3
Tricyclo[9.3.1.14,8]hexadeca-1(15),4,6,8(16),11,13-hexaene; di-m-xylylene; m-dixylylene.
C16H16; mol wt 208.30.
C 92.26%, H 7.74%.

Description and references

Prepd by the action of phenyllithium on m-xylene dibromide: Allinger et al., J. Am. Chem. Soc. 83, 1974 (1961); eidem, J. Org. Chem. 32, 2272 (1967).

Chemical structure

Properties

Orthorhombic prisms from ether, mp 132.5°. bp760 290°; bp12 170°. Sparingly sol in alc. More sol in ether, benzene.