3010. 2,3:6,7-Dibenzphenanthrene

Nomenclature

CAS number: 222-93-5
Pentaphene; dibenzo[b,h]phenanthrene; β,β′-dibenzphenanthrene; naphtho-2′,3′-1,2-anthracene.
C22H14; mol wt 278.35.
C 94.93%, H 5.07%.

Description and references

Prepn by pyrolysis of 1,2- or 1,4-di-o-toluylbenzene: Clar et al., Ber. 62, 947 (1924); Clar, John, Ber. 64, 986 (1931); Winterstein, Sch"on, Z. Physiol. Chem. 230, 146 (1934); from phthalic anhydride + o-tolylmagnesium bromide: Clar, Stewart, J. Chem. Soc. 1951, 3215; from 2-benzoylbenzoic acid: Marsili, Isola, Tetrahedron Lett. 1965, 3023; Franck, Zander, Ber. 99, 396 (1966).

Chemical structure

Properties

Yellowish-green needles or leaflets from xylene, mp 257°. Absorption max (alc): 423.5, 412, 399, 379, 356, 345, 329, 314.5, 302, 289.5, 257.5, 245 nm. Sol in benzene, xylene; sparingly sol in alcohol, ether. Solns exhibit blue fluorescence in daylight.

Derivative

Dipicrate.
C22H14.2C6H3N3O7; mol wt 736.55.
C 55.44%, H 2.74%, N 11.41%, O 30.41%.

Properties

Orange needles, mp 184°.