Title: Pentacene
CAS Registry Number: 135-48-8
Synonyms: Benzo[
b]naphthacene; 2,3,6,7-dibenzoanthracene;
lin-naphthoanthracene
Molecular Formula: C22H14
Molecular Weight: 278.35
Percent Composition: C 94.93%, H 5.07%
Literature References: Synthesis from
m-xylene or from 4-benzyl-1,3-dimethylbenzene and benzoyl chloride in presence of aluminum chloride or from terephthalyl chloride and
o-tolylmagnesium bromide: Clar, John,
Ber. 62, 940 (1929);
63, 2967 (1930);
64, 981 (1931). Synthesis by reduction of 6,13-pentacenequinone: Bruckner
et al., Tetrahedron Lett. 1960, no. 1, 5; Bruckner, Tomasz,
Acta Chim. Acad. Sci. Hung. 28(4), 405 (1961). Structure: Campbell
et al., Acta Crystallogr. 14, 705 (1961).
Properties: Deep blue needles with violet luster from hot nitrobenzene. Sublimes in CO2 stream under reduced pressure at ~300° (Clar, John,
loc. cit.). In presence of air dec >300°. Practically insol in water; sparingly sol in organic solvents.
Note: Anthracene (3 linear rings) is colorless; naphthacene (4 linear rings) is orange; pentacene (5 linear rings) is blue; hexacene (6 linear rings) is green.
