9741. Triphenylmethane

Nomenclature

CAS number: 519-73-3
1,1′,1″-Methylidenetrisbenzene; Tritan.
C19H16; mol wt 244.33.
C 93.40%, H 6.60%.

Description and references

Prepd by ether reduction of triphenylchloromethane obtained by reaction of carbon tetrachloride and benzene in the presence of aluminum chloride: Norris, Org. Synth. 4, 81 (1925); from diphenylchloromethane and phenylmagnesium bromide: Sayles, Kharasch, J. Org. Chem. 26, 4210 (1961). Absorption spectrum: Orndorff, J. Am. Chem. Soc. 49, 1543 (1927); Anderson, ibid. 50, 209 (1928); 51, 1890 (1929)

Chemical structure

Properties

Orthorhombic pyramidal, solvated crystals containing one mol benzene, mp 78.2°, dries on exposure to air. When dry, mp 93.4° (stable form; there are 2 metastable forms). d4100 1.0134; bp760 360°; bp200 239.7°; bp100 228°; bp60 221°; bp40 215.5°; bp20 206.8°; bp10 197°; bp5 188°; bp1.0 170°. nD100 1.59546. Very sol in ether, hot alcohol, chloroform. Sol in petr ether, benzene, CS2. Slightly sol in glacial acetic acid. Soly (parts/100 parts satd soln (w/w) at 30°) 48.6 in chloroform; 12.5 in hexane; 53 in CS2; 7.24 parts in benzene (19°).