Tolan
Structural Formula Vector Image
Title: Tolan
CAS Registry Number: 501-65-5
CAS Name: 1,1¢-(1,2-Ethynediyl)bisbenzene
Additional Names: diphenylacetylene; diphenylethyne
Molecular Formula: C14H10
Molecular Weight: 178.23
Percent Composition: C 94.34%, H 5.66%
Line Formula: C6H5CºCC6H5
Literature References: Prepd by the oxidation of benzil dihydrazone with mercuric oxide: Schlenk, Bergmann, Ann. 463, 76 (1928); by dehydrohalogenation of stilbene dibromide: Söderbäck, Ann. 443, 161 (1925); Smith, Hoehn, J. Am. Chem. Soc. 63, 1180 (1941); Smith, Falkof, Org. Synth. coll. vol. III, 350 (1955). Improved procedure: L. F. Fieser, Experiments in Organic Chemistry (Boston, 3rd ed., 1955) p 181.
Properties: Monoclinic, pseudo-rhombic rods or large spears from 95% ethanol. mp 60-61° (also reported as 62.5°). bp760 300°; bp19 170°. Dipole moment 0.3. Specific heat at 20°: 0.297. uv max: 216, 221, 269, 272, 279, 288, 297 nm (e 20600, 20300, 23450, 25200, 33000, 23250, 29400). Insol in water. Freely sol in ether, hot alcohol.
Melting point: mp 60-61° (also reported as 62.5°)
Boiling point: bp760 300°; bp19 170°
Absorption maximum: uv max: 216, 221, 269, 272, 279, 288, 297 nm (e 20600, 20300, 23450, 25200, 33000, 23250, 29400)

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