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Properties of substance:

diphenyl sulfide

Group of substances:

organic

Empirical formula (Hill's system for organic substances):

C12H10S

Structural formula as text:

(C6H5)2S

Molar/atomic mass: 186.273

Melting point (°C):

-20

Boiling point (°C):

292

Solubility (g/100 g of solvent):

benzene: very soluble [Ref.]
diethyl ether: very soluble [Ref.]

Density:

1.11 (20°C, d4)

Synthesis 1:

Reference: Bordwell, F. G., Pitt, B. M. The Formation of α-Chloro Sulfides from Sulfides and from Sulfoxides / Journal of the American Chemical Society. - 1955. - Vol. 77, No. 3 pp. 577 [doi: 10.1021/ja01608a016]

A solution of 40.5 g. (0.20 mole) of phenyl sulfoxide and 24.8 g. (0.20 mole) of methyl phenyl sulfide in 75 ml. of methylene chloride was added to a heated solution of 26.4 g. (0.22 mole) of thionyl chloride in 40 ml. of methylene chloride during 90 minutes. The mixture was distilled under vacuum, giving first 18.4 g. (58%) of chloromethyl phenyl sulfide, b.p. 78—80° (2 mm.), and then 24.2 g. (65%) of phenyl sulfide, b.p. 115—116° (2 mm.).

References:

  1. Вредные вещества в промышленности: Справочник для химиков, инженеров и врачей. - 7-е изд., Т.2. - Л.: Химия, 1976. - pp. 387 [Russian]
  2. Свойства органических соединений: Справочник. - Под ред. Потехина А.А. - Л.: Химия, 1984. - pp. 208-209 [Russian]

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    © Collected Ruslan Anatolievich Kiper, burewestnik@mail.ru