benzyl methyl sulfoxide

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Properties of substance:

benzyl methyl sulfoxide

Group of substances:

organic

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

C₈H₁₀OS

Structural formula as text:

CH3SOCH2C6H5

Molar/atomic mass: 154.2328

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. 576 [doi: 10.1021/ja01608a016]

C₆H₅CH₂SCH₃ + H₂O₂ → C₆H₅CH₂S(O)CH₃ + H₂O

Twenty-five ml. of 30% hydrogen peroxide (0.25 mole) was added during one-half hour in 5-ml. portions to a solution of 35 g. (0.25 mole) of benzyl methyl sulfide in 100 ml. of acetic acid with occasional cooling to keep the temperature below 50°. After 24 hours the solution was poured into a solution of 80 g. of sodium hydroxide in 500 ml. of water. The sulfoxide was extracted with ether, the ether layer was dried over anhydrous potassium carbonate and distilled, yielding 37 g. (94%) of methyl benzyl sulfoxide, b.p. 116—118° (0.8 mm.).

Anal. Calculated for C8H10OS: C, 62.30; H, 6.54. Found: C, 62.51; H, 6.80.

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