5296-64-0

Synthesis, p. 625, 1984
Tetrahedron, 47, p. 8621, 1991 DOI: 10.1016/S0040-4020(01)82405-4
Tetrahedron Letters, 20, p. 1481, 1979

ALLYL PHENYL SULFIDE is insol in water; sol most in organic solvents.

Dissolve the sulfide in Et2O, wash with alkali, H2O, dry over CaCl2, evaporate and fractionally distil it, preferably under vacuum. It should not give a precipitate with an alcoholic solution of Pb(OAc)2. [Hurd & Greengard J Am Chem Soc 52 3356 1930, Tarbell & McCall J Am Chem Soc 74 48 1952, Beilstein 6 IV 1479.]

ALLYL PHENYL SULFIDE can be made from Allyl Bromide and sodium thiophenolate in ethanol.
Handling, Storage, and Precautions: must be handled in a fume hood due to stench caused by  contamination with Thiophenol. The pure sulfide has a more agreeable odor with a sweet overtone. No  special precautions are necessary when handling in the atmosphere for weighing and transferring. In order  to avoid autoxidation the sulfide should be stored in a well sealed vessel with exclusion of oxygen and moisture at 4 °C.