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FunktionelleGruppen Thioether.svg




R-Br + HS-R' → R-S-R' + HBr


R-CH=CH2 + HS-R' → R-CH2-CH2-S-R'


  • 与相对稳定的醚相比,硫醚(R-S-R)容易被氧化为亚砜(R-S(=O)-R),进一步氧化则得(R-S(=O)2-R)。比如,二甲基硫醚的氧化反应如下:
S(CH3)2 + O → OS(CH3)2
OS(CH3)2 + O → O2S(CH3)2


R3C + R1S-SR2 → R3CSR1 + R2S
  • 三烷基盐与亲核试剂反应,二烷基硫醚作为离去基团离去:
Nu + R3S+ → Nu-R + R-S-R


  • 与醚不同,硫醚发生S-烷基化生成很稳定的盐,如下例中的三甲基锍:
S(CH3)2 + CH3I → [S(CH3)3]+I




  1. ^ R. J. Cremlyn “An Introduction to Organosulfur Chemistry” John Wiley and Sons: Chichester (1996). ISBN 0-471-95512-4.
  2. ^ Michel Madesclaire. Tetrahedron Report Number 210 - Synthesis of sulfoxides by oxidation of thioethers. Tetrahedron, 1986. 42 (20): 5459-5495. doi:10.1016/S0040-4020(01)88150-3
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