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produces a strong alkylating reagent that can add an alkyl group to a variety of nucleophiles
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- when attack takes place at chirality center, inversion of configuration takes place SN2
- called sulfides or thioethers, named like ethers. Sulfides can also be named using an alkylthio side group on an alkane parent
- the formation of a conjugated (stable) pi system. Aldol addition products are often difficult to isolate, even at low T