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Betaine formation, oxaphosphetane formation, oxaphosphetane collapses, forming carbonyl (ketone or aldehyde) and PPh3O
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- a hydrocarbon chain containing only single bonds
- around 4.5, too acidic and the amine will all be protonated (non-nucleophilic), too basic and the carbinolamine won't be protonated
- making mono, di, and tri substituted alkenes. Tetrasubstituted products are difficult to prepare due to steric hindrance in the TS