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Benzyltrimethylammonium hydroxide

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Density
  
950 kg/m³

Benzyltrimethylammonium hydroxide wwwsigmaaldrichcomcontentdamsigmaaldrichstr

Appearance
  
Liquid, clear, slightly yellow

Benzyltrimethylammonium hydroxide, also known as Triton B or trimethylbenzylammonium hydroxide, is a quaternary ammonium salt that functions as an organic base. It is usually handled as a solution in water or methanol. The compound is colourless, although the solutions often appear yellowish. Commercial samples often have a distinctive fish-like odour, presumably due to the presence of trimethylamine via hydrolysis.

Uses

Together with benzyltriethylammonium salt, benzyltrimethylammonium hydroxide is a popular phase-transfer catalyst.

It is used in aldol condensation reactions and base-catalyzed dehydration reactions. It is also used as a base in Ando's Z-selective variant of Horner-Wadsworth-Emmons Olefination reactions.

References

Benzyltrimethylammonium hydroxide Wikipedia


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