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Phosgene

By: Matthias Junkers, Aldrich ChemFiles 2007, 7.2, 4.

Aldrich ChemFiles 2007, 7.2, 4.

Phosgene is an extremely versatile reagent allowing easy access to isocyanates, ureas, carbamates, carbonates, acyl and alkyl chlorides.1 Many of these can be used as reactive intermediates in peptide coupling reactions. As a dehydrating agent, phosgene can also lead to isocyanides, cyanides, and carbodiimides. Though highly toxic itself byproducts resulting from reactions with phosgene are harmless. When treated with alkaline solution, only biocompatible salts are formed like sodium chloride or carbonate.

In cooperation with Buss ChemTech, Sigma-Aldrich offers a safe and reliable phosgene generation kit giving simple access to small quantities of high purity, gaseous phosgene exactly when needed, while no transport and storage of liquid phosgene is necessary. The generator converts safe triphosgene into phosgene on demand using a patented catalyst (licensed from “BUSS ChemTech AG” U.S. Patent 6,399,822 B1 and foreign equivalents apply).2 Phosgene generation can be stopped at any time. A total containment approach eliminates the risk that phosgene can reach the environment.

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Materials

     

References

  1. Babad, H.; Zeiler, A. G. Chem. Rev. 1973, 73, 75.
  2. Eckert, H.; Forster, B. Angew. Chem. Int. Ed. 1987, 26, 894.

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