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by | Mar 16, 2018 | Hosta

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Malonyl chloride is the organic compound with the formula CH2(COCl)2. It is the acyl chloride derivative of malonic acid. It is a colorless liquid although samples are often deeply colored owing to impurities. The compound degrades at room temperature after a few days. It used as a reagent in organic synthesis.[2]

Synthesis and reactions

Malonyl chloride can be synthesized from malonic acid in thionyl chloride.[3] As a bifunctional compound, it is used in the preparation of a number of cyclic compounds by diacylation. Heating in the presence of non-nucleophilic base gives the ketene derivative O=C=C(H)COCl.

References

  1. ^ International Union of Pure and Applied Chemistry (2014). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. The Royal Society of Chemistry. p. 797. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.
  2. ^ Thomas Ziegler (2001). "Malonyl Chloride". Encyclopedia of Reagents for Organic Synthesis. doi:10.1002/047084289X.rm016. ISBN 0471936235.
  3. ^ Chittaranjan Raha (1953). "Di-tert-Butyl Malonate". Organic Syntheses. 33: 20. doi:10.15227/orgsyn.034.0026.
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