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Diketene



Diketene
Systematic name Diketene
Chemical formula C4H4O2
Molar mass 84.08 g/mol
Density 1.09 g/cm³
Melting point - 7 °C
Boiling point 127 °C
CAS number [674-82-8]
SMILES xxxxx
Disclaimer and references


Diketene is an organic compound formed by dimerization of ketene and a member of the oxetane family. It is used as a chemical reagent in organic chemistry [1]. it is a colorless liquid and heating regenerates the ketene monomer.

Alkylated ketenes also dimerize with ease and form substituted diketenes. Diketenes react with alcohols and amines to the corresponding acetoacetic acids. In example is the reaction with 2-aminoindane [2]

Certain diketenes with two aliphatic chains are used industrially to improve hydrophobicity in paper.

References

This article is based on a translation of an article from the German Wikipedia.

  1. ^ Beilstein E III/IV 17: 4297
  2. ^ Knorr Cyclizations and Distonic Superelectrophiles Kiran Kumar Solingapuram Sai, Thomas M. Gilbert, and Douglas A. Klumpp J. Org. Chem. 2007, 72, 9761-9764 doi:10.1021/jo7013092
 
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Diketene". A list of authors is available in Wikipedia.
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