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diphenylketene
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diphenylketene

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Diphenylketene is a chemical substance of the ketene family. Diphenylketene, like most stable disubstituted ketenes, is a red-orange oil at room temperature and pressure. Due to the successive double bonds in the ketene structure R1R2C=C=O, diphenyl ketene is a heterocumulene. The most important reaction of diphenyl ketene is the [2+2] cycloaddition at C-C, C-N, C-O, and C-S multiple bonds.

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Encyclopedic overview

6 sections
Contents
  • History
  • Preparation
  • Properties
  • Reactivity
  • Application
  • References

Diphenylketene is a chemical substance of the ketene family. Diphenylketene, like most stable disubstituted ketenes, is a red-orange oil at room temperature and pressure. Due to the successive double bonds in the ketene structure R1R2C=C=O, diphenyl ketene is a heterocumulene. The most important reaction of diphenyl ketene is the [2+2] cycloaddition at C-C, C-N, C-O, and C-S multiple bonds.

==History== Diphenyl ketene was first isolated by Hermann Staudinger in 1905 and identified as the first example of the exceptionally reactive class of ketenes with the general formula R1R2C=C=O (R1=R2=phenyl group).

Excerpted from Wikipedia’s “diphenylketene” article, available under the CC BY-SA 4.0 licence.

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