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Diphenylketene



Diphenylketene
IUPAC name 2,2-Di(phenyl)ethenone
Other names Diphenylethenone
Identifiers
CAS number 525-06-4
PubChem 123069
SMILES C1=CC=C(C=C1)C(=C=O)C2=CC=CC=C2
Properties
Molecular formula C14H10O
Molar mass 194.2286
Appearance Red/orange oil
Melting point

8-9 °C

Boiling point

118-120 °C at 1mmHg

Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

Diphenylketene is a chemical of the ketene family. Diphenylketene, like most disubstituted ketenes is a red/orange oil at room temperature and pressure.

Chemistry and reactivity

Diphenylketene can undergo nucleophilic attack from a host of nucleophiles, including alcohols, amines, and enolates with fairly slow rates. These rates can be increased in the presence of various catalysts. At present the mechanism of attack is unknown, but various work is underway to determine the exact mechanism.

Spectroscopic information

1H NMR - Ar protons only (delta shifts between 7 and 8 ppm, showing 1 doublet and two triplets.

UV/vis - Lambda max at 267nm

IR - charicteristic ketene abs. at 2100 cm-1

References

     
    This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Diphenylketene". A list of authors is available in Wikipedia.
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