Diphenylketene
Encyclopedia
Diphenylketene is a chemical of the ketene
Ketene
A ketene is an organic compound of the form R'RC=C=O. The term is also used specifically to mean ethenone, the simplest ketene, where R' and R are hydrogen atoms.Ketenes were first studied as a class by Hermann Staudinger.-Formation:...

 family. Diphenylketene, like most disubstituted ketene
Ketene
A ketene is an organic compound of the form R'RC=C=O. The term is also used specifically to mean ethenone, the simplest ketene, where R' and R are hydrogen atoms.Ketenes were first studied as a class by Hermann Staudinger.-Formation:...

s is a red/orange oil at room temperature
Temperature
Temperature is a physical property of matter that quantitatively expresses the common notions of hot and cold. Objects of low temperature are cold, while various degrees of higher temperatures are referred to as warm or hot...

 and pressure
Pressure
Pressure is the force per unit area applied in a direction perpendicular to the surface of an object. Gauge pressure is the pressure relative to the local atmospheric or ambient pressure.- Definition :...

.

Chemistry and reactivity

Diphenylketene can undergo nucleophilic attack from a host of nucleophiles, including alcohols, amine
Amine
Amines are organic compounds and functional groups that contain a basic nitrogen atom with a lone pair. Amines are derivatives of ammonia, wherein one or more hydrogen atoms have been replaced by a substituent such as an alkyl or aryl group. Important amines include amino acids, biogenic amines,...

s, and enolates with fairly slow rates. These rates can be increased in the presence of various catalysts. At present the mechanism
Reaction mechanism
In chemistry, a reaction mechanism is the step by step sequence of elementary reactions by which overall chemical change occurs.Although only the net chemical change is directly observable for most chemical reactions, experiments can often be designed that suggest the possible sequence of steps in...

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
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