Diphenylketene

Diphenylketene
Names
	IUPAC name 2,2-Di(phenyl)ethenone
	Other names Diphenylethenone
Identifiers
CAS Number	525-06-4 ;
3D model (JSmol)	Interactive image; Interactive image;
ChemSpider	109691 ;
PubChem CID	123069;
CompTox Dashboard (EPA)	DTXSID50200497 ;
	InChI InChI=1S/C14H10O/c15-11-14(12-7-3-1-4-8-12)13-9-5-2-6-10-13/h1-10H Key: ZWJPCOALBPMBIC-UHFFFAOYSA-N ; InChI=1/C14H10O/c15-11-14(12-7-3-1-4-8-12)13-9-5-2-6-10-13/h1-10H Key: ZWJPCOALBPMBIC-UHFFFAOYAQ;
	SMILES C1=CC=C(C=C1)C(=C=O)C2=CC=CC=C2; O=C=C(c1ccccc1)c2ccccc2;
Properties
Chemical formula	C14H10O
Molar mass	194.233 g·mol−1
Appearance	Red-orange oil
Melting point	8 to 9 °C (46 to 48 °F; 281 to 282 K)
Boiling point	118 to 120 at 1mmHg
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

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

Reactivity

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

Synthesis

Diphenylketene is produced by the elimination of hydrogen chloride from diphenylacetyl chloride in the presence of triethylamine.^[1]

References

^ "DIPHENYLKETENE [Ethenone, diphenyl-]". Organic Syntheses. 52: 36. 1972. doi:10.15227/orgsyn.052.0036. {{cite journal}}: Unknown parameter |authors= ignored (help)

[1] "DIPHENYLKETENE [Ethenone, diphenyl-]". Organic Syntheses. 52: 36. 1972. doi:10.15227/orgsyn.052.0036. {{cite journal}}: Unknown parameter |authors= ignored (help)

[1]