| Identification | Back Directory | [Name]
DIPHENYLKETENE | [CAS]
525-06-4 | [Synonyms]
DIPHENYLKETENE
Diphenylethenone
Ethenone,diphenyl-
2-diphenylethenone
2,2-Diphenylethenone
2,2-Diphenylethylenone
Ethenone, 2,2-diphenyl- | [Molecular Formula]
C14H10O | [MOL File]
525-06-4.mol | [Molecular Weight]
194.23 |
| Hazard Information | Back Directory | [Chemical Properties]
Yellow liquid. Boiling point 120℃ (0.47kPa), 265-267℃. | [Uses]
Diphenylketene is used for acylation of carboxylic acids to give mixed anhydrides; cycloaddition with a variety of unsaturated
compounds; synthetic source of diphenylallenes. | [Preparation]
Preparative Methods of Diphenylketene: originally prepared by zinc reduction of α-chlorodiphenylacetyl chloride; oxidation
of benzil monohydrazone with yellow Mercury(II) Oxide followed by thermal rearrangement of the α-diazo
ketone; dehydrohalogenation of diphenylacetyl chloride with Triethylamine; debromination of α-
bromodiphenylacetyl bromide by the action of Triphenylphosphine. | [Synthesis Reference(s)]
Journal of the American Chemical Society, 93, p. 4604, 1971 DOI: 10.1021/ja00747a050
Organic Syntheses, Coll. Vol. 3, p. 356, 1955 | [storage]
Diphenylketene stored in a tightly stoppered bottle at 0 °C is stable for several
weeks. Trace amounts of hydroquinone and storage under nitrogen inhibit polymerization and lead to
increased stability. Given the reactivity of diphenylketene with amino acids, care should be taken to avoid
skin contact. |
|
| Company Name: |
Alfa Chemistry
|
| Tel: |
+1 (201) 478-8534 |
| Website: |
www.alfa-chemistry.com |
| Company Name: |
FCH Group
|
| Tel: |
+380 (44) 228-9649 |
| Website: |
www.fchgroup.net |
| Company Name: |
Wonda Science
|
| Tel: |
+1 (514) 581-6866 |
| Website: |
www.wondascience.com |
|