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Dibenzyl ketone information


Dibenzyl ketone
Skeletal formula
Ball-and-stick model
Names
Preferred IUPAC name
1,3-Diphenylpropan-2-one
Other names
1,3-Diphenylacetone
Identifiers
CAS Number
  • 102-04-5 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:174059
ChEMBL
  • ChEMBL4083314
ChemSpider
  • 21105887 checkY
ECHA InfoCard 100.002.728 Edit this at Wikidata
EC Number
  • 203-000-0
PubChem CID
  • 7593
UNII
  • 9Y07G5UDKQ checkY
CompTox Dashboard (EPA)
  • DTXSID5059244 Edit this at Wikidata
InChI
  • InChI=1S/C15H14O/c16-15(11-13-7-3-1-4-8-13)12-14-9-5-2-6-10-14/h1-10H,11-12H2 checkY
    Key: YFKBXYGUSOXJGS-UHFFFAOYSA-N checkY
  • InChI=1/C15H14O/c16-15(11-13-7-3-1-4-8-13)12-14-9-5-2-6-10-14/h1-10H,11-12H2
    Key: YFKBXYGUSOXJGS-UHFFFAOYAS
SMILES
  • O=C(Cc1ccccc1)Cc2ccccc2
Properties
Chemical formula
C15H14O
Molar mass 210.276 g·mol−1
Appearance white solid
Density 1.069 g/cm3
Melting point 32 to 34 °C (90 to 93 °F; 305 to 307 K)
Boiling point 330 °C (626 °F; 603 K)
Magnetic susceptibility (χ)
-131.7·10−6 cm3/mol
Hazards
Flash point 149.4 °C (300.9 °F; 422.5 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Dibenzyl ketone, or 1,3-diphenylacetone, is an organic compound composed of two benzyl groups attached to a central carbonyl group. This results in the central carbonyl carbon atom being electrophilic and the two adjacent carbon atoms slightly nucleophilic. For this reason, dibenzyl ketone is frequently used in an aldol condensation reaction with benzil (a dicarbonyl) and base to create tetraphenylcyclopentadienone. Vera Bogdanovskaia is credited with the classification of dibenzyl ketone.

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Dibenzyl ketone

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Dibenzyl ketone, or 1,3-diphenylacetone, is an organic compound composed of two benzyl groups attached to a central carbonyl group. This results in the...

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Phenylacetone

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Hurd, Charles D.; Thomas, Charles L. (July 1936). "Preparation of Dibenzyl Ketone and Phenylacetone". Journal of the American Chemical Society. 58 (7):...

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Phenylacetic acid

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undergoes ketonic decarboxylation to form ketones. It can be condensed with itself to form dibenzyl ketone, or with a large excess of another carboxylic...

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Vera Yevstafievna Popova

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into dibenzyl ketone in 1892. Bogdanovskaya wanted to work on H-C≡P (methylidynephosphane), but had been persuaded to concentrate instead on dibenzyl ketone...

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Hexabenzocoronene

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a hexabenzocoronene starts with an Aldol condensation reaction of dibenzyl ketone with a benzil derivative to give a substituted cyclopentadienone. A...

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Tetraphenylcyclopentadienone

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be synthesized by a double aldol condensation involving benzil and dibenzyl ketone in the presence of a basic catalyst. The central ring can act as a...

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C15H14O

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formula C15H14O may refer to: Diphenylacetone 1,1-Diphenylacetone Dibenzyl ketone Dihydrochalcone Flavan, a backbone of certain flavonoids Isoflavan...

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Diphenylacetone

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may refer to: 1,1-Diphenylacetone 1,3-Diphenylacetone (also known as dibenzyl ketone) This set index article lists chemical compounds articles associated...

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Carl Graebe

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methylidynephosphane); her doctoral dissertation under Graebe was on dibenzyl ketone (1892). Graebe synthesized the dye alizarin in 1868 with Carl Theodore...

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3DISCO

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GFP-compatible and provided better clearing. As such, tetrahydrofuran (THF) and dibenzyl ether (DBE) were chosen as the best regents for clearing. Based on these...

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Emily Fortey

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Proc., 13 (1898) 161-2 Fortey, Emily C. Action of light and oxygen on dibenzyl ketone. Chem. Soc. J., 75 (Pt. 2) (1899) 871-3 Richardson, Arthur; Fortey...

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Kuwajima Taxol total synthesis

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constructed by nucleophilic addition to the aldehyde of 2.1 (scheme 2) with dibenzyl acetal of 2-bromobenzaldehyde 2.2 as its aryllithium. This step is much...

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Benzylamine

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secondary amine groups are acetylated in acetic anhydride. The resulting dibenzyl-substituted intermediate is then reacted with nitronium tetrafluoroborate...

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List of UN numbers 2101 to 2200

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(UN No. no longer in use) UN 2149 ? (UN No. no longer in use) Dibenzyl peroxydicarbonate (UN No. no longer in use) UN 2150 ? (UN No. no longer...

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Naturally occurring phenols

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in non-vascular land plants (bryophytes). Dihydrostilbenoids and bis(dibenzyls) can be found in liverworts (Marchantiophyta), for instance, the macrocycles...

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List of compounds with carbon number 17

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benzoylferrocene 1272-44-2 C17H14N2 benzhydryl pyrazine 28217-87-0 C17H14O distyryl ketone 538-58-9 C17H14O5 coumafuryl 117-52-2 C17H14O6 aflatoxin b2 7220-81-7 C17H14O7...

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