Dibenzylideneacetone (538-58-9, 35225-79-7)

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Suppliers

• Sigma-Aldrich - Dibenzylideneacetone
  45.70 - 174.50 USD
• Fisher Scientific - Search for Dibenzylideneacetone
• TCI - Dibenzylideneacetone
  48.00 - 288.00 USD

Most-cited Publications

• Chemistry of dibenzylideneacetone-palladium(0) complexes : I. Novel tris(dibenzylideneacetone)dipalladium(solvent) complexes and their reactions with quinones (Journal of Organometallic Chemistry, 1974)
• Palladium-Catalyzed Asymmetric Synthesis of Axially Chiral Allenes: A Synergistic Effect of Dibenzalacetone on High Enantioselectivity (Journal of the American Chemical Society, 2001)
• -Acidic alkene ligand effects in Pd-catalysed cross-coupling processes: exploiting the interaction of dibenzylidene acetone (dba) and related ligands with Pd(0) and Pd(II) (Organic and Biomolecular Chemistry, 2008)
• Exploiting Noninnocent (E,E)Dibenzylideneacetone (dba) Effects in Palladium(0)Mediated CrossCoupling Reactions: Modulation of the Electronic Properties of dba Affects Catalyst Activity and Stability in Ligand and LigandFree Reaction Systems (Chemistry: A European Journal, 2006)
• ROS and CHOP are Critical for Dibenzylideneacetone to Sensitize Tumor Cells to TRAIL Through Induction of Death Receptors and Downregulation of Cell Survival Proteins (Cancer Research, 2011)
• Acetylenes and noble metal compounds. Part XI. Reactions of di-methyl acetylenedicarboxylate with dibenzylideneacetonepalladium and platinum complexes: pallada- and platina-cyclopentadienes (Journal of The Chemical Society-dalton Transactions, 1974)

Areas of Application

Safety

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Trends

Alternate Names

• dibenzalacetone
• dibenzylidene acetone
• SMILES
  C1=CC=C(C=C1)C=CC(=O)C=CC2=CC=CC=C2
• InChIKey
  WMKGGPCROCCUDY-UHFFFAOYSA-N

External Links

• Pubchem - Dibenzylideneacetone
• Wikipedia - dibenzalacetone
  Dibenzylideneacetone or dibenzalacetone, often abbreviated dba, is an organic compound with the formula C17H14O. It is a pale-yellow solid insoluble in water, but soluble in ethanol. Dibenzylideneacetone is used as a component in sunscreens and as a ligand in organometallic chemistry.

Synthesis

STYRENE  +  Cinnamoyl chloride (Heck terminal vinyl)

Cinnamonitrile  +  Chlorostyrene (Grignard carbonyl)

Reactant  +  BENZYL CHLORIDE (Wittig)

Reactant  +  CHLOROBENZENE (Stille)

Synthesis of Dibenzylideneacetone ›

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Dibenzylideneacetone

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