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trans,trans-Dibenzylideneacetone, 98+%, Thermo Scientific Chemicals
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Catalog number A12095.14
also known as A12095-14
Price (USD)/ Each
89.60
-
Quantity:
25 g
Price (USD)/ Each
89.60
trans,trans-Dibenzylideneacetone, 98+%, Thermo Scientific Chemicals
Catalog numberA12095.14
Price (USD)/ Each
89.60
-
Chemical Identifiers
CAS35225-79-7
IUPAC Name(1E,4E)-1,5-diphenylpenta-1,4-dien-3-one
Molecular FormulaC17H14O
InChI KeyWMKGGPCROCCUDY-PHEQNACWSA-N
SMILESO=C(\C=C\C1=CC=CC=C1)/C=C/C1=CC=CC=C1
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Specifications
Specification Sheet
Specification SheetFormCrystals or powder or crystalline powder
Melting Point (clear melt)109.0-115.0?C
Appearance (Color)Yellow
Assay from Supplier's CofA≥98.0%
trans,trans-Dibenzylideneacetone was used as an additive in the copper-catalyzed-arylation of imidazoles. It is a reactant involved in Nazarov-like cyclization, Transfer hydrogenation, Lewis acid mediated condensation, Hetero-Diels-Alder reactions, Asymmetric 1,4-addition reactions and Michael addition reactions.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
trans,trans-Dibenzylideneacetone was used as an additive in the copper-catalyzed-arylation of imidazoles. It is a reactant involved in Nazarov-like cyclization, Transfer hydrogenation, Lewis acid mediated condensation, Hetero-Diels-Alder reactions, Asymmetric 1,4-addition reactions and Michael addition reactions.
Solubility
Soluble in chloroform, acetone, alcohol (slightly), and hot methanol. Insoluble in water.
Notes
Store at room temperature. Keep away from oxidizing agents.
trans,trans-Dibenzylideneacetone was used as an additive in the copper-catalyzed-arylation of imidazoles. It is a reactant involved in Nazarov-like cyclization, Transfer hydrogenation, Lewis acid mediated condensation, Hetero-Diels-Alder reactions, Asymmetric 1,4-addition reactions and Michael addition reactions.
Solubility
Soluble in chloroform, acetone, alcohol (slightly), and hot methanol. Insoluble in water.
Notes
Store at room temperature. Keep away from oxidizing agents.
RUO – Research Use Only
General References:
- Nathaniel W. Alcock.; Patrice de Meester.; Terence J. Kemp. Solid-state photochemistry. Part 1. Nature of the stereocontrol in the photodimerisation of dibenzylideneacetone by UO22+ ion: crystal and molecular structure of trans-dichlorobis(trans,trans-dibenzylideneacetone)dioxouranium(VI) and of its acetic acid solvate.. Chem. Soc., Perkin Trans. 2. 1979, (7),921-926.
- Ayumu Kiyomori.; Jean-François Marcoux.; Stephen L. Buchwald. An efficient copper-catalyzed coupling of aryl halides with imidazoles.Tetrahedron Lett. 1999, 40 (14),2657-2660.
- Reactive dienone; ligand for palladium, see Tris(dibenzyl ideneacetone) dipalladium(0) , 12760.