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35225-79-7 - trans,trans-Dibenzylideneacetone, 98+% - (E,E)-1,5-Diphenyl-1,4-pentadien-3-one - A12095 - Alfa Aesar

A12095 trans,trans-Dibenzylideneacetone, 98+%

CAS Number
35225-79-7
Synonyms
(E,E)-1,5-Diphenyl-1,4-pentadien-3-one

Size Price ($) Quantity Availability
5g 26.38
25g 69.12
100g 178.20
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trans,trans-Dibenzylideneacetone, 98+%

MDL
MFCD00004790

Chemical Properties

Formula
C17H14O
Formula Weight
234.30
Melting point
112-114°
Solubility
Soluble in chloroform, acetone, alcohol (slightly), and hot methanol. Insoluble in water.

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.

Notes

Store at room temperature. Keep away from oxidizing agents.

Literature 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(dibenzyl­ideneacetone)­dipalladium(0)­, 12760.

Other References

Merck
14,3006
Beilstein
608434
Harmonized Tariff Code
2914.39
TSCA
No

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