ChemicalBook Product Catalog Chemical Reagents Organic reagents aliphatic ketones trans,trans-Dibenzylideneacetone

trans,trans-Dibenzylideneacetone

trans,trans-Dibenzylideneacetone Basic information
Product Name:trans,trans-Dibenzylideneacetone
Synonyms:AKOS 213-33;trans,trans-Dibenzylideneacetone 98%;Dibenzylidineacetone DBA;DIBENZAL ACETONE;DISTYRYL KETONE;1,5-DIPHENYL-1,4-PENTADIEN-3-ONE;1,5-DIPHENYL-3-PENTADIENONE;trans,trans-Dibenzylideneacetone, 98+%
CAS:35225-79-7
MF:C17H14O
MW:234.29
EINECS:609-096-4
Product Categories:Building Blocks;C15 to C38;Carbonyl Compounds;Chemical Synthesis;Ketones;Organic Building Blocks;Adehydes, Acetals & Ketones;Medical Intermediates
Mol File:35225-79-7.mol
trans,trans-Dibenzylideneacetone Structure
trans,trans-Dibenzylideneacetone Chemical Properties
Melting point 104-107 °C (lit.)
Boiling point 336.62°C (rough estimate)
density 1.0477 (rough estimate)
refractive index 1.5000 (estimate)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility acetone: soluble(lit.)
form Crystalline Powder
color Yellow
Water Solubility Soluble in chloroform, acetone, alcohol (slightly), and hot methanol. Insoluble in water.
Merck 14,3006
BRN 608434
InChIKeyWMKGGPCROCCUDY-PHEQNACWSA-N
CAS DataBase Reference35225-79-7(CAS DataBase Reference)
Safety Information
Safety Statements 22-24/25
WGK Germany 3
HS Code 29143990
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
trans,trans-Dibenzylideneacetone Usage And Synthesis
Chemical Propertiestrans,trans-Dibenzylideneacetone is a yellow crystalline powder, melting point 110-111℃; cis-trans is a light yellow needle crystal, melting point 60℃; cis-cis is a yellow oily liquid, boiling point 130℃ (2.7Pa). Soluble in ethanol, acetone, chloroform, insoluble in water.
Usestrans,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.
ApplicationReactant involved in:
Nazarov-like cyclization
Transfer hydrogenation
Lewis acid mediated condensation
Hetero-Diels-Alder reactions
Asymmetric 1,4-addition reactions
Michael addition reactions
trans,trans-Dibenzylideneacetone was used as an additive in the copper-catalyzed N-arylation of imidazoles.
1,5-DI(4-CHLOROPHENYL)PENTA-1,4-DIEN-3-ONE 3,3'-CARBONYLBIS(7-METHOXYCOUMARIN) 2,5-DIBENZYLIDENECYCLOPENTANONE Tris(dibenzylideneacetone)dipalladium BIS-(4-METHYLSTYRYL) KETONE trans,trans-1,4-Dibenzylideneacetone 1,5-BIS(4-DIMETHYLAMINOPHENYL)-1,4-PENTADIEN-3-ONE 2,5-Dimethyl-3,4-diphenylcyclopentadienone 2,6-BIS(4-AZIDOBENZYLIDENE)-4-METHYLCYCLOHEXANONE DIBENZYLIDENEACETONE, (1,5-DIPHENYLPENTA-1,4-DIEN-3-ONE) BIS(4-METHOXYBENZYLIDENE)ACETONE Tris(dibenzylideneacetone)dipalladium(0)/tri-t-butylphosphonium tetrafluoroborate admixture (molar Pd/P = 1:1.2) Dibenzylideneacetone bis(triphenylphosphine)palladium(0), polymer-bound 2,5-DIETHYL-3,4-DIPHENYLCYCLOPENTADIENONE TRIS(DIBENZYLIDENEACETONE)DIPLATINUM(0) Tris(dibenzylideneacetone)dipalladium(0)/tri-t-butylphosphonium tetrafluoroborate admixture (molar Pd/P = 1:2) 1,5-BIS-(1,3-BENZODIOXOL-5-YL)-3-PENTADIENONE 1,5-BIS(P-HEXYLOXYPHENYL)-1,4-PENTADIEN-3-ONE
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