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trans,trans-Dibenzylideneacetone

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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-dibenzalacetone, dibenzylideneacetone,Distyryl ketone
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
  • Medical Intermediates
  • Adehydes, Acetals & Ketones
Mol File:
35225-79-7.mol
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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
InChIKey
WMKGGPCROCCUDY-PHEQNACWSA-N
CAS DataBase Reference
35225-79-7(CAS DataBase Reference)
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Safety Information

Safety Statements 
22-24/25
WGK Germany 
3
HS Code 
29143990

MSDS

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trans,trans-Dibenzylideneacetone Usage And Synthesis

Chemical Properties

trans,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.

Uses

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.

Application

Reactant 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.

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