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Merck
CN

246425

trans,trans-Dibenzylideneacetone

98%

Synonym(s):

1,5-Diphenyl-1,4-pentadien-3-one, trans,trans-1,5-Diphenyl-1,4-pentadien-3-one

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About This Item

Linear Formula:
C6H5CH=CHCOCH=CHC6H5
CAS Number:
Molecular Weight:
234.29
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
98%
Form:
solid
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Quality Segment

assay

98%

form

solid

mp

104-107 °C (lit.)

solubility

acetone: soluble(lit.), alcohol: slightly soluble(lit.), chloroform: soluble(lit.), diethyl ether: slightly soluble(lit.), water: insoluble(lit.)

functional group

ketone, phenyl

SMILES string

O=C(\C=C\c1ccccc1)/C=C/c2ccccc2

InChI

1S/C17H14O/c18-17(13-11-15-7-3-1-4-8-15)14-12-16-9-5-2-6-10-16/h1-14H/b13-11+,14-12+

InChI key

WMKGGPCROCCUDY-PHEQNACWSA-N

Application

trans,trans-Dibenzylideneacetone was used as an additive in the copper-catalyzed N-arylation of imidazoles.
Reactant involved in:
  • Nazarov-like cyclization
  • Transfer hydrogenation
  • Lewis acid mediated condensation
  • Hetero-Diels-Alder reactions
  • Asymmetric 1,4-addition reactions
  • Michael addition reactions


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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