35225-79-7

  • Product NameDibenzylideneacetone
  • Molecular FormulaC17H14O
  • Molecular Weight234.29
  • Purity99%
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Product Details

Quick Details

  • CasNo: 35225-79-7
  • Molecular Formula: C17H14O
  • Purity: 99%

Export Hot Sale Dibenzylidene acetone 35225-79-7

  • Molecular Formula:C17H14O
  • Molecular Weight:234.298
  • Appearance/Colour:Yellow crystalline powder 
  • Vapor Pressure:1.25E-06mmHg at 25°C 
  • Melting Point:107-113 °C 
  • Refractive Index:1.649 
  • Boiling Point:400.7 °C at 760 mmHg 
  • Flash Point:176.2 °C 
  • PSA:17.07000 
  • Density:1.1 g/cm3 
  • LogP:3.98230 

DIBENZYLIDENEACETONE(Cas 35225-79-7) Usage

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.

Description

Dibenzylidene acetone also known as dibenzalacetone and abbreviated as dba, is an organic compound. It appears as a bright-yellow solid that is insoluble in water but soluble in ethanol. First synthesized in 1881 by chemists Rainer Ludwig Claisen and Charles-Claude-Alexandre Claparède, dibenzylideneacetone is utilized as a component in sunscreens and as a ligand in organometallic chemistry.

Uses

Dibenzylidene acetone is primarily used as a component in sunscreens and as a ligand in organometallic chemistry. Notably, it is part of the catalyst tris(dibenzylideneacetone)dipalladium(0), where it acts as a labile ligand easily displaced by stronger ligands such as triphenylphosphine, facilitating palladium(0) chemistry. Additionally, dba is involved in various chemical reactions, including copper-catalyzed N-arylation of imidazoles, Nazarov-like cyclization, transfer hydrogenation, Lewis acid mediated condensation, Hetero-Diels-Alder reactions, asymmetric 1,4-addition reactions, and Michael addition reactions.

InChI:InChI=1/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+,14-12u

35225-79-7 Relevant articles

Comparing two-photon absorption of chalcone, dibenzylideneacetone and thiosemicarbazone derivatives

Raiane S. Araújo , Lucas F. Sciuti , Leandro H.Z. Cocca , Thaís O. Lopes , Aline A. Silva , Luis M.G. Abegão , Marcelo S. Valle , José J. Rodrigues Jr , Cleber R. Mendonça , Leonardo De Boni , Márcio A.R.C. Alencar

Optical Materials Volume 137, March 2023, 113510

In this work, we have evaluated the full 2PA spectra using femtosecond pulses of a chalcone derivative and a series of dibenzylideneacetone and thiosemicarbazone derivatives in a dichloromethane medium.

Structure-activity relationship of dibenzylideneacetone analogs against the neglected disease pathogen, Trypanosoma brucei

Karol R. Francisco , Ludovica Monti , Wenqian Yang , Hayoung Park , Lawrence J. Liu , Kaitlyn Watkins , Dilini K. Amarasinghe , Marianna Nalli , Carlos Roberto Polaquini , Luis O. Regasini , Antônio Eduardo Miller Crotti , Romano Silvestri , Lizandra Guidi Magalhães , Conor R. Caffrey

Bioorganic & Medicinal Chemistry Letters Volume 81, 1 February 2023, 129123

A particular subset of dibenzylideneacetone (DBA) compounds exhibited potent in vitro antitrypanosomal activity with sub-micromolar EC50 values. A structure–activity relationship study including 26 DBA analogs was initiated, and several compounds exhibited EC50 values as low as 200 nM.

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