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Dibenzylideneacetone

Dibenzylideneacetone Structure
Dibenzylideneacetone
  • CAS No.538-58-9
  • Chemical Name:Dibenzylideneacetone
  • CBNumber:CB3705221
  • Molecular Formula:C17H14O
  • Formula Weight:234.29
  • MOL File:538-58-9.mol
Dibenzylideneacetone Property
  • Melting point 107-113 °C
  • Boiling point 336.62°C (rough estimate)
  • Density 1.0477 (rough estimate)
  • refractive index 1.5000 (estimate)
  • storage temp. Sealed in dry,Room Temperature
  • form solid
  • color yellow
  • Stability Stable. Incompatible with strong oxidizing agents. Combustible.
  • InChIKey WMKGGPCROCCUDY-UHFFFAOYSA-N
  • CAS DataBase Reference 538-58-9(CAS DataBase Reference)
  • FDA UNII 9QXO7BCY9L
  • EPA Substance Registry System 1,4-Pentadien-3-one, 1,5-diphenyl- (538-58-9)
Safety
  • Safety Statements  :22-24/25
  • WGK Germany  :3
  • HS Code  :2914790090
  • NFPA 704:
    0
    1 0
Hazard and Precautionary Statements (GHS)
  • Symbol(GHS)
  • Signal wordWarning
  • Hazard statements H302-H315-H317-H319-H335-H413
  • Precautionary statements P261-P280-P305+P351+P338

Dibenzylideneacetone Chemical Properties,Usage,Production

  • Chemical Properties trans,trans-Dibenzylideneacetone is a crystalline solid, 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 Dibenzylideneacetone is used as a ligand to prepare palladium catalysts, which are widely used in catalytic hydrogenation, coupling, carbonylation, alkyne ring trimerization, etc.
  • Preparation Dibenzylideneacetone is obtained by the reaction of benzaldehyde and acetone. The reaction was carried out in aqueous ethanol solution at a reaction temperature of 20-25°C with a yield of 78%.
  • Synthesis Reference(s) Chemistry Letters, 9, p. 51, 1980
    The Journal of Organic Chemistry, 45, p. 3840, 1980 DOI: 10.1021/jo01307a022
    Organic Syntheses, Coll. Vol. 2, p. 167, 1943
  • Biological Activity Dibenzylideneacetone (DBA) showed inhibitory activity against Botrytis cinerea Chitinase with an IC50 of 13.10 μg/mL. The MIC of DBA against B. cinerea was 32 μg/mL, and the EC50 values for inhibition of hyphae growth and spore germination were 16.29 and 14.64 μg/mL, respectively. DBA was able to significantly extend the shelf life of cherry tomato shelf life and is a promising antifungal agent for fruit preservation[1].
  • Purification Methods Crystallise the ketone from hot ethyl acetate (2.5mL/g) or EtOH. [Beilstein 7 IV 1747.]
  • References [1] XIAODI NIU; Chenyang W; Ziyou Wang, HONGSU WANG*. Dibenzylideneacetone Overcomes Botrytis cinerea Infection in Cherry Tomatoes by Inhibiting Chitinase Activity[J]. Journal of Agricultural and Food Chemistry, 2023. DOI:10.1021/acs.jafc.3c05695.
Dibenzylideneacetone Preparation Products And Raw materials
Raw materials
Preparation Products
Dibenzylideneacetone Suppliers
Global(227)Suppliers
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Dibenzylideneacetone Spectrum
538-58-9, DibenzylideneacetoneRelated Search:
  • Achiral Oxygen
  • 化工中间体
  • 医用原料
  • 大化工产品
  • 抑制剂
  • 高端化学
  • 新增
  • 医药、化工
  • 化工原料
  • 化工添加剂
  • 有机中间体
  • 医药中间体
  • 酮
  • 医药及材料中间体
  • 有机配体
  • 氧配体
  • Building Blocks
  • Carbonyl Compounds
  • C15 to C38
  • Ketones
  • Organic Building Blocks
  • DBA(通常指二苄叉丙酮)
  • 化合物 DIBENZALACETONE
  • 二亚苄基丙酮(DBA
  • PERFEMIKER]二苄叉丙酮,99%
  • (1Z,4E)-1,5-二苯基五-1,4-二烯-3-酮
  • 1,5-二苯基戊-1,4-二烯-3-酮
  • 二亚苄叉丙酮,98%
  • 双苄叉丙酮
  • 二苄叉丙酮 联甲基苯乙烯酮
  • 1,5-二苯基戊-1,4-二烯-3-酮(反-反式结构)
  • 联苯乙烯酮
  • 二亚苄基丙酮
  • 二甲氨基苄丙酮
  • 二亚苄叉丙酮DBA
  • 二苄叉丙酮
  • 1,5-二苯基-1,4-戊二烯-3-酮,98%(二亚苄基丙酮)
  • DBA【二苄叉丙酮】
  • 二亚苄叉丙酮,DIBENZYLIDENEACETONE
  • 538-58-9
  • (1Z,4E)-1,5-diphenylpenta-1,4-dien-3-one
  • 1,4-Pentadien-3-one, 1,5-diphenyl-
  • TRANS,TRANS-DIBENZALACETONE
  • TRANS,TRANS-1,5-DIPHENYL-1,4-PENTADIEN-3-ONE
  • 1,3-Dibenzylideneacetone
  • AKOS 213-33
  • 1,5-DIPHENYL-1,4-PENTADIEN-3-ONE
  • DISTYRYL KETONE
  • DIBENZAL ACETONE
  • (4E)-1,5-diphenyl-3-penta-1,4-dienone
  • TRANS,TRANS-1,5-DIPHENYL-1,4-PENTADIEN-
  • 1,5-Diphenyl-1,4-pentadien-3-one (Dibenzylideneacetone)
  • Styrol ketone
  • Bis(2-phenylvinyl) ketone
  • 1,5-diphenyl-4-pentadien-3-one
  • 1,5-Diphenyl-1,4-pentadiene-3-one
  • (1E,4E)-1,5-Diphenyl-1,4-pentadien-3-one
  • TRANS,TRANS-DISTYRYL KETONE

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