(カルボニルビスビニレン)ビスベンゼン 化学特性,用途語,生産方法
外観
うすい黄色～褐色、結晶～結晶性粉末
用途
有機合成原料。
化学的特性
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.
使用
Dibenzylideneacetone is used as a ligand to prepare palladium catalysts, which are widely used in catalytic hydrogenation, coupling, carbonylation, alkyne ring trimerization, etc.
製造方法
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/jo01307a022Organic Syntheses, Coll. Vol. 2, p. 167, 1943
生物活性
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].
純化方法
Crystallise the ketone from hot ethyl acetate (2.5mL/g) or EtOH. [Beilstein 7 IV 1747.]
(カルボニルビスビニレン)ビスベンゼン 上流と下流の製品情報
原材料
準備製品