- DIBENZYLIDENEACETONE
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- $1.00 / 1kg
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2019-07-06
- CAS: 538-58-9
- Min. Order: 1kg
- Purity: 99%
- Supply Ability: Customized
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| | Dibenzylideneacetone Basic information |
| Product Name: | Dibenzylideneacetone | | Synonyms: | DIBENZYLIDENEACETONE;1,5-DIPHENYL-PENTA-1,4-DIEN-3-ONE;1,5-DIPHENYL-3-PENTADIENONE;1,5-Diphenyl-1,4-pentadien-3-one, min. 98%;1,5-Diphenyl-3-Pentadieneone;Dibenzylideneacetone, 98+%;Di(2-phenylvinyl) ketone;1,5-Diphenyl-1,4-pentadien-3-one, Min. 98% (Dibenzylideneacetone) | | CAS: | 538-58-9 | | MF: | C17H14O | | MW: | 234.29 | | EINECS: | 208-697-5 | | Product Categories: | Achiral Oxygen | | Mol File: | 538-58-9.mol |  |
| | Dibenzylideneacetone Chemical Properties |
| 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) | | EPA Substance Registry System | 1,4-Pentadien-3-one, 1,5-diphenyl- (538-58-9) |
| Safety Statements | 22-24/25 | | WGK Germany | 3 | | HS Code | 2914790090 |
| | Dibenzylideneacetone Usage And Synthesis |
| 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 |
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