135388-59-9

Basic information

• Product Name: 2,4-Pentadien-1-one, 4-methyl-1,5-diphenyl-, (E,E)-
• Synonyms: (2E,4E)-4-Methyl-1,5-diphenyl-penta-2,4-dien-1-one;ε-Oxo-β-methyl-α.ε-diphenyl-α.γ-pentadien;β-Methyl-α-phenyl-δ-benzoyl-α.γ-butadien;4-methyl-1,5-diphenyl-penta-2,4-dien-1-one;4-Methyl-1,5-diphenyl-penta-2,4-dien-1-on;γ-methylcinnamylideneacetophenone;γ-methyl-cinnamylideneacetophenone
• CAS NO: 135388-59-9
• Molecular Formula: C18H16O
• Molecular Weight: 248.324
• Mol File: 135388-59-9.mol
• Article Data: 4

Chemical Properties

• Melting Point: 70 - 72 °C
• CAS DataBase Reference: 2,4-Pentadien-1-one, 4-methyl-1,5-diphenyl-, (E,E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Pentadien-1-one, 4-methyl-1,5-diphenyl-, (E,E)-(135388-59-9)
• EPA Substance Registry System: 2,4-Pentadien-1-one, 4-methyl-1,5-diphenyl-, (E,E)-(135388-59-9)

Safety Data

• Hazardous Substances Data: 135388-59-9(Hazardous Substances Data)

Usage

General Description

2,4-Pentadien-1-one, 4-methyl-1,5-diphenyl-, (E,E)-, also known as chalcone, is a chemical compound commonly found in plants. It is a yellow crystalline solid with a sweet, fruity aroma. Chalcone is used in the production of various pharmaceuticals and is also a precursor for the synthesis of other organic compounds. It has been studied for its potential anti-inflammatory, anti-cancer, and antioxidant properties, making it of interest for medicinal and cosmetic applications. Additionally, chalcone has been investigated for its potential as a natural insecticide and can be found in a variety of food products such as fruits, vegetables, and beverages.

Upstream product

• 15174-47-7 α-methyl-trans-cinnamaldehyde 
• 98-86-2 acetophenone 
• 101-39-3 2-methyl-3-phenyl-2-propenal 
• 1196-67-4 (E)-β-methylcinnamaldehyde 
• 20913-05-7 (Benzoylmethylene)triphenylphosphorane 

Downstream Products

• 139435-86-2 N,N-Diethyl-4-((1E,3E)-2-methyl-5-oxo-5-phenyl-penta-1,3-dienyl)-benzenesulfonamide 
• 139435-85-1 N,N-Dimethyl-4-((1E,3E)-2-methyl-5-oxo-5-phenyl-penta-1,3-dienyl)-benzenesulfonamide 
• 296759-69-8 3-benzoyl-4-(α-methylstyryl)-2-pyrazoline 

Relevant articles and documents

Amine-promoted synthesis of vinyl aziridines

N-Unsubstituted vinyl aziridines were synthesized via an amine-promoted regioselective nucleophilic aziridination of α,β,γ,δ- unsaturated carbonyl compounds. The reaction is completely regioselective (>95: 5) for the α,β-alkene and completely diastereosel

Synthesis of 3-benzoyl-4-styryl-2-pyrazolines and their oxidation to the corresponding pyrazoles

The 3-benzoyl-4-styryl-2-pyrazolines 2a-g were prepared from the regioselective 1,3-dipolar cycloaddition reactions of (E,E)- cinnamylideneacetophenones 1a-g and diazomethane. The new compounds 3-(2- benzofuranyl)-4-styryl-2-pyrazolines (5c,d) were also obtained as by-products in some cases. The oxidation of the 3-benzoyl-4-styryl-2-pyrazolines 2a-g into 3(5)-benzoyl-4-styrylpyrazoles 3a-g is also reported. Configurational and conformational features of all compounds were established by NMR spectroscopy.