22966-19-4

Basic information

• Product Name: 4'-Methoxychalcone
• Synonyms: (2E)-1-(4-Methoxyphenyl)-3-phenyl-2-propen-1-one;(E)-1-(4-Methoxyphenyl)-3-phenyl-2-propen-1-one;4-Methoxyphenyl [(E)-styryl] ketone
• CAS NO: 22966-19-4
• Molecular Formula: C₁₆H₁₄O₂
• Molecular Weight: 238.28
• EINECS: 213-495-5
• Mol File: 22966-19-4.mol
• Article Data: 150

Chemical Properties

• Boiling Point: 397.5°Cat760mmHg
• Flash Point: 180.5°C
• Appearance: /
• Density: 1.114g/cm³
• CAS DataBase Reference: 4'-Methoxychalcone(CAS DataBase Reference)
• NIST Chemistry Reference: 4'-Methoxychalcone(22966-19-4)
• EPA Substance Registry System: 4'-Methoxychalcone(22966-19-4)

Safety Data

• Hazardous Substances Data: 22966-19-4(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 72, p. 349, 1950 DOI: 10.1021/ja01157a093Tetrahedron Letters, 25, p. 3861, 1984 DOI: 10.1016/S0040-4039(01)91188-8

Upstream product

• 108-90-7 chlorobenzene 
• 201230-82-2 carbon monoxide 
• 5720-07-0 4-methoxyphenylboronic acid 
• 6783-05-7 trans-2-phenylvinylboronic acid 
• 100-07-2 4-methoxy-benzoyl chloride 
• 959-23-9 4'-methoxychalcone 
• 109643-11-0 1-phenyl-3-(4-methoxyphenyl)prop-2-yn-1-ol 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 100-51-6 benzyl alcohol 
• 102-92-1 Cinnamoyl chloride 
• 83624-78-6 1-Cyano-4-hydroxy-3-(4-methoxy-benzoyl)-4-(4-methoxy-phenyl)-2,6-diphenyl-cyclohexanecarboxylic acid ethyl ester 
• 123-11-5 4-methoxy-benzaldehyde 
• 536-74-3 phenylacetylene 
• 459-64-3 4-methoxybenzenediazonium tetrafluoroborate 

Downstream Products

• 26957-31-3 1-(4-Methoxy-phenyl)-6-methyl-3-phenyl-heptan-1-one 
• 26957-30-2 1-(4-Methoxy-phenyl)-3-phenyl-hexan-1-one 
• 27183-37-5 1,10-Bis-(4-methoxy-phenyl)-3,8-diphenyl-decane-1,10-dione 
• 24788-17-8 1-(4-methoxy-phenyl)-3-phenylpropan-1-ol 
• 101442-04-0 4-(4-methoxyphenyl)-4-oxo-2-phenylbutanenitrile 
• 171860-04-1 [3-(4-methoxy-phenyl)-3-oxo-1-phenyl-propyl]-malonic acid diethyl ester 
• 2657-24-1 1-(4-methoxyphenyl)-3,3-diphenylpropan-1-one 
• 99334-60-8 1-(4-methoxylphenyl)-3-phenylbutan-1-one 
• 64686-06-2 (2R,3R)-3-Methoxy-2-(4-methoxy-phenyl)-3-phenyl-propionic acid methyl ester 
• 134045-60-6 5-(4-Methoxy-phenyl)-7-phenyl-3-phenylazo-pyrazolo[1,5-a]pyrimidin-2-ylamine 
• 101456-32-0 3-<3'-(4''-methoxyphenyl)-3'-oxo-1'-phenylpropyl>isobenzofuran-1(3H)-one 
• 123456-64-4 1-<3'-(4''-methoxyphenyl)-3'-oxo-1'-phenylpropyl>-3-oxo-1,3-dihydroisobenzofuran-1-carboxylic acid 

Relevant articles and documents

Crystal structure of a chalcone derivative

The crystal and molecular structure of 1-(4-methoxyphenyl)-3-(phenyl)-2-propen-1-one derivative is determined by X-ray diffraction method. The compound, C16H14O2, crystallises in the orthorhombic space group Pbca with a = 10.921(2) A, b = 30.583(1) A, c = 7.535(3) A, V = 2516.7(9) A3, Z = 4, Dcalc = 1.242 Mg/m3, μ = 0.327 mm-1, F000 = 504, λ(MoKα) = 0.71069 A and the structure was refined to R = 0.044.

Alkene Synthesis by Photo-Wolff-Kischner Reaction of Sulfur Ylides and N-Tosylhydrazones

A visible-light-driven and room temperature photo-Wolff-Kischner reaction of sulfur ylides and N-tosylhydrazones has been developed for the first time to provide modular access to alkene synthesis. The high functional group tolerance and broad substrate scope were demonstrated by more than 60 examples. Both E- and Z-olefinic stereochemistry in the products could be controlled with excellent stereoselectivity. A series of mechanistic studies support that the reaction should proceed through a radical-carbanion crossover pathway, specifically involving addition of photo-generated sulfur ylide radical cations to N-tosylhydrazones to form carbanions and subsequent Wolff-Kischner process.

Method using Ti (III) complex catalytic alkyne selective hydrogenation reduction to prepare chalcone compounds

The invention discloses a method for preparing chalcone compounds through selective hydrogenation of Ti (III) complexes to prepare chalcone compounds, wherein zinc powder is used as a catalyst, zinc powder is a reducing agent, triethylamine hydrochloride is a proton source, and an alkyne and triethylamine hydrochloride are subjected to radical selective addition reaction under the protection of inert gas to generate chalcone compounds. The reaction condition is mild, the operation is simple, the reaction time is short, the reaction product is single, the atom economy is high, and only the product needs to be separated by simple column chromatography after the reaction is finished. The chalcone compound has wide biological activity and medicinal value.