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

• 140-10-3 (E)-3-phenylacrylic acid 
• 100-66-3 methoxybenzene 
• 201230-82-2 carbon monoxide 
• 66107-29-7 4-methoxyphenyl triflate 
• 66680-87-3 (E)-1-phenyl-(2-tributylstannyl)ethene 
• 102-92-1 Cinnamoyl chloride 
• 5720-07-0 4-methoxyphenylboronic acid 
• 171860-04-1 [3-(4-methoxy-phenyl)-3-oxo-1-phenyl-propyl]-malonic acid diethyl ester 
• 733-53-9 p-methoxyphenyl(phenyl)iodonium tetrafluoroborate 
• 536-74-3 phenylacetylene 
• 123-11-5 4-methoxy-benzaldehyde 
• 83624-78-6 1-Cyano-4-hydroxy-3-(4-methoxy-benzoyl)-4-(4-methoxy-phenyl)-2,6-diphenyl-cyclohexanecarboxylic acid ethyl ester 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 100-51-6 benzyl alcohol 

Downstream Products

• 101854-99-3 3-methoxyamino-1-(4-methoxy-phenyl)-3-phenyl-propan-1-one 
• 141075-45-8 7,7-dimethyl-5-oxo-2-(4'-methoxyphenyl)-4-phenyl-5,6,7,8-tetrahydro-4H-1-benzopyran 
• 59807-19-1 4-(4-methoxyphenyl)-6-phenylpyrimidin-2-ylamine 
• 84725-18-8 4-carbomethoxy-1-(p-methoxyphenyl)-5-phenyl-cyclohex-1-en-3-one 
• 134045-60-6 5-(4-Methoxy-phenyl)-7-phenyl-3-phenylazo-pyrazolo[1,5-a]pyrimidin-2-ylamine 
• 2657-24-1 1-(4-methoxyphenyl)-3,3-diphenylpropan-1-one 
• 99334-60-8 1-(4-methoxylphenyl)-3-phenylbutan-1-one 
• 171860-04-1 [3-(4-methoxy-phenyl)-3-oxo-1-phenyl-propyl]-malonic acid diethyl ester 
• 24788-17-8 1-(4-methoxy-phenyl)-3-phenylpropan-1-ol 
• 26957-30-2 1-(4-Methoxy-phenyl)-3-phenyl-hexan-1-one 
• 26957-32-4 1-(4-methoxyphenyl)-3,4-diphenylbutan-1-one 
• 2657-25-2 (E)-1-(4-hydroxyphenyl)-3-phenylprop-2-en-1-one 

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.

Iron-Catalyzed ?±,?-Dehydrogenation of Carbonyl Compounds

An iron-catalyzed α,β-dehydrogenation of carbonyl compounds was developed. A broad spectrum of carbonyls or analogues, such as aldehyde, ketone, lactone, lactam, amine, and alcohol, could be converted to their α,β-unsaturated counterparts in a simple one-step reaction with high yields.

Green method for high-selectivity synthesis of chalcone compounds

Under the condition of air, the water-soluble inorganic weak base is used as a catalyst to catalyze the hydrogen transfer reaction of the propargyl alcohol compound, so that the green synthesis of the high-trans selective chalcone compound is realized. Reaction temperature: 80 - 120 °C and reaction time 12 - 48 hours. To the technical scheme, any transition metal catalyst and ligand do not need to be used, inert gas protection is not needed, no other byproducts are generated, the atom economy 100%, green and environment friendliness are avoided, and the product is a high-selectivity (E)-type product. The reaction conditions are relatively low in requirement. Compared with the prior art, the alkali catalyst is obvious in advantages, and has a certain application prospect in the fields of organic synthesis, biochemistry, medicine and the like.