6948-61-4

Basic information

• Product Name: (2E)-1-(2-methoxyphenyl)-3-phenylprop-2-en-1-one
• Synonyms: 2-propen-1-one, 1-(2-methoxyphenyl)-3-phenyl-, (2E)-
• CAS NO: 6948-61-4
• Molecular Formula: C₁₆H₁₄O₂
• Molecular Weight: 238.2812
• Mol File: 6948-61-4.mol
• Article Data: 52

Chemical Properties

• Boiling Point: 398.8°C at 760 mmHg
• Flash Point: 181.3°C
• Density: 1.114g/cm³
• Vapor Pressure: 1.44E-06mmHg at 25°C
• Refractive Index: 1.606
• CAS DataBase Reference: (2E)-1-(2-methoxyphenyl)-3-phenylprop-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: (2E)-1-(2-methoxyphenyl)-3-phenylprop-2-en-1-one(6948-61-4)
• EPA Substance Registry System: (2E)-1-(2-methoxyphenyl)-3-phenylprop-2-en-1-one(6948-61-4)

Safety Data

• Hazardous Substances Data: 6948-61-4(Hazardous Substances Data)

Usage

Description

(2E)-1-(2-methoxyphenyl)-3-phenylprop-2-en-1-one, commonly known as chalcone, is an organic compound with the chemical formula C16H14O2. It belongs to the class of compounds known as chalconoids and is characterized by a yellow color. Chalcone is found in various plants, including licorice, shallots, and certain species of orchids.

Uses

Used in Pharmaceutical Industry:
Chalcone is used as an intermediate in the synthesis of numerous pharmaceuticals due to its diverse biological activities, including anti-inflammatory, anticancer, antioxidant, and antimicrobial properties. It has been studied for its potential in treating diseases such as cancer, diabetes, and neurodegenerative disorders.
Used in Agrochemical Industry:
Chalcone is used as a precursor in the synthesis of various agrochemicals, such as insecticides and fungicides, due to its biological activities.
Used in Dye Industry:
Chalcone is used in the synthesis of dyes due to its yellow color and chemical properties.

Upstream product

• 102-92-1 cinnamoyl chloride 
• 100-66-3 methoxybenzene 
• 579-74-8 2-Methoxyacetophenone 
• 100-52-7 benzaldehyde 
• 74-88-4 methyl iodide 
• 1214-47-7 1-(2-hydroxyphenyl)-3-phenylprop-2-en-1-one 
• 767-91-9 1-ethynyl-2-methoxybenzene 
• 100-42-5 styrene 
• 201230-82-2 carbon monoxide 
• 59099-58-0 2-methoxyphenyl triflate 
• 100-51-6 benzyl alcohol 
• 644-78-0 2-hydroxychalcone 
• 77-78-1 dimethyl sulfate 
• 130824-68-9 1-((E)-1,1-Dimethoxy-3-phenyl-allyl)-2-methoxy-benzene 

Downstream Products

• 92208-78-1 (2-Methoxyphenyl)(c-2,t-3-diphenylcycloprop-r-1-yl)methanon 
• 92208-78-1 (2,3–diphenylcyclopropyl)(2–methoxyphenyl)methanone 
• 105473-13-0 2,4-bis(o-methoxybenzoyl)-3,5-diphenylthiolane 
• 60857-45-6 (2-methoxyphenyl)(3-phenyloxiran-2-yl)methanone 
• 883448-62-2 2-phenyl-6-(2-hydroxyphenyl)-4-phenylphosphinine 
• 1186044-41-6 diisopropyl 2-(3-(2-methoxyphenyl)-3-oxo-1-phenylpropyl)malonate 
• 61840-95-7 (2R,3S)-2,3-epoxy-1-(2-methoxyphenyl)-3-phenylpropan-1-one 
• 1237542-79-8 C₁₉H₂₀O₄S 
• 1255771-94-8 tert-butyl 3-(2-methoxyphenyl)-5-phenyl-4,5-dihydro-1H-pyrazole-1-carboxylate 
• 1246850-10-1 N-((1R,2R)-2-bromo-3-(2-methoxyphenyl)-3-oxo-1-phenylpropyl)-4-methylbenzenesulfonamide 
• 1373121-98-2 1-(2-methoxyphenyl)-3-phenyl-3-(phenylthio)propan-1-one 
• 1426534-31-7 C₂₂H₁₉BrN₂O 

Relevant articles and documents

Palladium-Catalyzed Synthesis of α-Methyl Ketones from Allylic Alcohols and Methanol

One-pot synthesis of α-methyl ketones starting from 1,3-diaryl propenols or 1-aryl propenols and methanol as a C1 source is demonstrated. This one-pot isomerization-methylation is catalyzed by commercially available Pd(OAc)2 with H2O as the only by-product. Mechanistic studies and deuterium labelling experiments indicate the involvement of isomerization of allyl alcohol followed by methylation through a hydrogen-borrowing pathway in these isomerization-methylation reactions.

A new method for the synthesis of chalcone derivatives promoted by PPh3/I2under non-alkaline conditions

A straightforward and general method has been developed for the synthesis of chalcone derivatives by a Claisen-Schmidt reaction in the presence of PPh3/I2 in 1,4-dioxane under reflux temperatures. With the condensation of the aromatic ketone and aldehyde occurring at non-strongly alkaline conditions, our proposed method significantly expands the range of applicable substrates, especially for groups that are unstable under alkaline conditions.

Organo-catalyzed Michael addition of 2-fluoro-2-arylacetonitriles

An efficient synthesis of a variety of 2-arylacetonitriles containing a fluorinated stereogenic center through organo-catalyzed Michael addition reaction of 2-fluoro-2-arylacetonitriles has been developed. This protocol uses a cheap organocatalyst (DBU) and has a broad substrate scope: α, β-unsaturated ketones, esters, nitriles and sulfones were all successfully reacted. Importantly, water proved to be a good solvent for this reaction.