20964-94-7

Basic information

• Product Name: (2Z)-3-anilino-1,3-diphenylprop-2-en-1-one
• Synonyms: 1,3-diphenyl-3-(phenylamino)prop-2-en-1-one
• CAS NO: 20964-94-7
• Molecular Formula: C₂₁H₁₇NO
• Molecular Weight: 299.3658
• Mol File: 20964-94-7.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 465.1°C at 760 mmHg
• Flash Point: 160.4°C
• Density: 1.164g/cm³
• Vapor Pressure: 7.9E-09mmHg at 25°C
• Refractive Index: 1.66
• CAS DataBase Reference: (2Z)-3-anilino-1,3-diphenylprop-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: (2Z)-3-anilino-1,3-diphenylprop-2-en-1-one(20964-94-7)
• EPA Substance Registry System: (2Z)-3-anilino-1,3-diphenylprop-2-en-1-one(20964-94-7)

Safety Data

• Hazardous Substances Data: 20964-94-7(Hazardous Substances Data)

Usage

Description

(2Z)-3-anilino-1,3-diphenylprop-2-en-1-one, also known as Chalcone, is a chemical compound with a molecular formula C21H17NO. It is a yellow solid with a molecular weight of 295.36 g/mol. (2Z)-3-anilino-1,3-diphenylprop-2-en-1-one is commonly used in organic synthesis as a precursor for more complex compounds and has been studied for its potential biological activities, including anti-inflammatory, antioxidant, and anti-cancer properties. Chalcone also holds promise for the development of new pharmaceuticals and agrochemicals.

Uses

Used in Pharmaceutical Industry:
(2Z)-3-anilino-1,3-diphenylprop-2-en-1-one is used as a precursor in the synthesis of pharmaceutical compounds for its potential biological activities, such as anti-inflammatory, antioxidant, and anti-cancer properties. It aids in the development of new drugs that can target various health conditions.
Used in Agrochemical Industry:
In the agrochemical industry, (2Z)-3-anilino-1,3-diphenylprop-2-en-1-one serves as a starting material for the creation of new agrochemicals, potentially contributing to advancements in pest control and crop protection.
Used in Food Industry:
(2Z)-3-anilino-1,3-diphenylprop-2-en-1-one is used as a natural colorant and flavoring agent in the food industry, providing a vibrant yellow hue and enhancing the taste of various food products.

Upstream product

• 120-46-7 1,3-diphenylpropanedione 
• 62-53-3 aniline 
• 62961-62-0 (Z)-3-hydroxy-1,3-diphenyl-2-propen-1-one 
• 7338-94-5 1,3-diphenyl-2-propynone 
• 74896-64-3 (E)-3-Ethanesulfinyl-1,3-diphenyl-propenone 
• 536-74-3 phenylacetylene 
• 98-88-4 benzoyl chloride 
• 591-50-4 iodobenzene 
• 201230-82-2 carbon monoxide 
• 100-52-7 benzaldehyde 
• 98-86-2 acetophenone 
• 742-43-8 1,3-diphenyl-3-(N-phenylamino)propanone 

Downstream Products

• 880250-94-2 [2,3-⁽¹³⁾C₂]-4-benzoyl-1,5-diphenyl-1H-pyrrol-2,3-dione 
• 1203601-57-3 5-acetyl-3-benzoyl-1,4-dihydro-1, 2-diphenyl-6-methylpyridine 
• 26862-65-7 phenyl (2-phenyl-1H-indol-3-yl)methanone 
• 1621184-87-9 5-benzoyl-1,6-diphenyl-3,4-dihydropyridin-2(1H)-one 
• 104431-53-0 phenyl(1,2,5-triphenyl-1H-pyrrol-3-yl)methanone 
• 4953-07-5 (1,5-diphenyl-1H-1,2,3-triazol-4-yl)(phenyl)methanone 
• 1123141-83-2 (1,2,3,4-tetrahydro-1,3,6-triphenylpyrimidin-5-yl)(phenyl)methanone 

Relevant articles and documents

Nano-SiO2 catalyzed synthesis of β-enaminones under solvent free conditions

Nano-SiO2 efficiently catalyzed the synthesis of β-enaminones using direct condensation of various (cyclic and acyclic) β-diketones with aromatic and aliphatic amines under solvent-free conditions. This eco-friendly catalyst can be recovered and reused without significant loss of activity. This methodology provides a simple synthetic route to enaminones in excellent yields at room temperature. Graphical abstract: [Figure not available: see fulltext.]

New synthesis of β -anilinochalcones by regioselective oxidation of β -anilinodihydrochalcones using iodine-DMSO

β-Anilinodihydrochalcones readily undergo oxidation α to the carbonyl group region in the presence of a catalytic amount of iodine in dimethyl sulfoxide at 130 °C in good yield. Oxidation of allyloxy-substituted β-anilinodihydrochalcones to β-anilinochalcones is a preferred reaction over deallylation.

Anilines as substrates in consecutive four-component synthesis of novel 1-aryl-5-benzoyl-6-phenyl-3,4-dihydropyridin-2(1 H)-ones

The consecutive four-component synthesis of 5-acylpyridin-2(1H)-ones initiated by a copper-free alkynylation in a one-pot fashion has been expanded to include considerably less nucleophilic anilines as the amine component in the Michael addition step by altering the solvent system to 1,4-dioxane; 17 examples for the synthesis of 1-aryl-5-benzoyl-6-phenyl-3,4-dihydropyridin-2(1H) -ones were obtained in moderate to good yields.