21551-47-3

Basic information

• Product Name: (E)-1,3-bis(4-methylphenyl)prop-2-en-1-one
• Synonyms: (E)-1,3-bis(4-methylphenyl)prop-2-en-1-one
• CAS NO: 21551-47-3
• Molecular Formula: C₁₇H₁₆O
• Molecular Weight: 236.31
• Mol File: 21551-47-3.mol
• Article Data: 52

Chemical Properties

• Boiling Point: 389.3°C at 760 mmHg
• Flash Point: 169.9°C
• Appearance: /
• Density: 1.062g/cm³
• Vapor Pressure: 2.88E-06mmHg at 25°C
• Refractive Index: 1.606
• CAS DataBase Reference: (E)-1,3-bis(4-methylphenyl)prop-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-1,3-bis(4-methylphenyl)prop-2-en-1-one(21551-47-3)
• EPA Substance Registry System: (E)-1,3-bis(4-methylphenyl)prop-2-en-1-one(21551-47-3)

Safety Data

• Hazardous Substances Data: 21551-47-3(Hazardous Substances Data)

Usage

Description

(E)-1,3-bis(4-methylphenyl)prop-2-en-1-one, also known as a chalcone, is a yellow crystalline chemical compound with a strong odor. It is characterized by its highly conjugated aromatic ketone structure. (E)-1,3-bis(4-methylphenyl)prop-2-en-1-one is recognized for its potential biological activities, such as antifungal, antibacterial, and anti-inflammatory properties, in addition to its common use as a flavoring agent and in the production of perfumes. Furthermore, it serves as a valuable precursor in organic synthesis for the preparation of various pharmaceuticals and other organic compounds.

Uses

Used in Flavor and Fragrance Industry:
(E)-1,3-bis(4-methylphenyl)prop-2-en-1-one is used as a flavoring agent for its distinct and strong odor, adding depth and character to a variety of food products and beverages.
(E)-1,3-bis(4-methylphenyl)prop-2-en-1-one is also used as a component in the production of perfumes, where its aromatic properties contribute to the creation of complex and long-lasting scents.
Used in Pharmaceutical Industry:
(E)-1,3-bis(4-methylphenyl)prop-2-en-1-one is utilized as a precursor in organic synthesis for the preparation of various pharmaceuticals, highlighting its importance in the development of new medicines.
Used in Organic Synthesis:
(E)-1,3-bis(4-methylphenyl)prop-2-en-1-one is used as a key intermediate in the synthesis of other organic compounds, demonstrating its versatility and value in the field of chemistry.
Used in Antimicrobial Applications:
Due to its antifungal, antibacterial, and anti-inflammatory properties, (E)-1,3-bis(4-methylphenyl)prop-2-en-1-one can be employed in the development of antimicrobial agents, potentially contributing to the treatment and prevention of various infections.

InChI:InChI=1/C17H16O/c1-13-3-7-15(8-4-13)9-12-17(18)16-10-5-14(2)6-11-16/h3-12H,1-2H3/b12-9+

Upstream product

• 104-87-0 4-methyl-benzaldehyde 
• 122-00-9 para-methylacetophenone 
• 6097-27-4 2-thiocyanato-1-(4-tolyl)ethanone 
• 13565-37-2 trans-4,4'-dimethylchalcone 
• 166824-04-0 4-methyl-α-[(1E)-2-(4-methylphenyl)ethenyl]benzenemethanol 
• 589-18-4 4-Methylbenzyl alcohol 
• 536-50-5 CH₃C₆H₄CH(CH₃)OH 
• 13677-51-5 1,3-bis(4-methylphenyl)prop-2-en-1-ol 

Downstream Products

• 41269-29-8 1-benzyl-1-oxo-2,6-di-p-tolyl-1H-1λ⁵-phosphinin-4-one 
• 74007-60-6 3-Methoxy-2,3-di-p-tolyl-propionic acid methyl ester 
• 74007-51-5 3,3-Dimethoxy-1,2-di-p-tolyl-propan-1-one 
• 78572-60-8 1-(4-Methyl-benzoyl)-2-p-tolyl-1,2,3,8a-tetrahydro-indolizine-3-carboxylic acid ethyl ester 
• 78572-74-4 1-(4-Methyl-benzoyl)-2-p-tolyl-1,2,3,10b-tetrahydro-pyrrolo[2,1-a]isoquinoline-3-carboxylic acid ethyl ester 
• 84857-14-7 4,6-di-p-tolylpyrimidin-2-amine 
• 78572-65-3 1-(4-Methyl-benzoyl)-2-p-tolyl-1,2,3,8a-tetrahydro-indolizine-3-carboxylic acid amide 
• 16112-42-8 2,4,6?tri?p?tolylpyridine 
• 74918-92-6 2-(4-Bromo-phenyl)-4,6-di-p-tolyl-pyridine 
• 78572-79-9 1-(4-Methyl-benzoyl)-2-p-tolyl-1,2,3,10b-tetrahydro-pyrrolo[2,1-a]isoquinoline-3-carboxylic acid amide 
• 87401-18-1 1-(4-Methyl-benzoyl)-2-p-tolyl-1,2,3,8a-tetrahydro-indolizine-3-carboxylic acid benzylamide 
• 20821-96-9 3,5-bis(4-methylphenyl)-2-isoxazoline 
• 16112-20-2 3,5-di(4′-methylphenyl)isoxazole 
• 32045-75-3 4,4'-Dimethylchalane dibromide 

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.

Bu4NHSO4-Catalyzed Direct N-Allylation of Pyrazole and its Derivatives with Allylic Alcohols in Water: A Metal-Free, Recyclable and Sustainable System

Allylic amines are valuable and functional building blocks. Direct N-allylation of pyrazole and its derivatives as an atom economic strategy to provide allylic amines has been achieved only using commercial Bu4NHSO4 as the metal-free catalyst and water as the solvent without any additives. 11–93% isolated yields were obtained for the N-allylation of pyrazole and its derivatives with allylic alcohols. Bu4NHSO4 could be reused for six times by simple extraction nearly without loss of catalytic activity and was also suitable for a gram-scale production. The reaction of allylic ether and pyrazole did not occur to give the desired product indicated that allylic ether was not the active intermediate in the pathway. Density functional theory (DFT) calculations reveal that there are hydrogen bonding effects among substrates, solvent and catalyst, especially the one formed between allylic alcohol and H2O. Control experiments in different protic solvents further demonstrate the intermolecular hydrogen bonding of allylic alcohol and water. (Figure presented.).

Synthesis method of chalcone derivative

The invention provides a synthesis method of a chalcone derivative, which comprises the following steps: adding polyphosphoric acid PPA and a solvent 1, 4-dioxane into a container, sequentially adding98% concentrated sulfuric acid, substituted benzaldehyd