60721-33-7

Basic information

• Product Name: 1-(4-CHLORO-PHENYL)-4-PHENYL-BUTANE-1,4-DIONE
• Synonyms: 1-(4-CHLORO-PHENYL)-4-PHENYL-BUTANE-1,4-DIONE
• CAS NO: 60721-33-7
• Molecular Formula: C₁₆H₁₃ClO₂
• Molecular Weight: 272.72622
• Mol File: 60721-33-7.mol
• Article Data: 12

Chemical Properties

• Melting Point: 110 °C
• Boiling Point: 439.2°C at 760 mmHg
• Flash Point: 185.2°C
• Appearance: /
• Density: 1.21g/cm³
• Vapor Pressure: 6.48E-08mmHg at 25°C
• Refractive Index: 1.583
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1-(4-CHLORO-PHENYL)-4-PHENYL-BUTANE-1,4-DIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-CHLORO-PHENYL)-4-PHENYL-BUTANE-1,4-DIONE(60721-33-7)
• EPA Substance Registry System: 1-(4-CHLORO-PHENYL)-4-PHENYL-BUTANE-1,4-DIONE(60721-33-7)

Safety Data

• Hazardous Substances Data: 60721-33-7(Hazardous Substances Data)

Usage

Description

1-(4-CHLORO-PHENYL)-4-PHENYL-BUTANE-1,4-DIONE, commonly known as chalcone, is a chemical compound with the molecular formula C16H13ClO2. It is a yellow crystalline solid that is widely utilized in the synthesis of various organic compounds. Chalcone exhibits potential biological activities such as antioxidant, anti-inflammatory, anti-cancer, and anti-microbial properties. Its molecular structure, which includes a ketone group and a phenyl ring, makes it a versatile intermediate for the development of new pharmaceuticals, agrochemicals, and other functional materials. Additionally, chalcone is used as a dye intermediate and in the production of additives for rubber and plastics.

Uses

Used in Pharmaceutical Industry:
Chalcone is used as an intermediate for the development of new pharmaceuticals due to its potential biological activities, including antioxidant, anti-inflammatory, anti-cancer, and anti-microbial properties. Its molecular structure containing a ketone group and a phenyl ring allows for the creation of versatile compounds with various therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical industry, chalcone is utilized as an intermediate for the synthesis of various agrochemicals, taking advantage of its biological activities to develop compounds that can be used in pest control and crop protection.
Used in Dye Industry:
Chalcone is used as a dye intermediate, contributing to the production of a range of dyes for different applications, including textiles, plastics, and other industrial processes.
Used in Rubber and Plastics Industry:
Chalcone is employed in the production of additives for the rubber and plastics industry, enhancing the properties of these materials and improving their performance in various applications.
Used in Functional Materials:
Due to its versatile molecular structure, chalcone is also used in the development of functional materials with specific properties, such as conductivity, magnetism, or optical characteristics, for use in various high-tech applications.

InChI:InChI=1/C16H13ClO2/c17-14-8-6-13(7-9-14)16(19)11-10-15(18)12-4-2-1-3-5-12/h1-9H,10-11H2

Upstream product

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• 29113-50-6 2-benzoyl-4-(4-chloro-phenyl)-4-oxo-butyric acid ethyl ester 
• 58518-76-6 ((1-(4-chlorophenyl)vinyl)oxy)trimethylsilane 
• 107487-79-6 trans-1-(4-Chlorophenyl)-4-phenylbut-2-ene-1,4-dione 
• 70-11-1 α-bromoacetophenone 
• 536-38-9 4-chlorobenzoylmethyl bromide 
• 1777-56-6 4-chlorobenzoylmethylenetriphenylphosphorane 
• 163667-14-9 2-(tert-butyldimethylsilyloxy)-2-phenylacetaldehyde 
• 148204-86-8 (tert-butyldimethylsilanyloxy)phenylacetic acid methyl ester 

Downstream Products

• 1223429-83-1 (3-benzoylnaphthalen-2-yl)(4-chlorophenyl)methanone 

Relevant articles and documents

Asymmetric hydrogenation of 1,4-diketones: facile synthesis of enantiopure 1,4-diarylbutane-1,4-diols

Owing to the biological significance and great synthetic value of 1,4-diarylbutane-1,4-diols and their derivatives, increasingly considerable attention has been paid to developing effective synthetic methods for chiral 1,4-diarylbutane-1,4-diols. We herei

Proton-Coupled Electron Transfer: Transition-Metal-Free Selective Reduction of Chalcones and Alkynes Using Xanthate/Formic Acid

Highly chemoselective reduction of α,β-unsaturated ketones to saturated ketones and stereoselective reduction of alkynes to (E)-alkenes has been developed under a transition-metal-free condition using a xanthate/formic acid mixture through proton-coupled electron transfer (PCET). Mechanistic experiments and DFT calculations support the possibility of a concerted proton electron-transfer (CPET) pathway. This Birch-type reduction demonstrates that a small nucleophilic organic molecule can be used as a single electron-transfer (SET) reducing agent with a proper proton source.

Cross-coupling of dissimilar ketone enolates via enolonium species to afford non-symmetrical 1,4-diketones

Due to their closely matched reactivity, the coupling of two dissimilar ketone enolates to form a 1,4-diketone remains a challenge in organic synthesis. We herein report that umpolung of a ketone trimethylsilyl enol ether (1 equiv) to form a discrete enol