4254-20-0

Basic information

• Product Name: 4,4'-DICHLOROBENZOIN
• Synonyms: 4,4'-DICHLOROBENZOIN;4,4-Dichlorobenzoine;1,2-Bis(4-chlorophenyl)-2-hydroxyethanone;2-Hydroxy-1,2-bis(4-chlorophenyl)ethanone;α-Hydroxy-α-(4-chlorophenyl)-4'-chloroacetophenone
• CAS NO: 4254-20-0
• Molecular Formula: C₁₄H₁₀Cl₂O₂
• Molecular Weight: 281.13
• Mol File: 4254-20-0.mol
• Article Data: 101

Chemical Properties

• Melting Point: 88 °C
• Boiling Point: 439.1°Cat760mmHg
• Flash Point: 219.4°C
• Appearance: /
• Density: 1.379g/cm³
• Vapor Pressure: 1.74E-08mmHg at 25°C
• Refractive Index: 1.625
• PKA: 11.62±0.20(Predicted)
• CAS DataBase Reference: 4,4'-DICHLOROBENZOIN(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4'-DICHLOROBENZOIN(4254-20-0)
• EPA Substance Registry System: 4,4'-DICHLOROBENZOIN(4254-20-0)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 4254-20-0(Hazardous Substances Data)

Usage

General Description

4,4'-Dichlorobenzoin is a chemical compound that belongs to the benzoin family and is composed of two benzene rings with four chlorine atoms. It is a white crystalline solid that is mainly used as a photoinitiator in the process of photopolymerization. Its ability to absorb ultraviolet light and efficiently initiate the polymerization of various monomers makes it a valuable component in the production of adhesives, coatings, and other polymer-based materials. Additionally, 4,4'-dichlorobenzoin is also used in the formulation of dental materials and as an intermediate in the synthesis of pharmaceuticals and agrochemicals. However, it is important to handle this compound with care as it is considered to be a hazardous substance that can cause irritation to the skin, eyes, and respiratory system.

InChI:InChI=1/C14H10Cl2O2/c15-11-5-1-9(2-6-11)13(17)14(18)10-3-7-12(16)8-4-10/h1-8,13,17H

Upstream product

• 151-50-8 potassium cyanide 
• 104-88-1 4-chlorobenzaldehyde 
• 60-29-7 diethyl ether 
• 30615-54-4 triphenylmethyl bromide 
• 3457-46-3 4,4'-dichlorobenzil 
• 71-43-2 benzene 
• 2642-81-1 1,1-bis(p-chlorophenyl)ethene 
• 292638-85-8 acrylic acid methyl ester 
• 65051-83-4 3-methyl-3-phenylcyclopropene 
• 5535-48-8 PVS 
• 7099-88-9 4-chlorophenylglyoxylic acid 
• 37580-81-7 1,2-bis(4-chlorophenyl)-1,2-ethandiol 
• 433-27-2 ethyl trifluoroacetaldehyde hemiacetal 
• 140-88-5 ethyl acrylate 

Downstream Products

• 74-11-3 para-chlorobenzoic acid 
• 3457-46-3 4,4'-dichlorobenzil 
• 1196070-10-6 1,2-bis(4-chlorophenyl)-2-oxoethyl pivalate 
• 119267-74-2 1,2-bis(4-chlorophenyl)-2-oxoethyl acetate 
• 1196070-09-3 1,2-bis(4-chlorophenyl)-2-oxoethyl methanesulfonate 
• 1356581-93-5 (4-chlorophenyl)((1R,2R)-2-methyl-2-phenylcyclopropyl)methanone 
• 138476-26-3 2,3-bis(4-chlorophenyl)quinoxaline 
• 30502-52-4 4,5-bis(4-chlorophenyl)-2-phenyl-1H-imidazole 
• 1615691-56-9 (4S,5S)-5-(4-chlorobenzoyl)-5-(4-chlorophenyl)-4-phenyldihydrofuran-2(3H)-one 
• 857561-19-4 α-anilino-4,4'-dichloro-deoxybenzoin 
• 21798-20-9 2,3,5,6-tetrakis(4-chlorophenyl)pyrazine 
• 810685-50-8 2,3-bis(4-chlorophenyl)furo[3.4-b]pyrazine-5,7-dione 

Relevant articles and documents

Synthesis, cytotoxic and antibacterial studies of p-benzyl-substituted NHC-silver(I) acetate compounds derived from 4,5-di-p-diisopropylphenyl- or 4,5-di-p-chlorophenyl-1H-imidazole

4,5-Di(p-isopropylphenyl)-1H-imidazole (2a) and 4,5-di(p-chlorophenyl)-1H- imidazole (2b) were prepared from the appropriately substituted benzoin precursors and then reacted with five p-substituted benzyl halide derivatives through N-dibenzylation to the

Synthesis of thiazolium salts and their screening for catalytic activity

A facile synthetic method to prepare thiazolium-based ionic liquids in high yield was developed. The direct alkylation of thiazole was performed using a trialkyl orthoester as both the alkyl donor and the solvent. The synthesized thiazolium salts were sub

Organocatalytic Synthesis of Substituted Vinylene Carbonates

The organocatalytic synthesis of substituted vinylene carbonates from benzoins and acyloins was studied using diphenyl carbonate as a carbonyl source. A range of N-Heterocyclic Carbene (NHC) precursors were screened and it was found that imidazolium salts were the most active for this transformation. The reaction occurs at 90 °C under solvent-free conditions. A wide range of substituted vinylene carbonates (symmetrical and unsymmetrical, aromatic or aliphatic), including some derived from natural products, were prepared with 20–99% isolated yields (24 examples). The reaction was also developed using thermomorphic polyethylene-supported organocatalysts as recoverable and recyclable species. The use of such species facilitates the workup and allows the synthesis of vinylene carbonates on the preparative scale (>30 g after 5 runs). (Figure presented.).

Development of Imidazoline-2-one Derivatives as Potential Antifungal and Anthelminthic Agents: in silico and in vitro Evaluation

Based on appropriate values of synthetic accessibility concerning from ADMET properties and docking scores by docking against proteins 3OZU and 1OJ0, a series of 4,5-diphenyl-1H-imidazol-2-ones (I1?15) were synthesized. The key intermediate, 2-hydroxy-1,2-disubstitutedethanones (E1?15) were prepared by benzoin condensation using 2:1 ratio of aromatic aldehydes and thiamine in the presence of alkali. Further, these cyclized ethanones (E1?15) were treated with urea to yield 4,5-diphenyl-1H-imidazol-2-one derivatives (I1?15) and were characterized by IR,1H NMR, Mass spectra, and CHNO analysis. The synthesized compounds were screened for their anthelmintic potential on Pheretima Posthuma along with standard albendazole, and antifungal activity (minimum inhibitory concentration method) on Candida albicans and Aspergillus niger along with standard miconazole. The results revealed that among all the tested compounds I3, I4, and I7 show considerable synthetic accessibility, docking scores, anthelminthic, and antifungal activity.