22711-23-5

Basic information

• Product Name: 4-CHLOROBENZIL
• Synonyms: 4-CHLOROBENZIL;1-(4-CHLOROPHENYL)-2-PHENYLETHANE-1,2-DIONE;(p-Chlorophenyl)phenylethanedione;1-(4-Chlorophenyl)-2-phenyl-1,2-ethanedione;1-(4-Chlorophenyl)-2-phenylethan-1,2-dione;Ethanedione, (4-chlorophenyl)phenyl-;Ethanedione,(4-chlorophenyl)phenyl-;4-Chlorobenzil, 98+%
• CAS NO: 22711-23-5
• Molecular Formula: C₁₄H₉ClO₂
• Molecular Weight: 244.67
• EINECS: 245-169-3
• Mol File: 22711-23-5.mol
• Article Data: 120

Chemical Properties

• Melting Point: 66-67°C
• Boiling Point: 388.2°C at 760 mmHg
• Flash Point: 164.1°C
• Appearance: /
• Density: 1.272g/cm³
• Vapor Pressure: 3.12E-06mmHg at 25°C
• Refractive Index: 1.603
• CAS DataBase Reference: 4-CHLOROBENZIL(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CHLOROBENZIL(22711-23-5)
• EPA Substance Registry System: 4-CHLOROBENZIL(22711-23-5)

Safety Data

• Hazardous Substances Data: 22711-23-5(Hazardous Substances Data)

Usage

General Description

4-Chlorobenzil is a chemical compound that doesn't appear in chemistry databases, suggesting that it might have been misspelled. If it's meant to be "4-Chlorobenzyl," this is a category of compounds that feature a benzyl group (consisting of a benzene ring and a CH2 group) attached to a chlorine atom at the fourth carbon position on the benzyl group. These chemicals have different uses depending on their exact chemical structure but typically feature in the production of pharmaceuticals, agricultural chemicals, and other industrial products. Remember, handling of such chemical compounds should be done with suitable protective methods due to potential toxic and corrosive properties.

InChI:InChI=1/C14H9ClO2/c15-12-8-6-11(7-9-12)14(17)13(16)10-4-2-1-3-5-10/h1-9H

Upstream product

• 71292-81-4 2-(4-chlorophenyl)-2-hydroxy-1-phenylethanone 
• 18109-39-2 N-(2,6-diimethylphenyl)benzamide 
• 122-01-0 4-chloro-benzoyl chloride 
• 1530-39-8 (4-chlorobenzyl)triphenylphosphonium chloride 
• 1100-88-5 benzyltriphenylphosphonium chloride 
• 103-80-0 phenylacetyl chloride 
• 108-90-7 chlorobenzene 
• 25026-34-0 4-chlorophenacetyl chloride 
• 1878-66-6 4-chlorophenylacetic Acid 
• 5172-02-1 1-chloro-4-(2-phenylethynyl)benzene 
• 6332-83-8 2-(4-chlorophenyl)-1-phenylethanone 
• 134-85-0 4-chlorobenzophenone 
• 68-12-2 N,N-dimethyl-formamide 
• 105174-15-0 (α-4-chlorobenzoyl-α-phenylmethylene)triphenylphosphorane 

Downstream Products

• 144900-45-8 2-benzoyl-4-(4-chlorophenyl)-1-phenylbutane-1,4-dione 
• 22915-10-2 2-(4-Chlor-benzoyl)-2-phenyl-1.1-dicyanaethylen 
• 62086-75-3 (1RS,2SR)-1-(4'-chlorophenyl)-2-phenylethane-1,2-diol 
• 38268-05-2 3-(4-chloro-phenyl)-2,4,5-triphenyl-cyclopentadienone 
• 6325-69-5 R,S-5-(p-Chlorphenyl)-5-phenylhydantoin 
• 65-85-0 benzoic acid 
• 74-11-3 para-chlorobenzoic acid 
• 85259-24-1 (4-chlorophenyl)(hydroxy)phenylacetic acid 
• 69643-29-4 1-(4-chloro-phenyl)-2-phenyl-N,N'-bis-trimethylsilanyl-ethanediylidenediamine 
• 111768-18-4 R-(-)-1-(4-chlorophenyl)-2-hydroxy-2-phenylethanone 
• 71292-81-4 2-(4-chlorophenyl)-2-hydroxy-1-phenylethanone 
• 39774-18-0 p-chlorobenzoin 
• 133657-08-6 1-benzyl-4-(4-chlorophenyl)-5-phenylimidazole 

Relevant articles and documents

Electrochemical oxidation-induced benzyl C–H carbonylation for the synthesis of aromatic α-diketones

Electrochemical oxidation-induced direct carbonylation of benzyl C–H bond for the synthesis of aromatic α-diketones is described. In this process, tetrabutylammonium iodide (nBu4NI) not only acts as an electrolyte, but its iodine anion is oxidized to an iodine radical at the anode, acting as a hydrogen atom transfer agent. The iodine radical extracts the benzyl hydrogen atom and causes the carbonylation of the benzyl position, where O2 in the air is used as an oxygen source.

Aerobic oxygenation of α-methylene ketones under visible-light catalysed by a CeNi3complex with a macrocyclic tris(salen)-ligand

A hetero-tetranuclear CeNi3 complex with a macrocyclic ligand catalysed the aerobic oxygenation of a methylene group adjacent to a carbonyl group under visible-light radiation to produce the corresponding α-diketones. The visible-light induced homolysis of the Ce-O bond of a bis(enolate) intermediate is proposed prior to aerobic oxygenation.

Catalyst-Free and Transition-Metal-Free Approach to 1,2-Diketones via Aerobic Alkyne Oxidation

A catalyst-free and transition-metal-free method for the synthesis of 1,2-diketones from aerobic alkyne oxidation was reported. The oxidation of various internal alkynes, especially more challenging aryl-alkyl acetylenes, proceeded smoothly with inexpensive, easily handled, and commercially available potassium persulfate and an ambient air balloon, achieving the corresponding 1,2-diketones with up to 85% yields. Meanwhile, mechanistic studies indicated a radical process, and the two oxygen atoms in the 1,2-diketons were most likely from persulfate salts and molecular oxygen, respectively, rather than water.