5395-79-9

Basic information

• Product Name: 4-CHLORO-4'-METHYLBENZOPHENONE
• Synonyms: 4-CHLORO-4'-METHYLBENZOPHENONE;METHANONE,(4-CHLOROPHENYL);Methanone, (4-chlorophenyl)(4-Methylphenyl)-;(4-chlorophenyl)(p-tolyl)Methanone;4-Chlorophenyl 4-methylphenyl ketone;NSC 29
• CAS NO: 5395-79-9
• Molecular Formula: C₁₄H₁₁ClO
• Molecular Weight: 230.69
• Mol File: 5395-79-9.mol
• Article Data: 73

Chemical Properties

• Melting Point: 128.5-129 °C
• Boiling Point: 364.5 °C at 760 mmHg
• Flash Point: 197.3 °C
• Appearance: /
• Density: 1.178 g/cm³
• Vapor Pressure: 1.68E-05mmHg at 25°C
• Refractive Index: 1.586
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-CHLORO-4'-METHYLBENZOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CHLORO-4'-METHYLBENZOPHENONE(5395-79-9)
• EPA Substance Registry System: 4-CHLORO-4'-METHYLBENZOPHENONE(5395-79-9)

Safety Data

• Hazardous Substances Data: 5395-79-9(Hazardous Substances Data)

Usage

Uses

4-Chloro-4''-methylbenzophenone is a useful synthetic compound.

InChI:InChI=1/C14H11ClO/c1-10-2-4-11(5-3-10)14(16)12-6-8-13(15)9-7-12/h2-9H,1H3

Upstream product

• 99-94-5 p-Toluic acid 
• 108-90-7 chlorobenzene 
• 108-88-3 toluene 
• 74-11-3 para-chlorobenzoic acid 
• 10557-71-8 4-chlorophenyltrimethylsilane 
• 874-60-2 4-methyl-benzoyl chloride 
• 7446-70-0 aluminium trichloride 
• 201230-82-2 carbon monoxide 
• 1679-18-1 4-Chlorophenylboronic acid 
• 459-44-9 4-methylbenzenediazonium tetrafluoroborate 
• 106-38-7 para-bromotoluene 
• 104-88-1 4-chlorobenzaldehyde 
• 623-03-0 4-Cyanochlorobenzene 
• 536-57-2 p-toluene sulfinic acid 

Downstream Products

• 13389-74-7 4-chloro-4'methylbenzhydrol 
• 30203-87-3 1-chloro-4-(4-methylbenzyl)benzene 
• 91457-11-3 4-bromomethyl-4'-chlorobenzophenone 
• 86814-01-9 4-[1-(4-Chloro-phenyl)-1-p-tolyl-meth-(Z)-ylidene]-5-methyl-tetrahydro-pyridazine-3,6-dione 
• 86814-02-0 2-[1-(4-Chloro-phenyl)-1-p-tolyl-meth-(Z)-ylidene]-3-methyl-succinic acid 
• 86814-20-2 2-(6-chloro-3-(p-tolyl)-1-oxo-2-indenyl)propionic acid 
• 86814-18-8 Z-3-carboxy-4-(p-tolyl)-4-(p-chlorophenyl)-2-methylbut-3-enoic anhydride 
• 927689-99-4 1-((4-chlorophenyl)(phenyl)(4-(pyrrolidin-1-ylmethyl)phenyl)methyl)-1H-imidazole 

Relevant articles and documents

An Anthyridine-Based Pentanitrogen Donor Switches from Mono- To Tetradentate with Pd(II) Ions

Treatment of 5-phenyl-2,8-bis(2-pyridinyl)anthyridine (L) with (PPh3)2PdCl2 or (dppe)PdCl2 in the presence of a silver salt resulted in the formation of [trans-(PPh3)2PdLCl](BF4) (1a), [trans-(PPh3)2PdL(MeCN)](BF4)2 (1b), [trans-(PPh3)2PdLCl](PF6) (1c),or [cis-(dppe)PdLCl](BF4) (4), respectively. The ligand L in these complexes acts as a monodentate ligand with N(10) of anthyridine binding to the metal center. In the presence of PPh3, dinuclear complexes [Pd2L(CH3CN)2Cl2](BF4)2 (2) and [Pd2L(CH3CN)4](BF4)4 (3) readily underwent dechelation to yield 1a,b, respectively, whereas the reaction of 2 with dppe gave 4. On the other hand, treatment of 1a and 4 with S8 in the presence of a sufficient amount of palladium ions provided the corresponding dinuclear complex 2. Furthermore, this kind of substitution is also applicable with the Pd-Me complex [Pd2L(CH3CN)2Me2](BF4)2 (5), which could be prepared from complexation of L with 2 equiv of [(COD)Pd(CH3CN)Me](BF4). Thus, [trans-(PPh3)2PdLMe](BF4) (7) was obtained by the reaction of 5 with PPh3. However, the reaction of PPh3 with [Pd2L(CH3CN)2(MeCO)2](BF4)2 (6), a CO insertion product of 5, gave a messy result. The catalytic activity of these complexes in the Suzuki-Miyaura coupling of aryl halide with arylboronic acid under a CO atmosphere was investigated. Crystal structures of 1c, 4, 5, and 7 are reported to confirm their structural details. This work demonstrates the novelty of L as a hypodentate ligand toward palladium ions.

Supported Palladium-Catalyzed Carbonylative Synthesis of Diaryl Ketones from Aryl Bromides and Arylboronic Acids

A palladium supported on graphitic carbon nitride (Pd/g-C3N4) catalyzed carbonylative reaction of aryl bromides and arylboronic acids by has been developed for the construction of diaryl ketones. Using benzene-1,3,5-triyl triformate (TFBen) as the CO source, the reaction proceeded well to give various diaryl ketones in moderate to good yields.

Photo-induced oxidative cleavage of C-C double bonds of olefins in water

The carbonyl compounds, synthesized by the oxidative cleavage of their corresponding olefins, are of great significance in organic synthesis, especially aryl ketones. We have developed a gentle and effective protocol, using acid red 94 as the organic metal-free photocatalyst, O2 as the oxidant, and water as the solvent. Under visible light irradiation, aryl ketone derivatives were obtained in moderate to excellent yields, showing good economic and environmental advantages.