5953-00-4

Basic information

• Product Name: (2-chlorophenyl)-(4-methylphenyl)methanone
• Synonyms: 2-Chloro-4'-Methylbenzophenone
• CAS NO: 5953-00-4
• Molecular Formula: C₁₄H₁₁ClO
• Molecular Weight: 230.7
• Mol File: 5953-00-4.mol
• Article Data: 20

Chemical Properties

• Boiling Point: 362.1°C at 760 mmHg
• Flash Point: 196.4°C
• Appearance: /
• Density: 1.178g/cm³
• Vapor Pressure: 1.97E-05mmHg at 25°C
• Refractive Index: 1.586
• CAS DataBase Reference: (2-chlorophenyl)-(4-methylphenyl)methanone(CAS DataBase Reference)
• NIST Chemistry Reference: (2-chlorophenyl)-(4-methylphenyl)methanone(5953-00-4)
• EPA Substance Registry System: (2-chlorophenyl)-(4-methylphenyl)methanone(5953-00-4)

Safety Data

• Hazardous Substances Data: 5953-00-4(Hazardous Substances Data)

Usage

Description

(2-chlorophenyl)-(4-methylphenyl)methanone, also known as 4'-Chloro-4-methylacetophenone, is a chemical compound that belongs to the class of ketones. It is characterized by a molecular formula of C14H11ClO and a molecular weight of 236.69 g/mol. This white to light yellow crystalline powder has a melting point of 33-35°C and is commonly used as an intermediate in the synthesis of various organic compounds, including pharmaceuticals and agrochemicals. Additionally, it finds application in the production of perfumes and fragrance compounds.

Uses

Used in Pharmaceutical Industry:
(2-chlorophenyl)-(4-methylphenyl)methanone is used as a chemical intermediate for the synthesis of various pharmaceuticals. Its unique structure allows it to be a key component in the development of new drugs, contributing to the advancement of medicinal chemistry.
Used in Agrochemical Industry:
In the agrochemical industry, (2-chlorophenyl)-(4-methylphenyl)methanone serves as an intermediate in the production of various agrochemicals. Its presence in these compounds can enhance their effectiveness in agricultural applications, such as pest control and crop protection.
Used in Perfume and Fragrance Industry:
(2-chlorophenyl)-(4-methylphenyl)methanone is utilized in the creation of perfumes and fragrance compounds due to its unique scent profile. Its incorporation into these products adds depth and complexity to the overall aroma, enhancing the sensory experience for consumers.
It is crucial to handle and store (2-chlorophenyl)-(4-methylphenyl)methanone with care, as it may pose health hazards if not properly managed. Proper safety measures should be taken to minimize any potential risks associated with its use.

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

Upstream product

• 56-23-5 tetrachloromethane 
• 623-11-0 1-methyl-4-nitrosobenzene 
• 201230-82-2 carbon monoxide 
• 624-31-7 4-tolyl iodide 
• 3900-89-8 2-Chlorobenzeneboronic acid 
• 50978-45-5 3-oxobenzo[d]isothiazole-2(3H)-carbaldehyde 1,1-dioxide 
• 108-90-7 chlorobenzene 
• 108-88-3 toluene 
• 118-91-2 ortho-chlorobenzoic acid 
• 89-98-5 2-chloro-benzaldehyde 
• 100476-12-8 (2-chlorophenyl)(p-tolyl)methanol 
• 106-38-7 para-bromotoluene 
• 874-60-2 4-methyl-benzoyl chloride 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 

Downstream Products

• 170789-53-4 (E)-3-(2-Chloro-phenyl)-3-p-tolyl-acrylic acid ethyl ester 
• 1208611-64-6 C₁₄H₁₂ClN 
• 1353654-39-3 C₁₄H₈Cl₂O₂ 
• 1353654-36-0 1-(4-(2-chlorobenzoyl)benzoyl)-3-thiosemicarbazide 
• 70132-83-1 5-chloro-3-p-tolyl-benzo[d]isothiazole 
• 70132-84-2 5-nitro-3-p-tolyl-benzo[d]isothiazole 
• 144456-29-1 4-(1,2-benzisothiazol-3-yl) benzoic acid 
• 144456-31-5 4-(1,2-benzisothiazol-3-yl)benzamide 
• 144456-35-9 ethyl 4-(1,2-benzisothiazol-3-yl)phenylacetate 
• 144456-28-0 4-(1,2-benzisothiazol-3-yl) benzotribromide 
• 144456-46-2 3-<4-(1,2-benzisothiazol-3-yl)phenyl>propionic acid 
• 144456-30-4 ethyl 4-(1,2-benzisothiazol-3-yl) benzoate 
• 144456-34-8 4-(1,2-benzisothiazol-3-yl)phenylacetic acid 
• 144456-36-0 4-(1,2-benzisothiazol-3-yl)phenylacetamide 

Relevant articles and documents

Highly Enantioselective Cobalt-Catalyzed Hydroboration of Diaryl Ketones

A highly enantioselective cobalt-catalyzed hydroboration of diaryl ketones with pinacolborane was developed using chiral imidazole iminopyridine as a ligand to access chiral benzhydrols in good to excellent yields and ee. This protocol could be carried out in a gram scale under mild reaction conditions with good functional group tolerance. Chiral biologically active 3-substituted phthalide and (S)-neobenodine could be easily constructed through asymmetric hydroboration as a key step.

A general approach to intermolecular carbonylation of arene C-H bonds to ketones through catalytic aroyl triflate formation

The development of metal-catalysed methods to functionalize inert C-H bonds has become a dominant research theme in the past decade as an approach to efficient synthesis. However, the incorporation of carbon monoxide into such reactions to form valuable ketones has to date proved a challenge, despite its potential as a straightforward and green alternative to Friedel-Crafts reactions. Here we describe a new approach to palladium-catalysed C-H bond functionalization in which carbon monoxide is used to drive the generation of high-energy electrophiles. This offers a method to couple the useful features of metal-catalysed C-H functionalization (stable and available reagents) and electrophilic acylations (broad scope and selectivity), and synthesize ketones simply from aryl iodides, CO and arenes. Notably, the reaction proceeds in an intermolecular fashion, without directing groups and at very low palladium-catalyst loadings. Mechanistic studies show that the reaction proceeds through the catalytic build-up of potent aroyl triflate electrophiles.

At normal pressure fragrant ketone copper catalytic synthesis method

The invention discloses a method of synthesizing diaryl ketone under normal pressure by virtue of copper catalysis. The method is as follows: in a solvent alcohol or aqueous liquor of alcohol, under action of alkali and acid, adding a copper catalyst, alkyl iodide, alkyl boric acid and carbon monoxide to directly carry out crossed coupling reaction to prepare diaryl ketone compounds. According to the invention, the method of preparing diaryl ketone compounds by carbonylation Suzuki coupling reaction has the advantages as follows: the catalyst is wide in source, cheap and small in toxicity; the reaction is free of ligand in reaction and good in activity; the reaction is carried out under the normal pressure and selectivity is high; a substrate source is wide and stable; functional group compatibility is good and scope of application for the substrate is wide; a reaction medium is environment-friendly and recyclable. Under the condition of optimizing reaction conditions, the target product separating yield is 95%.