35256-82-7

Basic information

• Product Name: 4-CHLORO-3'-METHYLBENZOPHENONE
• Synonyms: 4-CHLORO-3'-METHYLBENZOPHENONE;OTAVA-BB 1043924;UKRORGSYN-BB BBV-5118679
• CAS NO: 35256-82-7
• Molecular Formula: C₁₄H₁₁ClO
• Molecular Weight: 230.69
• Mol File: 35256-82-7.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 361.8°C at 760 mmHg
• Flash Point: 196.3°C
• Appearance: /
• Density: 1.178g/cm³
• Vapor Pressure: 2.02E-05mmHg at 25°C
• Refractive Index: 1.586
• CAS DataBase Reference: 4-CHLORO-3'-METHYLBENZOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CHLORO-3'-METHYLBENZOPHENONE(35256-82-7)
• EPA Substance Registry System: 4-CHLORO-3'-METHYLBENZOPHENONE(35256-82-7)

Safety Data

• Hazardous Substances Data: 35256-82-7(Hazardous Substances Data)

Usage

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

Upstream product

• 122-01-0 4-chloro-benzoyl chloride 
• 108-88-3 toluene 
• 108-90-7 chlorobenzene 
• 1711-06-4 3-Methylbenzoyl chloride 
• 99-04-7 m-Toluic acid 
• 17933-03-8 m-tolylboronic acid 
• 591-17-3 meta-bromotoluene 
• 104-88-1 4-chlorobenzaldehyde 
• 201230-82-2 carbon monoxide 
• 625-95-6 3-Iodotoluene 
• 91410-28-5 1-chloro-4-(3-methylbenzyl)benzene 
• 637-87-6 1-Chloro-4-iodobenzene 
• 67-66-3 chloroform 
• 28122-82-9 S-phenyl 4-chlorobenzothioate 

Downstream Products

• 35278-62-7 3-bromomethyl-4'-chlorobenzophenone 
• 99519-96-7 3-(4-chlorobenzoyl)benzyl azide 
• 99519-82-1 5-Amino-1-(3-[4-chlorobenzoyl]benzyl)-1,2,3-triazole-4-carboxamide 
• 35256-83-8 3-p-chlorobenzoyl phenyl acetonitrile 
• 35256-78-1 methyl 3-p-chlorobenzoyl phenylacetate 
• 55142-60-4 2-[3-(4-Chloro-benzoyl)-phenyl]-N-hydroxy-acetamide 
• 24031-42-3 3-(4-chlorobenzoyl)-benzeneacetic acid 

Relevant articles and documents

Redox-Neutral ortho Functionalization of Aryl Boroxines via Palladium/Norbornene Cooperative Catalysis

Palladium/norbornene (Pd/NBE) cooperative catalysis, also known as the Catellani reaction, has become an increasingly useful method for site-selective arene functionalization; however, certain constraints still exist because of its intrinsic mechanistic pathway. Herein, we report a redox-neutral ortho functionalization of aryl boroxines via Pd/NBE catalysis. An electrophile, such as carboxylic acid anhydrides or O-benzoyl hydroxylamines, is coupled at the boroxine ortho position, and a proton as the second electrophile is introduced at the ipso position. This reaction does not require extra oxidants or reductants and avoids stoichiometric bases or acids, thereby tolerating a wide range of functional groups. In particular, orthogonal chemoselectivity between aryl iodide and boroxine moieties is demonstrated, which could be used to control reaction sequences. Finally, a deuterium-labeling study supports the ipso protonation pathway. This unique mechanistic feature could inspire the development of a new class of Pd/NBE-catalyzed transformations.Poly-substituted aromatics are ubiquitously found in drugs and agrochemicals. To realize streamlined synthesis, it is highly attractive if functional groups can be site-selectively introduced at unactivated positions with common arene starting materials. Here, a method is developed to directly introduce acyl and amino groups at unactivated ortho positions of readily available aryl boron compounds. Compared with the known ortho functionalization approaches, this method does not require stoichiometric bases, external oxidants, or reductants. Consequently, the reaction is chemoselective: a wide range of functional groups, including highly reactive aryl iodides, can be tolerated. The primary innovation lies in the use of a proton to terminate the ipso aryl intermediate and regenerate the active palladium catalyst. This unique mode of reactivity in the palladium/norbornene catalysis should open the door for developing new redox-neutral methods for site-selective arene functionalization.A redox-neutral ortho functionalization of aryl boroxines via palladium/norbornene cooperative catalysis is developed. The ortho amination and acylation are achieved with carboxylic acid anhydrides and O-benzoyl hydroxylamines as an electrophile, respectively, whereas protonation occurs at the ipso position. This transformation avoids using either extra oxidants and reductants or stoichiometric bases and acids. In addition, orthogonal chemoselectivity between aryl iodide and boroxine moieties is demonstrated for pathway divergence.

A synthesis of biaryl ketones via the C–S bond cleavage of thiol ester by a Cu/Ag salt

We report the synthesis of biaryl ketones via an unprecedented copper/silver catalyzed acylative cross-coupling of thiol esters with either an arylboronic acid or a potassium aryltrifluoroborate. This new method proceeds without a requisite Pd-catalyst and Cu(I)TC mediator, and is efficient, versatile, operationally simple, and accommodating functionally diverse thiol esters, arylboronic acids, and potassium aryltrifluoroborates.

Iron-catalyzed carbonylation of aryl halides with arylborons using stoichiometric chloroform as the carbon monoxide source

A general iron-catalyzed carbonylative Suzuki-Miyaura coupling of aryl halides with arylborons is reported, using stoichiometric CHCl3 as the CO source. The high efficiency, economy, selectivity, and operational simplicity of this transformation make this method a valuable tool in organic synthesis. Importantly, the presented strategy allows effective 13C labeling simply by using the commercially available 13C-labeled CHCl3. On the basis of the initial mechanistic exploration, an aryl radical intermediate is proposed in the present carbonylation process.