294878-58-3

Basic information

• Product Name: 2-BROMO-3'-METHYLBENZOPHENONE
• Synonyms: 2-BROMO-3'-METHYLBENZOPHENONE;(2-Bromo-phenyl)-m-tolyl-methanone
• CAS NO: 294878-58-3
• Molecular Formula: C₁₄H₁₁BrO
• Molecular Weight: 275.15
• Mol File: 294878-58-3.mol

Chemical Properties

• Boiling Point: 373.8°C at 760 mmHg
• Flash Point: 77.9°C
• Appearance: /
• Density: 1.375g/cm³
• Vapor Pressure: 8.73E-06mmHg at 25°C
• Refractive Index: 1.601
• CAS DataBase Reference: 2-BROMO-3'-METHYLBENZOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-3'-METHYLBENZOPHENONE(294878-58-3)
• EPA Substance Registry System: 2-BROMO-3'-METHYLBENZOPHENONE(294878-58-3)

Safety Data

• Hazardous Substances Data: 294878-58-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H11BrO/c1-10-5-4-6-11(9-10)14(16)12-7-2-3-8-13(12)15/h2-9H,1H3

Upstream product

• 2042-37-7 o-cyanobromobenzene 
• 28987-79-3 m-tolylmagnesium bromide 
• 1250736-62-9 (2-bromophenyl)(m-tolyl)methanol 
• 6630-33-7 ortho-bromobenzaldehyde 
• 108-88-3 toluene 
• 88-65-3 2-bromobenzoic-acid 
• 67-66-3 chloroform 
• 625-95-6 3-Iodotoluene 
• 244205-40-1 (2-bromophenyl)boronic acid 
• 899425-05-9 2-bromo-N-methoxy-N-methylbenzamide 
• 7154-66-7 2-bromobenzoic acid chloride 

Downstream Products

• 1023896-53-8 2-(3-methylbenzoyl)benzonitrile 
• 1186677-90-6 (Z)-1-bromo-2-[1-(3-methylphenyl)-2-methoxyethenyl]benzene 
• 1186677-88-2 (E)-1-bromo-2-[1-(3-methylphenyl)-2-methoxyethenyl]benzene 
• 1253696-89-7 1-bromo-2-[1-(3-methylphenyl)ethenyl]benzene 
• 108789-22-6 9,9-bis-(3-methylphenyl)-9,10-dihydrophenanthren-10-one 
• 855256-38-1 2,2'-Di-m-toluoyl-biphenyl 

Relevant articles and documents

Synthesis of Substituted Naphthalenes by 1,4-Palladium Migration Involved Annulation with Internal Alkynes

The palladium catalyzed annulation of 1-bromo-2-vinylbenzene derivatives with internal alkynes was realized for the efficient synthesis of substituted naphthalenes. A controllable aryl to vinylic 1,4-palladium migration process is the key for success.

Palladium Catalyzed Carbonylative Coupling for Synthesis of Arylketones and Arylesters Using Chloroform as the Carbon Monoxide Source

We describe a modular, palladium catalyzed synthesis of aryl(hetero)aryl benzophenones and aryl benzoates from aryl(hetero)aryl halides using CHCl3 as the carbonyl source in the presence of KOH. The reaction occurs in tandem through an initial carbonylation to generate an aroyl halide, which undergoes coupling with arylboronic acids, bornonates, and phenols. Direct carbonylative coupling of indoles at the third position has also been accomplished under slightly modified reaction conditions by in situ activation of the C-H bond. Notably, CHCl3 is a convenient and safe alternation of CO gas, provides milder reaction conditions with high functional group tolerance, and gives the products in moderate to good yields.

Borylation of Olefin C-H Bond via Aryl to Vinyl Palladium 1,4-Migration

The aryl to vinyl palladium 1,4-migration was realized for the first time. The generated alkenyl palladium species was trapped by diboron reagents under Miyaura borylation conditions, providing a new method to synthesize β,β-disubstituted vinylboronates. The excellent regioselectivity and broad substrate scope were observed for this novel transformation.

Erbium trifluoromethanesulfonate catalyzed Friedel-Crafts acylation using aromatic carboxylic acids as acylating agents under monomode-microwave irradiation

Erbium trifluoromethanesulfonate is found to be a good catalyst for the Friedel-Crafts acylation of arenes containing electron-donating substituents using aromatic carboxylic acids as the acylating agents under microwave irradiation. An effective, rapid and waste-free method allows the preparation of a wide range of aryl ketones in good yields and in short reaction times with minimum amounts of waste.

CuII-catalyzed asymmetric hydrosilylation of diaryl- and aryl heteroaryl ketones: Application in the enantioselective synthesis of orphenadrine and neobenodine

With certain amounts of sodium tert-butoxide and tert-butanol as additives, catalytic amounts of an inexpensive and easy-to-handle copper source Cu(OAc)2·H2O, a commercially available and air-stable non-racemic dipyridylphosphine ligand, as well as the stoichiometric desirable hydride donor polymethylhydrosiloxane (PMHS), formed a versatile in situ catalyst system for the enantioselective reduction of a broad spectrum of prochiral diaryl and aryl heteroarylketones in air, in high yields and with good to excellent enantioselectivities (up to 96 %). In particular, the practical viability of this process was evinced by its successful applications in the asymmetric synthesis of optically enriched potent antihistaminic drugs orphenadrine and neobenodine. Copyright