890098-06-3

Basic information

• Product Name: 2-BROMO-3'-METHOXYBENZOPHENONE
• Synonyms: 2-BROMO-3'-METHOXYBENZOPHENONE
• CAS NO: 890098-06-3
• Molecular Formula: C₁₄H₁₁BrO₂
• Molecular Weight: 291.14
• Mol File: 890098-06-3.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 395.7°C at 760 mmHg
• Flash Point: 193.1°C
• Appearance: /
• Density: 1.401g/cm³
• Vapor Pressure: 1.81E-06mmHg at 25°C
• Refractive Index: 1.593
• CAS DataBase Reference: 2-BROMO-3'-METHOXYBENZOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-3'-METHOXYBENZOPHENONE(890098-06-3)
• EPA Substance Registry System: 2-BROMO-3'-METHOXYBENZOPHENONE(890098-06-3)

Safety Data

• Hazardous Substances Data: 890098-06-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H11BrO2/c1-17-11-6-4-5-10(9-11)14(16)12-7-2-3-8-13(12)15/h2-9H,1H3

Upstream product

• 634152-97-9 (2-Bromo-phenyl)-(3-methoxy-phenyl)-methanol 
• 583-55-1 1-Bromo-2-iodobenzene 
• 201230-82-2 carbon monoxide 
• 10365-98-7 3-methoxyphenylboronic acid 
• 6630-33-7 ortho-bromobenzaldehyde 
• 36282-40-3 (3-methoxyphenyl)magnesium bromide 

Downstream Products

• 6136-67-0 3-methoxybenzophenone 
• 3133-07-1 2-methoxy-9-fluorenone 
• 4269-16-3 4-methoxy-9H-fluoren-9-one 
• 1186678-58-9 (Z)-1-bromo-2-[2-methoxy-1-(3-methoxyphenyl)ethenyl]benzene 
• 1186678-08-9 (E)-1-bromo-2-[2-methoxy-1-(3-methoxyphenyl)ethenyl]benzene 
• 1183669-56-8 1-(2-bromophenyl)-1-(3-methoxyphenyl)ethanol 
• 1569315-57-6 6-(3-methoxyphenyl)-6-methyl-6H-benzo[c]chromene 
• 98-86-2 acetophenone 

Relevant articles and documents

Carbonylative Suzuki-Miyaura couplings of sterically hindered aryl halides: Synthesis of 2-aroylbenzoate derivatives

We have developed a carbonylative approach to the synthesis of diversely substituted 2-aroylbenzoate esters featuring a new protocol for the carbonylative coupling of aryl bromides with boronic acids and a new strategy to favour carbonylative over non-carbonylative reactions. Two different synthetic pathways-(i) the alkoxycarbonylation of 2-bromo benzophenones and (ii) the carbonylative Suzuki-Miyaura coupling of 2-bromobenzoate esters-were evaluated. The latter approach provided a broader substrate tolerance, and thus was the preferred pathway. We observed that 2-substituted aryl bromides were challenging substrates for carbonylative chemistry favouring the non-carbonylative pathway. However, we found that carbonylative Suzuki-Miyaura couplings can be improved by slow addition of the boronic acid, suppressing the unwanted direct Suzuki coupling and, thus increasing the yield of the carbonylative reaction.

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

Synthesis of 1,3-Diaryl-2-methoxyindenes by hydriodic acid-catalyzed cyclization of Aryl[2-(1-aryl-2-methoxyvinyl)phenyl]methanols

An efficient two-step method for the synthesis of 1,3-diaryl-2- methoxyindenes from 1-(1-aryl-2-methoxyvinyl)-2-bromobenzenes has been developed. Thus, the reaction of 2-(1-aryl-2-methoxyvinyl)phenyllithiums, generated in situ by halogen-lithium exchange between 1-(1-aryl-2-methoxyvinyl)- 2-bromobenzenes and butyllithium, with aromatic aldehydes gives aryl[2-(1-aryl-2-methoxyvinyl)phenyl]methanols, which in turn are treated with a catalytic amount of concentrated hydriodic acid to afford the corresponding 1,3-diaryl-2-methoxyindenes in reasonable yields.