6342-63-8

Basic information

• Product Name: 1-(2-bromo-5-methoxy-phenyl)ethanone
• Synonyms: 1-(2-bromo-5-methoxy-phenyl)ethanone;3-Acetyl-4-bromoanisole;1-(2-Bromo-5-methoxyphenyl)ethan-1-one, 3-Acetyl-4-bromoanisole
• CAS NO: 6342-63-8
• Molecular Formula: C₉H₉BrO₂
• Molecular Weight: 229.07
• Mol File: 6342-63-8.mol
• Article Data: 29

Chemical Properties

• Melting Point: 102°C
• Boiling Point: 288.9°C at 760 mmHg
• Flash Point: 128.5°C
• Appearance: /
• Density: 1.421g/cm³
• Vapor Pressure: 0.00228mmHg at 25°C
• Refractive Index: 1.541
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 1-(2-bromo-5-methoxy-phenyl)ethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-bromo-5-methoxy-phenyl)ethanone(6342-63-8)
• EPA Substance Registry System: 1-(2-bromo-5-methoxy-phenyl)ethanone(6342-63-8)

Safety Data

• Hazardous Substances Data: 6342-63-8(Hazardous Substances Data)

Usage

Preparation

Obtained by action of pyridinium chlorochromate with 1-(2-bromo-5-methoxy) ethanol.

InChI:InChI=1/C9H9BrO2/c1-6(11)8-5-7(12-2)3-4-9(8)10/h3-5H,1-2H3

Upstream product

• 18457-04-0 bis(trimethylsilyl) malonate 
• 56658-04-9 2-bromo-5-methoxybenzoyl chloride 
• 100-84-5 1-methoxy-3-methyl-benzene 
• 676-58-4 methylmagnesium chloride 
• 109572-65-8 BrMgCH(CO₂Et)2 
• 591-31-1 3-methoxy-benzaldehyde 
• 22921-68-2 2-bromo-5-methoxy-benzoic acid 
• 586-38-9 3-Methoxybenzoic acid 
• 7507-86-0 2-bromo-5-methoxy-benzaldehyde 
• 586-37-8 1-(3-Methoxyphenyl)ethanone 
• 71095-23-3 1-(2′-bromo-5′-methoxyphenyl)ethan-1-ol 
• 105-53-3 diethyl malonate 
• 75-16-1 methylmagnesium bromide 
• 374803-67-5 2-bromo-N,5-dimethoxy-N-methylbenzamide 

Downstream Products

• 108081-63-6 2-(2-Acetyl-4-methoxyphenylthio)benzoesaeure-methylester 
• 841299-58-9 1-(2-cyclohexyl-5-methoxy-phenyl)-ethanone 
• 1354364-30-9 2-(2-bromo-5-methoxyphenyl)butan-2-ol 
• 1379534-81-2 [4-methoxy-2-(propen-2-yl)phenyl]pentamethyldisilane 
• 1379534-73-2 C₁₇H₂₈O₂Si₂ 
• 171512-97-3 1-bromo-4-methyloxy-2-(prop-1-en-2-yl)benzene 
• 1596361-45-3 C₁₆H₂₂O₂Si 
• 2097800-41-2 2-(2-bromo-5-methoxyphenyl)quinoline 

Relevant articles and documents

α-Oxocarboxylic Acids as Three-Carbon Insertion Units for Palladium-Catalyzed Decarboxylative Cascade Synthesis of Diverse Fused Heteropolycycles

A novel palladium-catalyzed decarboxylative cascade cyclization for the assembly of diverse fused heteropolycycles by employing α-oxocarboxylic acids as three-carbon insertion units is reported. This protocol enables the synthesis of isoquinolinedione- and indolo[2,1-a]isoquinolinone-fused benzocycloheptanones in moderate to good yields by the use of different aryl iodides, including alkene-tethered 2-iodobenzamides and 2-(2-iodophenyl)-1H-indoles. Notably, the approach achieves simultaneous construction of both six- and seven-membered rings via sequential intramolecular carbopalladation, C-H activation, and decarboxylation.

Atmosphere-Controlled Palladium-Catalyzed Divergent Decarboxylative Cyclization of 2-Iodobiphenyls and α-Oxocarboxylic Acids

A novel palladium-catalyzed divergent decarboxylative cyclization of 2-iodobiphenyls and α-oxocarboxylic acids utilizing the atmosphere as a controlled switch is reported. Under the protection of a nitrogen atmosphere, tribenzotropones are synthesized by a [4 + 3] decarboxylative cyclization. Employing a palladium/O2 system enables a [4 + 2] decarboxylative cyclization to assemble triphenylenes. Notably, preliminary mechanistic studies indicate that the formation of triphenylenes involves a double decarboxylation.

Asymmetric Synthesis and Application of Chiral Spirosilabiindanes

Reported here is the development of a class of chiral spirosilabiindane scaffolds by Rh-catalyzed asymmetric double hydrosilation, for the first time. Enantiopure SPSiOL (spirosilabiindane diol), a new type of chiral building block for the preparation of various chiral ligands and catalysts, was readily prepared on greater than 10 gram scale using this protocol. The potential of this new spirosilabiindane scaffold in asymmetric catalysis was preliminarily demonstrated by development of the corresponding monodentate phosphoramidite ligands (SPSiPhos), which were used in both a Rh-catalyzed hydrogenation and a Pd-catalyzed intramolecular carboamination.