16932-45-9

Basic information

• Product Name: 1-BROMO-2,6-DIMETHOXYBENZENE
• Synonyms: 2-BROMO-1,3-DIMETHOXY-BENZENE;1-BROMO-2,6-DIMETHOXYBENZENE;1,3-Dimethoxy-2-bromobenzene;2-Bromo-3-methoxyanisole;2-Bromo-3-methoxyanisole
• CAS NO: 16932-45-9
• Molecular Formula: C₈H₉BrO₂
• Molecular Weight: 217.06
• Mol File: 16932-45-9.mol
• Article Data: 23

Chemical Properties

• Melting Point: 91-94°C
• Boiling Point: 250℃
• Flash Point: 106℃
• Appearance: /
• Density: 1.412
• Vapor Pressure: 0.0352mmHg at 25°C
• Refractive Index: 1.527
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility: Insoluble in water.
• CAS DataBase Reference: 1-BROMO-2,6-DIMETHOXYBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-BROMO-2,6-DIMETHOXYBENZENE(16932-45-9)
• EPA Substance Registry System: 1-BROMO-2,6-DIMETHOXYBENZENE(16932-45-9)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• WGK Germany: 3
• Hazardous Substances Data: 16932-45-9(Hazardous Substances Data)

Usage

Chemical Properties

off-white crystalline solid

Uses

2-Bromo-1,3-dimethoxybenzene is used as a pharmaceutical intermediate.

InChI:InChI=1/C8H9BrO2/c1-10-6-4-3-5-7(11-2)8(6)9/h3-5H,1-2H3

Upstream product

• 634-36-6 1,2,3-trimethoxybenzene 
• 92669-93-7 2-(trimethylsilyl)-1,3-dimethoxybenzene 
• 142599-77-7 Bis-(2,6-dimethoxy-phenyl)-dimethyl-silane 
• 142599-76-6 bis(2,6-dimethoxyphenyl)dimethyltin 
• 151-10-0 1,3-Dimethoxybenzene 
• 1989-53-3 2,6-dimethoxybenzoyl chloride 
• 106-93-4 ethylene dibromide 
• 851231-30-6 1,3-dimethoxy-2-(4',4',5',5'-tetramethyl-1',3',2'-dioxaborolanyl)-benzene 
• 91-10-1 1,3-dimethoxy-2-hydroxy-benzene 
• 60319-07-5 trifluoromethanesulfonic acid 2,6-dimethoxyphenyl ester 
• 558-13-4 carbon tetrabromide 
• 6751-75-3 2-bromoresorcinol 
• 74-88-4 methyl iodide 
• 811711-33-8 1,2-dibromo-3-fluorobenzene 

Downstream Products

• 50637-20-2 2,6-Dimethoxyphenyl-3'-methoxyphenylether 
• 173300-93-1 1-(2,6-dimethoxyphenyl)naphthalene 
• 320573-13-5 2,9-bis(2,6-dimethoxyphenyl)-3-trimethylsilylethynyl-8-bromo-1,10-phenanthroline 
• 185342-88-5 1,3-dibromo-2,4-dimethoxybenzene 
• 851231-30-6 1,3-dimethoxy-2-(4',4',5',5'-tetramethyl-1',3',2'-dioxaborolanyl)-benzene 
• 23112-96-1 (2,6-dimethoxyphenyl)boronic acid 
• 250665-25-9 C₁₀H₁₅BO₄ 
• 16700-61-1 1,3-dimethoxy-2-(1-methylethyl)benzene 
• 1185886-64-9 methyl 1-(2-methoxy-6-methylphenyl)cyclopropanecarboxylate 
• 1427001-19-1 trans-Pt(PEt₃)₂(Br)(2,6-dimethoxyphenyl) 
• 1418096-39-5 chloro(2-(cyclohexyloxy)phenyl)(2,6-dimethoxyphenyl)phosphine 
• 1418096-36-2 C₂₂H₂₂O₇PS^(1-)*Na⁽¹⁺⁾ 
• 920271-29-0 C₂₂H₂₃O₇PS 

Relevant articles and documents

Orthogonal Stability and Reactivity of Aryl Germanes Enables Rapid and Selective (Multi)Halogenations

While halogenation is of key importance in synthesis and radioimaging, the currently available repertoire is largely designed to introduce a single halogen per molecule. This report makes the selective introduction of several different halogens accessible. Showcased here is the privileged stability of nontoxic aryl germanes under harsh fluorination conditions (that allow selective fluorination in their presence), while displaying superior reactivity and functional-group tolerance in electrophilic iodinations and brominations, outcompeting silanes or boronic esters under rapid and additive-free conditions. Mechanistic experiments and computational studies suggest a concerted electrophilic aromatic substitution as the underlying mechanism.

Decarboxylative Suzuki-Miyaura coupling of (hetero)aromatic carboxylic acids using iodine as the terminal oxidant

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