55171-60-3

Basic information

• Product Name: 2-BROMO-3,4-DIMETHOXYBENZALDEHYDE
• Synonyms: 2-BROMO-3,4-DIMETHOXYBENZALDEHYDE;2-BroMoveratraldehyde
• CAS NO: 55171-60-3
• Molecular Formula: C₉H₉BrO₃
• Molecular Weight: 245.07
• Product Categories: Aromatics;Intermediates
• Mol File: 55171-60-3.mol
• Article Data: 23

Chemical Properties

• Melting Point: 80 °C
• Boiling Point: 310.0±37.0 °C(Predicted)
• Appearance: /
• Density: 1.482±0.06 g/cm3(Predicted)
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• CAS DataBase Reference: 2-BROMO-3,4-DIMETHOXYBENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-3,4-DIMETHOXYBENZALDEHYDE(55171-60-3)
• EPA Substance Registry System: 2-BROMO-3,4-DIMETHOXYBENZALDEHYDE(55171-60-3)

Safety Data

• Hazardous Substances Data: 55171-60-3(Hazardous Substances Data)

Usage

Chemical Properties

Off-white Solid

Uses

Meconin (M202900) intermediate.

Upstream product

• 2973-58-2 2-bromoisovanillin 
• 89984-23-6 2-amino-4-hydroxy-3-methoxy-benzaldehyde 
• 2698-69-3 4-formyl-2-methoxy-3-nitrophenyl acetate 
• 881-68-5 vanillin acetate 
• 621-59-0 isovanillin 
• 74-88-4 methyl iodide 
• 89984-24-7 2-bromo-4-hydroxy-3-methoxy-benzaldehyde 
• 77-78-1 dimethyl sulfate 
• 121-33-5 vanillin 

Downstream Products

• 724433-57-2 (Z)-4-benzyloxy-3-(2-bromo-3,4-dimethoxybenzylidene)-5-methoxy-2-methyl-2,3-dihydro-1H-isoindol-1-one 
• 1160948-84-4 2-cyanomethyl-N-(2-bromo-3,4-dimethoxybenzylidene)-4,5-(methylenedioxy)phenethylamine 
• 184877-27-8 (2-bromo-3,4-dimethoxyphenyl)phenylmethanol 
• 139527-83-6 methyl 3-(6'-formyl-2',3'-dimethoxyphenyl)-2-propenoate 
• 90561-17-4 2-Brom-3,4-dimethoxy-toluol 
• 91715-81-0 2-bromo-3,4-dimethoxy-1-(2-nitrovinyl)benzene 
• 132234-28-7 2-Brom-3,4-dimethoxybenzaldehyd-dimethyl-acetal 
• 140843-32-9 2-bromo-3,4-dimethoxy-N-methylbenzylamine 
• 19283-70-6 3,4-dimethoxysalicylaldehyde 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 135303-84-3 methyl 3-(6-formyl-2,3-dimethoxyphenoxy)benzoate 
• 86750-50-7 5',6-Diformyl-2,2',3-trimethoxydiphenylether 
• 71568-87-1 2-bromo-3,4-dimethoxybenzoic acid 
• 72912-38-0 (2-bromo-3,4-dimethoxyphenyl)methanol 

Relevant articles and documents

Synthesis and structure–activity relationships of aristoyagonine derivatives as brd4 bromodomain inhibitors with x-ray co-crystal research

Epigenetic regulation is known to play a key role in progression of anti-cancer therapeutics. Lysine acetylation is an important mechanism in controlling gene expression. There has been increasing interest in bromodomain owing to its ability to modulate t

Controlling the Substitution Pattern of Hexasubstituted Naphthalenes by Aryne/Siloxyfuran Diels–Alder Additions: Regio- and Stereocontrolled Synthesis of Arizonin C1 Analogs

3,4-Dimethoxybenz-1-yne and 2-siloxylated furans without or with a bromine atom at C-3 undergo Diels–Alder reactions with orientational selectivity. Hydrolysis furnished a bromine-free or a bromine-containing naphthalene, respectively. Bromination of the former provided a regioisomer of the latter. Either of the two compounds was processed to give a variety of unnatural naphthoquinonopyrano-γ-lactones. This occurred by a succession of (1) Heck coupling, (2) asymmetric dihydroxylation, (3) oxa-Pictet–Spengler cyclization, and (4) oxidation. The fifteen monomeric naphthoquinonopyrano-γ-lactone structures that we prepared resemble the natural product (–)-arizonin C1 or its C-5 epimer. Accordingly, they represent hexasubstituted naphthalenes likewise. The sixteenth naphthoquinonopyrano-γ-lactone that we synthesized is a kind of dimer. Its moieties are bridged differently than those in naturally occurring naphthoquinonopyrano-γ-lactone dimers.

Chemoselective zinc/HCl reduction of halogenated β-nitrostyrenes: Synthesis of halogenated dopamine analogues

A detailed account regarding the synthesis of 2- and 5-halogenated dopamine is given. The key step is a chemoselective reduction of a nitrostyrene by Zn/HCl at 0 °C. These conditions represent a simple, low-cost alternative to reduction by water-sensitive hydride donors and two-step procedures. Under these conditions, aryl fluoride, chloride, and bromide groups are stable. However, iodine undergoes significant reductive dehalogenation.