54291-90-6

Basic information

• Product Name: 1-bromo-2,3-dimethoxy-5-(2-nitroethenyl)benzene
• CAS NO: 54291-90-6
• Molecular Formula: C₁₀H₁₀BrNO₄
• Molecular Weight: 288.0947
• Mol File: 54291-90-6.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 384.5°C at 760 mmHg
• Flash Point: 186.4°C
• Density: 1.509g/cm³
• Vapor Pressure: 8.98E-06mmHg at 25°C
• Refractive Index: 1.591
• CAS DataBase Reference: 1-bromo-2,3-dimethoxy-5-(2-nitroethenyl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-bromo-2,3-dimethoxy-5-(2-nitroethenyl)benzene(54291-90-6)
• EPA Substance Registry System: 1-bromo-2,3-dimethoxy-5-(2-nitroethenyl)benzene(54291-90-6)

Safety Data

• Hazardous Substances Data: 54291-90-6(Hazardous Substances Data)

Usage

Molecular weight

330.17 g/mol

Functional groups

Four methoxy groups (-OCH3), one bromine atom (-Br), and one nitro group (-NO2) attached to a benzene ring

Classification

Halogenated aromatic compound

Usage

Commonly used in the synthesis of various organic compounds and pharmaceuticals due to its unique structure and reactivity

Safety precautions

Handle with caution and use appropriate safety measures, as bromine and nitro compounds can be toxic and harmful to human health and the environment.

Upstream product

• 121-33-5 vanillin 
• 2973-76-4 5-bromo-4-hydroxy-3-methoxybenzaldehyde 
• 75-52-5 nitromethane 
• 6948-30-7 5-bromoveratralaldehyde 

Downstream Products

• 56139-04-9 2-(3-bromo-4,5-dimethoxyphenyl)ethanamine 
• 38849-59-1 5-(8-bromo-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydro-isoquinolin-1-ylmethyl)-2-methoxy-phenol 
• 477-57-6 tetrandrine 
• 23495-76-3 1-(3-benzyloxy-4-methoxy-benzyl)-8-bromo-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydro-isoquinoline 
• 78416-88-3 telitoxine 

Relevant articles and documents

Synthesis, biological evaluation and toxicity of novel tetrandrine analogues

In this work, we present the design and synthesis of novel fully synthetic analogues of the bisbenzylisoquinoline tetrandrine, a molecule with numerous pharmacological properties and the potential to treat life-threatening diseases, such as viral infectio

Synthetic approaches to pallimamine and analogues using direct imine acylation

The use of Direct Imine Acylation (DIA) methodology for the total synthesis of pallimamine is described, with three different synthetic routes examined. The construction of three advanced δ-lactam precursors, all utilising DIA, is described, along with attempts to progress these compounds further, using three distinct desymmetrisation strategies, two involving alcohol-aryl coupling, and a third involving an unusual diastereoselective lactonisation.

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.