85565-93-1

Basic information

• Product Name: 2-Bromo-3,5-dimethoxybenzaldehyde
• Synonyms: 2-Bromo-3,5-dimethoxybenzaldehyde
• CAS NO: 85565-93-1
• Molecular Formula: C₉H₉BrO₃
• Molecular Weight: 245.07
• Mol File: 85565-93-1.mol
• Article Data: 28

Chemical Properties

• Boiling Point: 331.508°C at 760 mmHg
• Flash Point: 154.291°C
• Appearance: /
• Density: 1.483g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.568
• CAS DataBase Reference: 2-Bromo-3,5-dimethoxybenzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromo-3,5-dimethoxybenzaldehyde(85565-93-1)
• EPA Substance Registry System: 2-Bromo-3,5-dimethoxybenzaldehyde(85565-93-1)

Safety Data

• Hazardous Substances Data: 85565-93-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H9BrO3/c1-12-7-3-6(5-11)9(10)8(4-7)13-2/h3-5H,1-2H3

Upstream product

• 7311-34-4 3,5-dimethoxybenzaldehdye 
• 20469-65-2 1-bromo-3,5-dimethoxybenzene 
• 2150-44-9 1-carbomethoxy-3,5-dihydroxybenzene 
• 1132-21-4 3,5-dimethoxybenzoic acid 
• 2150-37-0 methyl 3,5-dimethoxybenzoate 
• 74726-76-4 2-bromo-3,5-dimethoxybenzyl alcohol 
• 705-76-0 3,5-dimethoxybenzyl alcohol 

Downstream Products

• 7311-34-4 3,5-dimethoxybenzaldehdye 
• 65162-29-0 3,5-Dimethoxy-2-hydroxybenzaldehyde 
• 134276-83-8 2-(2-bromo-3,5-dimethoxyphenyl)-5,5-dimethyl-1,3-dioxane 
• 17275-87-5 2-Brom-3.5-dimethoxy-benzoylchlorid 
• 143674-57-1 N-[(R)-1-(2'-Benzyloxymethyl-6,4',6'-trimethoxy-biphenyl-3-yl)-2-hydroxy-ethyl]-acetamide 
• 461031-73-2 (R)-4-(6-Hydroxy-6'-hydroxymethyl-2',4'-dimethoxy-biphenyl-3-yl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 143674-54-8 (R)-4-[4-(2-Bromo-3,5-dimethoxy-benzoyloxy)-phenyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 143674-58-2 (R)-Acetylamino-(2'-benzyloxymethyl-6,4',6'-trimethoxy-biphenyl-3-yl)-acetic acid methyl ester 
• 143674-56-0 (R)-4-(2'-Benzyloxymethyl-6,4',6'-trimethoxy-biphenyl-3-yl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 143674-60-6 (S)-[5'-((R)-Acetylamino-methoxycarbonyl-methyl)-4,6,2'-trimethoxy-biphenyl-2-yl]-((R)-2-hydroxy-1-phenyl-ethylamino)-acetic acid methyl ester 
• 1252651-95-8 (+/-)-1-(2-bromo-3,5-dimethoxyphenyl)prop-2-en-1-ol 
• 1280608-81-2 C₁₃H₁₆O₅ 
• 1280608-82-3 C₁₃H₁₇NO₅ 
• 1280608-43-6 meerwein reagent 

Relevant articles and documents

Synthesis of [6,6,m]-Tricyclic Compounds via [4+2] Cycloaddition with Au or Cu Catalyst

We synthesized [6,6,6]- and [6,6,7]-tricyclic compounds via intramolecular [4+2] cycloaddition by gold or copper catalysts. Substrates for cyclization were prepared by coupling reactions between eight types of diyne and four types of aromatic moieties. We have successfully synthesized eleven tricyclic compounds.

Bromination of phenyl ether and other aromatics with bromoisobutyrate and dimethyl sulfoxide

Bromoisobutyrate has been used for the first time as a general brominating source for the direct bromination of a diverse of simple phenyl ethers. Aromatic ethers bearing various substituents could be compatible in this reaction system delivering brominated arenes in moderate to good yields. The reaction system can also be expanded to bromination of phenols and unactivated arene. This process can be regarded as an alternative for the well-established bromination systems for bromoarene synthesis.

Assessment of the regioselectivity in the condensation reaction of unsymmetrical o-phthaldialdehydes with alanine

One approach for the synthesis of isoindolinones, a privileged bioactive heterocyclic core structure, involves a condensation reaction of o-phthaldialdehydes with a suitable nitrogen-containing nucleophile. This fascinating reaction is revisited here in the context of the use of o-phthaldialdehydes that contain additional substituents in the aromatic ring leading to a detailed analysis of the regioselectivity of the reaction. Eleven monosubstituted o-phthaldialdehydes were synthesised and reacted with alanine. The regioselectivity observed across the eleven substrates led to the design of a disubstituted substrate that reacted with very high control. A gram-scale reaction followed by esterification gave one major regioisomer in high yield. In addition, the regioselectivity observed on reaction of two novel monodeuterated substrates led to an increased mechanistic understanding.