7477-50-1

Basic information

• Product Name: 2-bromo-1-(chloromethyl)-3,4-dimethoxybenzene
• CAS NO: 7477-50-1
• Molecular Formula: C₉H₁₀BrClO₂
• Molecular Weight: 265.5315
• Mol File: 7477-50-1.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 303.9°C at 760 mmHg
• Flash Point: 137.6°C
• Density: 1.464g/cm³
• Vapor Pressure: 0.00162mmHg at 25°C
• Refractive Index: 1.542
• CAS DataBase Reference: 2-bromo-1-(chloromethyl)-3,4-dimethoxybenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 2-bromo-1-(chloromethyl)-3,4-dimethoxybenzene(7477-50-1)
• EPA Substance Registry System: 2-bromo-1-(chloromethyl)-3,4-dimethoxybenzene(7477-50-1)

Safety Data

• Hazardous Substances Data: 7477-50-1(Hazardous Substances Data)

Upstream product

• 5424-43-1 3-bromoveratrole 
• 107-30-2 chloromethyl methyl ether 
• 72912-38-0 (2-bromo-3,4-dimethoxyphenyl)methanol 
• 55171-60-3 2-bromo-3,4-dimethoxybenzylaldehyde 
• 621-59-0 isovanillin 
• 2973-58-2 2-bromoisovanillin 

Downstream Products

• 72912-39-1 (2-bromo-3,4-dimethoxyphenyl)acetonitrile 
• 128638-02-8 2-(2-bromo-3,4-dimethoxybenzyl)-2-(2-hydroxy-3-methoxyphenyl)-1,3-dithiane 
• 128690-97-1 2-(2-Benzyloxy-3-methoxy-phenyl)-2-(2-bromo-3,4-dimethoxy-benzyl)-[1,3]dithiane 
• 168776-00-9 2-(2-bromo-3,4-dimethoxybenzyl)-2-(2-methoxymethoxy-3,4-methylenedioxyphenyl)-1,3-dithiane 
• 112378-11-7 8-benzyloxy-N-benzoyl-1-(2'-bromo-3',4'-dimethoxybenzyl)-1,2-dihydro-7-methoxyisoquinoline-1-carbonitrile 
• 104421-97-8 2-bromo-3,4-dimethoxyphenylacetyl chloride 
• 63856-83-7 2-bromo-3,4-dimethoxyphenylacetic acid 
• 121089-92-7 1-(2-bromo-4,5-dimethoxybenzyl)-3,4-dihydro-6,7-dimethoxyisoquinoline 
• 247579-55-1 N-[(3,4-methylenedioxy)phenethyl]-2-bromo-3,4-dimethoxyphenylacetamide 
• 247579-49-3 1-(2'-bromo-3',4'-dimethoxybenzyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 
• 247579-85-7 1-(2-bromo-3,4-dimethoxybenzyl)-6,7-(methylenedioxy)-1,2,3,4-tetrahydroisoquinoline 
• 247579-58-4 1-(2-bromo-3,4-dimethoxybenzyl)-6,7-(methylenedioxy)-3,4-dihydroisoquinoline 
• 155826-73-6 N-[2-[1-(3,4-dimethoxyphenyl)]ethyl]-2-bromo-3,4-dimethoxyphenylacetamide 
• 155826-74-7 1-(2-bromo-3,4-dimethoxybenzoyl)-6,7-dimethoxy-3,4-dihydroisoquinoline 

Relevant articles and documents

Antibacterial activity of substituted dibenzo[a,g]quinolizin-7-ium derivatives

Berberine is a substituted dibenzo[a,g]quinolizin-7-ium derivative whose modest antibiotic activity is derived from its disruptive impact on the function of the essential bacterial cell division protein FtsZ. The present study reveals that the presence of

Synthesis of phthalideisoquinoline and protoberberine alkaloids and indolo[2,1-α]isoquinolines in a divergent route involving palladium(0)- catalyzed carbonylation

6,7,3',4'-Alkoxy-substituted 1-(2'-bromobenzoyl)-3,4-dihydroisoquinoline methiodides 17 were treated with sodium borohydride in methanol or acetic acid to give erythro-1-(2'-bromo-α-hydroxybenzyl)-2-methyl-1,2,3,4- tetrahydroisoquinolines 19. Treatment of 17 with lithium aluminum hydride in tetrahydrofuran gave the threo-isomer 20 in preference to the erythro 19. On the basis of studies on palladium(0)-catalyzed carbonylation of 2-bromo-3,4- dimethoxybenzyl alcohol to 6,7-dimethoxyphthalide, amino alcohol 19 or 20 was treated with a catalytic amount of palladium(II) acetate and triphenylphosphine in an atmosphere of carbon monoxide in the presence of chlorotrimethylsilane and potassium carbonate in boiling toluene to give the corresponding erythro- or threo-types of phthalideisoquinoline alkaloids 1 or 2, respectively. One-pot cyclization of the erythro-amino alcohols 19 was achieved by heating in N,N-dimethylformamide containing potassium carbonate to give 2,3,8,9- or 2,3,9,10-alkoxy-substituted 5,6-dihydroindolo[2,1- α]isoquinolines 3, which have a unique tetracyclic skeleton characteristic of dibenzopyrrocoline alkaloids. Similarly, palladium-(0)-catalyzed carbonylation of 1-(2'-bromobenzyl)tetrahydroisoquinolines 21 in the presence of excess potassium carbonate was found to give 8-oxoberbines 22, which on reduction with lithium aluminum hydride can be converted to protoberberine alkaloids 4.