20469-65-2

Basic information

• Product Name: 1-Bromo-3,5-dimethoxybenzene
• Synonyms: 1-BROMO-3 5-DIMETHOXYBENZENE 97;3，5-Dimethoxybromobenzene;1-Bromo-3,5-dimethoxybenzene;1-Bromo-3,5-dimethox;1-BroMo-3,5-diMethoxybenzene 97%;1-Bromo-3,5-dimethoxybezene;1-Bromo-3,5-dimethoxybenzene, 97% solid
• CAS NO: 20469-65-2
• Molecular Formula: C₈H₉BrO₂
• Molecular Weight: 217.06
• EINECS: 1308068-626-2
• Product Categories: Ethers;Organic Building Blocks;Oxygen Compounds
• Mol File: 20469-65-2.mol
• Article Data: 11

Chemical Properties

• Melting Point: 62-66 °C(lit.)
• Boiling Point: 246 °C at 760 mmHg
• Flash Point: 103.1 °C
• Appearance: White to yellow/Crystals or Crystalline Powder
• Density: 1.412 g/cm³
• Vapor Pressure: 0.0435mmHg at 25°C
• Refractive Index: 1.527
• Storage Temp.: Room temperature.
• Solubility: Soluble in methanol.
• CAS DataBase Reference: 1-Bromo-3,5-dimethoxybenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Bromo-3,5-dimethoxybenzene(20469-65-2)
• EPA Substance Registry System: 1-Bromo-3,5-dimethoxybenzene(20469-65-2)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 20469-65-2(Hazardous Substances Data)

Usage

Chemical Properties

Pale yellow crystals

Uses

Different sources of media describe the Uses of 20469-65-2 differently. You can refer to the following data:
1. 1-Bromo-3,5-dimethoxybenzene may be used to synthesize the following:bis-[di-(3,5-dimethoxyphenyl)methylcyclopentadienyl]titanium(IV)dichloride,{η5 - C5H4-CH-[C6H4-(OCH3)2]2)2TiCl2 which can be used as an anti-cancer drug and is obtained via a multistep reaction process5-bromo-benzene-1,3-diol via demethylation with boron tribromide(BBr3)1-bromo-3,5-dimethoxy-2-nitrobenzene via nitration reaction
2. 1-Bromo-3,5-dimethoxybenzene is used as an intermediate in the synthetic preparation of pharmaceutical inhibitors via cross-coupling reactions.

General Description

1-Bromo-3,5-dimethoxybenzene can be synthesized by using 1,3-dimethoxybenzene via iridium-catalyzed arene borylation.

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

Upstream product

• 151-10-0 1,3-Dimethoxybenzene 
• 17213-57-9 3,5-dimethoxybenzoyl chloride 
• 626-39-1 1,3,5-trisbromobenzene 
• 124-41-4 sodium methylate 
• 365564-07-4 3,5-dimethoxyphenylboronic acid pinacol ester 
• 1132-21-4 3,5-dimethoxybenzoic acid 
• 10272-07-8 3.5-dimethoxyaniline 
• 855400-66-7 3-bromo-5-methoxyphenol 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 82994-19-2 3,5-dimethoxyphenyl phenyl ether 
• 106120-04-1 5-bromoresorcinol 
• 17988-28-2 1,3-dimethoxy-5-(trimethylsilyl)benzene 
• 134591-94-9 N-(3',5'-dimethoxyphenyl)-2,5-dimethyl-N-toluene-p-sulfonylaniline 
• 137744-67-3 N-(4-methoxyphenyl)-4-(3,5-dimethoxyphenyl)-3-butenamide 
• 137744-74-2 N-(4-methoxyphenyl)-4,4-bis(3,5-dimethoxyphenyl)-3-butenamide 
• 82079-96-7 (1S,3aS,4S,7aS)-1-tert-Butoxy-4-<(1R)-1-cyan-2-(3,5-dimethoxyphenyl)ethyl>-5,5-(ethylendioxy)-2,3,3a,4,5,6,7,7a-octahydro-7a-methyl-1H-inden 
• 75019-06-6 (1S,3aS,4S,7aS)-1-tert-Butoxy-4-<(1S)-1-cyan-2-(3,5-dimethoxyphenyl)ethyl>-5,5-(ethylendioxy)-2,3,3a,4,5,6,7,7a-octahydro-7a-methyl-1H-inden 
• 81574-72-3 1-bromo-2-chloro-3,5-dimethoxybenzene 
• 84144-31-0 1,2-bis(3,5-dimethoxyphenyl)ditellane 
• 13388-75-5 3,5-dimethoxyphenylacetonitrile 
• 192182-54-0 3,5-dimethoxyphenylboronic acid 
• 22255-22-7 3,5,4'-trimethoxy-trans-stilbene 
• 906665-92-7 3,5-Dimethoxy-4'-[6-(4'-methoxy-biphenyl-4-yl)-hexyl]-biphenyl 

Relevant articles and documents

A high yield, selective synthesis of 1,3,5-trimethoxybenzene

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Solvolysis of methoxy-substituted diaryliodonium tetrafluoroborates: Attempted generation of a stabilized aryl cation

Solvolyses of monomethoxy- and dimethoxyphenyl(phenyl)iodonium (ArI +Ph) tetrafluoroborates were carried out in methanol and 2,2,2-trifluoroethanol (TFE) at 130°C. The solvolysis products include alkoxide substitution products (ArOR and PhOR) as well as iodoarenes (PhI and ArI). The ratios of ArOR/PhOR range from 8/2 to 4/6. The results are argued against formation of aryl cation. Copyright

Grindstone chemistry: (Diacetoxyiodo)benzene-mediated oxidative nuclear halogenation of arenes using NaCl, NaBr or I2

A technique of "Grindstone chemistry" is applied to the solvent-free halogenation of arenes with NaCl, NaBr or I2 using (diacetoxyiodo)benzene as the oxidant. Improved yields and higher purities of the products are observed compared with those from established methods.