41204-08-4

Basic information

• Product Name: 2'-BROMO-3,4-DICHLOROPHENYLACETIC ACID METHYL ESTER
• Synonyms: 2'-BROMO-3,4-DICHLOROPHENYLACETIC ACID METHYL ESTER;ALPHA-BROMO-3,4-DICHLOROBENZENEACETIC ACID ETHYL ESTER;α-BROMO-3,4- DICHLOROPHENYLACETIC ACID ETHYL ESTER;A-BROMO-3,4- DICHLOROPHENYLACETIC ACID ETHYL ESTER;ALPHA-BROMO-3,4-DICHLORO BENZENEACETIC ACID METHYL ESTER;A-BROMO-3,4-DICHLOROBENZENEACETICACIDETHYLESTER;ALPHA-BROMO-3,4- DICHLOROPHENYLACETIC ACID ETHYL ESTER;2´
• CAS NO: 41204-08-4
• Molecular Formula: C₁₀H₉BrCl₂O₂
• Molecular Weight: 311.99
• Mol File: 41204-08-4.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 332℃
• Flash Point: 154℃
• Appearance: /
• Density: 1.587
• Vapor Pressure: 0.000154mmHg at 25°C
• Refractive Index: 1.568
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2'-BROMO-3,4-DICHLOROPHENYLACETIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 2'-BROMO-3,4-DICHLOROPHENYLACETIC ACID METHYL ESTER(41204-08-4)
• EPA Substance Registry System: 2'-BROMO-3,4-DICHLOROPHENYLACETIC ACID METHYL ESTER(41204-08-4)

Safety Data

• Hazardous Substances Data: 41204-08-4(Hazardous Substances Data)

Usage

General Description

2'-Bromo-3,4-dichlorophenylacetic acid methyl ester is a chemical compound with the molecular formula C10H8BrCl2O2. It is a methyl ester derivative of 2'-bromo-3,4-dichlorophenylacetic acid, a compound that is commonly used in the synthesis of pharmaceuticals and agrochemicals. This chemical is a white to off-white solid that is sparingly soluble in water but soluble in organic solvents. It is used as an intermediate in the synthesis of various compounds, and it may also have applications in research and development. However, it is important to handle and use this compound with care and in accordance with proper safety protocols due to its potential health hazards.

InChI:InChI=1/C10H9BrCl2O2/c1-2-15-10(14)9(11)6-3-4-7(12)8(13)5-6/h3-5,9H,2H2,1H3

Upstream product

• 6725-45-7 ethyl 3,4-dichlorophenylacetate 
• 5807-30-7 3,4-dichlorophenyl acetic acid 

Downstream Products

• 129430-62-2 meso-diethyl 2,3-bis(3,4-difluorophenyl)succinate 
• 66504-42-5 (1R,2S)-1-(3,4-Dichloro-phenyl)-cyclopropane-1,2-dicarboxylic acid diethyl ester 
• 66504-40-3 1-(3,4-dichlorophenyl)-3-azabicyclo[3.1.0]hexane 
• 66504-44-7 (±)-1-(3,4 dichlorophenyl)-3-azabicyclo[3.1.0]-hexane-2,4-dione 
• 66504-43-6 (1R,2S)-1-(3,4-Dichloro-phenyl)-cyclopropane-1,2-dicarboxylic acid 

Relevant articles and documents

USE OF AMITIFADINE, (+)-1-(3,4-DICHLOROPHENYL)-3-AZABICYCLO[3.1.0]HEXANE IN METHODS AND COMPOSITIONS WITH ENHANCED EFFICACY AND REDUCED METABOLIC SIDE EFFECTS AND TOXICITY FOR TREATMENT OF DEPRESSION AND OTHER CENTRAL NERVOUS SYSTEM DISORDERS AND CONDITIO

The present invention relates to (+)-1-(3,4-dichlorophenyl)-3-azabicyclo[3.1.0]hexane and pharmaceutically acceptable active salts, polymorphs, glycosylated derivatives, metabolites, solvates, hydrates, and/or prodrugs of (+)-1-(3,4-dichlorophenyl)-3-azab

Electrochemistry of some Ethyl α-Bromo(Dihalophenyl) Acetates and Electrochemical Synthesis of Diastereoisomeric Diethyl 2,3-Bis(dihalogenophenyl)Succinates

Ethyl α-bromo-2,4- or -3,4-dihalogenophenylacetates (ABr), where halogen = F or Cl, are prepared and electrolysed on reticulated vitreous carbon (RVC) in dimethylformamide containing Et4NClO4 (0.1 mol dm-3).Potentiostatic reduction at E = -1.6 to -1.8 V versus SCE furnishes the corresponding racemic and meso succinates (AA) (13)-(16).Monoesters AH (5)-(8) are also isolated.An excess of racemic isomer is observed for (14), (15), and (16).Voltammetric experiments show practically no difference between the reduction potentials of the isomeric compounds.Diastereoisomers can be distinguished by NMR spectroscopy, allowing diastereoisomeric excess (de) to be evaluated before isolation of the single products.A mechanism involving radical intermediates A* cannot be excluded.On this basis, the des can be explained by assuming different geometries for A* when the phenyl group bears different substituents.

1-Aryl-3-azabicyclohexanes, a New Series of Nonnarcotic Analgesic Agents

A series of 1-aryl-3-azabicyclohexanes was synthesized by hydride reduction of 1-arylcyclopropanedicarboximides.Hydroxyphenyl analogues 20, 22, and 24 were prepared by EtSNa-DMF ether cleavage of the corresponding methoxyphenyl analogues 2m, 2n, and 23, respectively, with the secondary amines 20 and 22 going through the N-formyl intermediates 19 and 21.The p-ethoxy analogue 26 was obtained by O-ethylation of 19, followed by base hydrolysis of the amide 25.The greatest analgesic potency in mouse writhing and rat paw-pain assays was observed for para-substituted compounds.Bicifadine, 1-(4-methylphenyl)-3-azabicyclohexane (2b), was the most potent member of the series and is presently undergoing clinical trials in man.Analgesic activity of 2b is limited to the (+) enantiomer 2v, which has the 1R,5S absolute configuration as determined by single-crystal X-ray analysis.The N-methyl analogue (27d) of 2b showed significant analgesic potency, whereas the N-allyl (27a), N-(cyclopropylmethyl) (27b), and N-(n-hexyl) (27c) analogues were inactive.Bicifadine (2b) showed a nonnarcotic profile different from analogous azabicycloalkane and 3-phenylpyrrolidine analgesics.