50638-47-6

Basic information

• Product Name: 4-BROMO-2-CHLOROANISOLE
• Synonyms: 4-BROMO-2-CHLOROANISOLE;1-Bromo-3-chloro-4-methoxybenzene;2-Chloro-4-bromoanisole;Methyl(2-chloro-4-bromophenyl) ether;3-Chloro-4-methoxyphenyl bromide;2-chloro-4-Bromo-1-methoxy-benzene;Chloro-4-bromoanisole;Benzene,4-bromo-2-chloro-1-methoxy-
• CAS NO: 50638-47-6
• Molecular Formula: C₇H₆BrClO
• Molecular Weight: 221.48
• EINECS: 256-672-2
• Product Categories: Anisole;Anisoles, Alkyloxy Compounds & Phenylacetates;Bromine Compounds;Chlorine Compounds
• Mol File: 50638-47-6.mol
• Article Data: 30

Chemical Properties

• Melting Point: 68.5-70.5°C
• Boiling Point: 242℃
• Flash Point: 100℃
• Appearance: /
• Density: 1.564
• Vapor Pressure: 0.0538mmHg at 25°C
• Refractive Index: 1.556
• Storage Temp.: Room temperature.
• CAS DataBase Reference: 4-BROMO-2-CHLOROANISOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-BROMO-2-CHLOROANISOLE(50638-47-6)
• EPA Substance Registry System: 4-BROMO-2-CHLOROANISOLE(50638-47-6)

Safety Data

• Hazardous Substances Data: 50638-47-6(Hazardous Substances Data)

Usage

General Description

4-Bromo-2-chloroanisole is a chemical compound with the molecular formula C7H6BrClO. It is a member of the class of anisoles that consists of methoxy substituted benzene carrying a bromine and a chloro substituent. It is a colorless to yellowish liquid with a strong, sweet, floral odor. This chemical is commonly used in the synthesis of pharmaceuticals and other organic compounds. It is also used as a flavor and fragrance ingredient in the production of perfumes and other consumer products. Additionally, it serves as an intermediate in the production of agricultural chemicals and other specialty chemicals.

InChI:InChI=1/C7H6BrClO/c1-10-7-3-2-5(8)4-6(7)9/h2-4H,1H3

Upstream product

• 473-34-7 N,N-dichloro-p-toluenesulfonamide 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 3964-56-5 4-bromo-2-chlorophenol 
• 67-68-5 dimethyl sulfoxide 
• 100-66-3 methoxybenzene 
• 67-56-1 methanol 
• 60811-21-4 1-bromo-3-chloro-4-fluorobenzene 
• 865-33-8 potassium methanolate 
• 50638-51-2 4-bromo-2-chloro-N,N-dimethylaniline 
• 74-88-4 methyl iodide 
• 584-08-7 potassium carbonate 
• 37908-96-6 3-chloro-4-methoxy benzoic acid 
• 4903-09-7 3-chloro-4-methoxy-benzaldehyde 
• 766-51-8 2-Chloroanisole 

Downstream Products

• 4903-09-7 3-chloro-4-methoxy-benzaldehyde 
• 479225-85-9 1-(t-butoxycarbonyl)-4-(3-chloro-4-methoxyphenyl)piperazine 
• 103978-44-5 ethyl 1-ethyl-7-(3-chloro-4-methoxyphenyl)-6,8-difluoro-1,4-dihydroquinol-4-one 3-carboxylate 
• 1227163-05-4 1-(3-Bromophenyl)-1-(3-chloro-4-methoxyphenyl)-4-fluoro-1H-isoindol-3-amine 
• 175883-60-0 3-chloro-4-methoxyphenylboronic acid 
• 54812-55-4 (3-chloro-4-methoxyphenyl)hydrazine hydrochloride 
• 915001-98-8 (S)-3-(4-methoxyphenylamino)pyrrolidine-1-carboxylic acid tert-butyl ester 

Relevant articles and documents

Organophotochemical SNAr Reactions of Mildly Electron-Poor Fluoroarenes

C–F functionalization of arenes with a range of alcohol and pyrazole nucleophiles has been achieved without the need for metal catalysts or highly electron-poor substrates. Treatment of fluoroarenes with alcohols or pyrazoles and DDQ under irradiation by blue LED light provides the corresponding substituted products. The procedure is complementary to classical SNAr chemistry which generally requires basic reaction conditions and high temperatures, and provides products under non-basic conditions at ≈ 40 °C.

Visible-light photocatalytic activation of N-chlorosuccinimide by organic dyes for the chlorination of arenes and heteroarenes

A variety of arenes and heteroarenes are chlorinated in moderate to excellent yields using N-chlorosuccinimide (NCS) under visible-light activated conditions. A screening of known organic dye photocatalysts resulted in the identification of methylene green as the most efficient catalyst to use with NCS. According to mechanistic studies described within, the reaction is speculated to proceed via a single electron oxidation of NCS utilizing methylene green under visible-light photoredox pathway. The photo-oxidation of NCS amplifies the electrophilicity of the chlorine atom of the NCS, thus leading to enhanced reactivity as a chlorinating reagent with aromatic substrates.

Ni-Catalyzed Reductive Cyanation of Aryl Halides and Phenol Derivatives via Transnitrilation

Herein, we report a Ni-catalyzed reductive coupling for the synthesis of benzonitriles from aryl (pseudo)halides and an electrophilic cyanating reagent, 2-methyl-2-phenyl malononitrile (MPMN). MPMN is a bench-stable, carbon-bound electrophilic CN reagent that does not release cyanide under the reaction conditions. A variety of medicinally relevant benzonitriles can be made in good yields. Addition of NaBr to the reaction mixture allows for the use of more challenging aryl electrophiles such as aryl chlorides, tosylates, and triflates. Mechanistic investigations suggest that NaBr plays a role in facilitating oxidative addition with these substrates.