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 
• 766-51-8 2-Chloroanisole 
• 3964-56-5 4-bromo-2-chlorophenol 
• 77-78-1 dimethyl sulfate 
• 7789-69-7 phosphorus pentabromide 
• 74-88-4 methyl iodide 
• 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 
• 100-66-3 methoxybenzene 
• 4903-09-7 3-chloro-4-methoxy-benzaldehyde 
• 67-68-5 dimethyl sulfoxide 

Downstream Products

• 37908-96-6 3-chloro-4-methoxy benzoic acid 
• 3964-56-5 4-bromo-2-chlorophenol 
• 103978-44-5 ethyl 1-ethyl-7-(3-chloro-4-methoxyphenyl)-6,8-difluoro-1,4-dihydroquinol-4-one 3-carboxylate 
• 1226799-78-5 5-(3-bromophenyl)-5-(3-chloro-4-methoxyphenyl)-5H-pyrrolo[3,4-b]pyridin-7-amine 
• 4903-09-7 3-chloro-4-methoxy-benzaldehyde 
• 625446-78-8 3-[2-(2,4-dimethoxyphenyl)ethyl]-1-cyclopentylpropan-1-one 
• 261381-41-3 3-[(m-chloro-p-methoxyphenyl)dimethylsilyl]propyl chloride 
• 17384-95-1 3-Chlor-4-methoxy-zimtsaeure-ethylester 
• 102151-33-7 3-Chloro-4-methoxybenzonitrile 
• 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.

Amplification of Trichloroisocyanuric Acid (TCCA) Reactivity for Chlorination of Arenes and Heteroarenes via Catalytic Organic Dye Activation

Heteroarenes and arenes that contain electron-withdrawing groups are chlorinated in good to excellent yields (scalable to gram scale) using trichloroisocyanuric acid (TCCA) and catalytic Brilliant Green (BG). Visible-light activation of BG serves to amplify the electrophilic nature of TCCA, providing a mild alternative approach to acid-promoted chlorination of deactivated (hetero)aromatic substrates. The utility of the TCCA/BG system is demonstrated through comparison to other chlorinating reagents and by the chlorination of pharmaceuticals including caffeine, lidocaine, and phenazone.

In situ Generation of Hypervalent Iodine Reagents for the Electrophilic Chlorination of Arenes

Efficient metal-free methods for the electrophilic chlorination of arenes using PIFA and simple chlorine sources are reported. The in situ formation of PhI(Cl)OCOCF3 from PIFA and KCl is proposed, which resulted in a chlorinating species for moderately activated arenes. Moreover, the in situ formation of PhICl2 from PIFA and TMSCl resulted in an excellent approach for the chlorination of a great variety of arenes (20 examples) in high yields, even when working on a multigram scale.