13334-71-9

Basic information

• Product Name: 4-CHLORO-3-METHYLANISOLE
• Synonyms: 4-CHLORO-3-METHYLANISOLE;2-CHLORO-5-METHOXYTOLUENE;1-CHLORO-4-METHOXY-2-METHYLBENZENE;4-Chloro-3-methyl anisole, 98+ %;4-Chloro-3-methylanisole,99%
• CAS NO: 13334-71-9
• Molecular Formula: C₈H₉ClO
• Molecular Weight: 156.61
• Product Categories: Anisole;Anisoles, Alkyloxy Compounds & Phenylacetates;Chlorine Compounds
• Mol File: 13334-71-9.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 213-214°C
• Flash Point: 213-214°C
• Appearance: clear colourless liquid
• Density: 1.0950 (rough estimate)
• Vapor Pressure: 0.255mmHg at 25°C
• Refractive Index: 1.534-1.536
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 4-CHLORO-3-METHYLANISOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CHLORO-3-METHYLANISOLE(13334-71-9)
• EPA Substance Registry System: 4-CHLORO-3-METHYLANISOLE(13334-71-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25
• Hazardous Substances Data: 13334-71-9(Hazardous Substances Data)

Usage

Chemical Properties

clear colourless liquid

InChI:InChI=1/C8H9ClO/c1-6-5-7(10-2)3-4-8(6)9/h3-5H,1-2H3

Upstream product

• 644961-50-2 3-chloro-6-methoxy-2-methyl-aniline 
• 59-50-7 4-Chloro-3-methylphenol 
• 77-78-1 dimethyl sulfate 
• 74-88-4 methyl iodide 
• 616-38-6 carbonic acid dimethyl ester 
• 108-39-4 3-methyl-phenol 
• 861792-41-8 4-chloro-3-methyl-2-nitro-anisole 
• 5345-42-6 1-methoxy-3-methyl-2-nitro-benzene 
• 578-58-5 2-methylmethoxybenzene 
• 100-84-5 1-methoxy-3-methyl-benzene 

Downstream Products

• 857229-77-7 4-(5-chloro-2-methoxy-4-methyl-phenyl)-4-oxo-butyric acid 
• 3771-13-9 2-(bromomethyl)-1-chloro-4-methoxybenzene 
• 855950-68-4 chloromethyl-(4-chloro-3-methyl-phenyl)-ether 
• 263554-77-4 5,2'-dichloro-2-hydroxy-4-methyl-benzophenone 
• 82128-14-1 3-chloro-6-methoxy-2-methylbenzaldehyde 
• 102-50-1 2-methyl-4-methoxyaniline 
• 90004-78-7 1-bromo-5-chloro-2-methoxy-4-methylbenzene 
• 5307-05-1 1-hydroxy-4-methoxy-2-methylbenzene 
• 1612215-11-8 N-(4-methoxy-2-methylbenzyl)morpholine 
• 55739-79-2 4-methoxy-2-methyl-N-octylaniline 
• 1449569-27-0 1-(5-chloro-2-methoxy-4-methylphenylsulphonyl)-5-oxo-pyrrolidine-2-carboxylic acid 
• 1449569-26-9 N-(5-chloro-2-methoxy-4-methylphenylsulphonyl)-glutamic acid 
• 1449569-39-4 C₁₉H₂₃ClN₄O₈S₂ 
• 1449569-38-3 C₂₀H₂₄ClN₃O₇S 

Relevant articles and documents

Preparation method of 5-halo-2-alkyloxy-4-toluene sulfochloride

The invention relates to the technical field of chemical material intermediate synthesis, in particular to a preparation method of 5-halo-2-alkyloxy-4-toluene sulfochloride. The 5-halo-2-alkyloxy-4-toluene sulfochloride is formed by taking cheap and avail

Selective Halogenation Using an Aniline Catalyst

Electrophilic halogenation is used to produce a wide variety of halogenated compounds. Previously reported methods have been developed mainly using a reagent-based approach. Unfortunately, a suitable "catalytic" process for halogen transfer reactions has yet to be achieved. In this study, arylamines have been found to generate an N-halo arylamine intermediate, which acts as a highly reactive but selective catalytic electrophilic halogen source. A wide variety of heteroaromatic and aromatic compounds are halogenated using commercially available N-halosuccinimides, for example, NCS, NBS, and NIS, with good to excellent yields and with very high selectivity. In the case of unactivated double bonds, allylic chlorides are obtained under chlorination conditions, whereas bromocyclization occurs for polyolefin. The reactivity of the catalyst can be tuned by varying the electronic properties of the arene moiety of catalyst.

A continuous methylation of phenols and N, H -heteroaromatic compounds with dimethyl carbonate

The methylation of phenolic substrates has been reevaluated using sulfolane as solvent instead of DMF. The change of solvent gave in all cases cleaner production of the anisole products in very good yields. The reaction requires 0.1 equiv of DBU, 2-3 equiv of DMC, and 2-5 vols of sulfolane depending on the substrate. At 220 C the reaction time is 10 min. Sulfolane is completely stable under the reaction conditions, excluding unwanted impurities from the solvent. The reaction could also be extended to NH-indole and NH-imidazole derivatives utilizing 0.1 equiv of DBU and 2-3 equiv of DMC in 2 vols of sulfolane. All NH-heteroaromatic compounds gave clean N-methylation.