22002-44-4

Basic information

• Product Name: 3-CHLORO-4-METHOXYTOLUENE
• Synonyms: 2-Chloro-1-methoxy-4-methylbenzene;Benzene,2-chloro-1-methoxy-4-methyl-;3-CHLORO-4-METHOXYTOLUENE;2-CHLORO-4-METHYLANISOLE;3-CHLORO-4-METHOXYTOLUENE 98%;2-Chloro-4-methylanisole 95%;1-Methoxy-2-chloro-4-methylbenzene
• CAS NO: 22002-44-4
• Molecular Formula: C₈H₉ClO
• Molecular Weight: 156.61
• Product Categories: Anisoles, Alkyloxy Compounds & Phenylacetates;Chlorine Compounds
• Mol File: 22002-44-4.mol
• Article Data: 20

Chemical Properties

• Boiling Point: 100 °C
• Flash Point: 86.9°C
• Appearance: /
• Density: 1,14 g/cm3
• Vapor Pressure: 0.279mmHg at 25°C
• Refractive Index: 1.514
• CAS DataBase Reference: 3-CHLORO-4-METHOXYTOLUENE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-CHLORO-4-METHOXYTOLUENE(22002-44-4)
• EPA Substance Registry System: 3-CHLORO-4-METHOXYTOLUENE(22002-44-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-41
• Safety Statements: 26-36/37/39-39
• HazardClass: IRRITANT
• Hazardous Substances Data: 22002-44-4(Hazardous Substances Data)

Usage

General Description

3-Chloro-4-methoxytoluene is a chemical compound with the molecular formula C8H9ClO. It is a derivative of toluene and is classified as a chloroaromatic compound. This chemical is commonly used as an intermediate in the synthesis of pharmaceuticals, agrochemicals, and fragrance compounds. It is also used as a building block in the production of other organic compounds. 3-Chloro-4-methoxytoluene is a colorless liquid with a slightly sweet odor, and it is slightly soluble in water. It is important to handle this chemical with care and follow safety guidelines, as prolonged exposure or ingestion can cause harmful health effects.

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

Upstream product

• 104-93-8 p-methylanizole 
• 120-71-8 Cresidine 
• 127-09-3 sodium acetate 
• 6640-27-3 2-chloro-p-cresol 
• 77-78-1 dimethyl sulfate 
• 74-88-4 methyl iodide 
• 594-27-4 tetramethylstannane 
• 105-67-9 2,4-Xylenol 

Downstream Products

• 320407-92-9 4-(bromomethyl)-2-chloro-1-methoxybenzene 
• 37908-98-8 methyl 3-chloro-p-anisate 
• 162401-32-3 roflumilast 
• 159782-26-0 3-(cyclopropylmethoxy)-N-(3,5-dichloropyridin-4-yl)-4-(methoxy)benzamide 
• 144036-24-8 3-hydroxy-N-(3,5-dichloropyridin-4-yl)-4-methoxybenzamide 
• 89938-53-4 3-Chlor-5-methyl-salicylaldehyd 
• 6640-27-3 2-chloro-p-cresol 
• 1004984-00-2 2-(3-chloro-4-methoxyphenyl)benzoxazole 
• 1276033-54-5 2-(5-methoxy-2-methylphenyl)benzothiophene 
• 37908-96-6 3-chloro-4-methoxy benzoic acid 
• 30435-35-9 2-chloro-4-methyl-6-nitroanisole 
• 60468-61-3 2-chloro-4-methyl-6-nitrophenol 
• 85806-07-1 2-chloro-4-methyl-4-nitrocyclohexa-2,5-dienone 
• 112252-00-3 (Z)-4-chloro-3-methoxy-6-methyl-6-nitrocyclohexa-2,4-dienyl acetate 

Relevant articles and documents

Electro-Oxidative Selective Esterification of Methylarenes and Benzaldehydes

A mild and green electro-oxidative protocol to construct aromatic esters from methylarenes and alcohols is herein reported. Importantly, the reaction is free of metals, chemical oxidants, bases, acids, and operates at room temperature. Moreover, the design of the electrolyte was found critical for the oxidation state and structure of the coupling products, a rarely documented effect. This electro-oxidative coupling process also displays exceptional tolerance of many fragile easily oxidized functional groups such as hydroxy, aldehyde, olefin, alkyne, as well as neighboring benzylic positions. The enantiomeric enrichment of some chiral alcohols is moreover preserved during this electro-oxidative coupling reaction, making it overall a promising synthetic tool.

Visible Light-Induced Oxidative Chlorination of Alkyl sp3 C-H Bonds with NaCl/Oxone at Room Temperature

A visible light-induced monochlorination of cyclohexane with sodium chloride (5:1) has been successfully accomplished to afford chlorocyclohexane in excellent yield by using Oxone as the oxidant in H2O/CF3CH2OH at room temperature. Other secondary and primary alkyl sp3 C-H bonds of cycloalkanes and functional branch/linear alkanes can also be chlorinated, respectively, under similar conditions. The selection of a suitable organic solvent is crucial in these efficient radical chlorinations of alkanes in two-phase solutions. It is studied further by the achievement of high chemoselectivity in the chlorination of the benzyl sp3 C-H bond or the aryl sp2 C-H bond of toluene.

Synthesis of deuterated benzopyran derivatives as selective COX-2 inhibitors with improved pharmacokinetic properties

We designed a series of specifically deuterated benzopyran analogues as new COX-2 inhibitors with the aim of improving their pharmacokinetic properties. As expected, the deuterated compounds retained potency and selectivity for COX-2. The new molecules possess improved pharmacokinetic profiles in rats compared to their nondeuterated congeners. Most importantly, the new compounds showed pharmacodynamic efficacy in several murine models of inflammation and pain. The benzopyran derivatives were separated into their enantiomers, and the activity was found to reside with the S-isomers. To streamline the synthesis of the desired S-isomers, an organocatalytic asymmetric domino oxa-Michael/aldol condensation reaction was developed for their preparation.