7051-13-0

Basic information

• Product Name: 1-Chloro-2,4-dimethoxybenzene
• Synonyms: 1-CHLORO-2,4-DIMETHOXYBENZENE;4-Chlororesorcinol dimethyl ether
• CAS NO: 7051-13-0
• Molecular Formula: C₈H₉ClO₂
• Molecular Weight: 172.61
• Product Categories: Anisole;Anisoles, Alkyloxy Compounds & Phenylacetates;Chlorine Compounds
• Mol File: 7051-13-0.mol
• Article Data: 41

Chemical Properties

• Boiling Point: 146 °C
• Flash Point: 91.2 °C
• Appearance: /
• Density: 1,22 g/cm3
• Vapor Pressure: 0.0732mmHg at 25°C
• Refractive Index: 1.507
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 1-Chloro-2,4-dimethoxybenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Chloro-2,4-dimethoxybenzene(7051-13-0)
• EPA Substance Registry System: 1-Chloro-2,4-dimethoxybenzene(7051-13-0)

Safety Data

• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 7051-13-0(Hazardous Substances Data)

Usage

Uses

1-Chloro-2,4-dimethoxybenzene is used in preparation of Agrimonia Pilosa.

InChI:InChI=1/C8H9ClO2/c1-10-6-3-4-7(9)8(5-6)11-2/h3-5H,1-2H3

Upstream product

• 18113-07-0 4-Chloro-3-methoxyphenol 
• 77-78-1 dimethyl sulfate 
• 95-88-5 4-Chlororesorcinol 
• 151-10-0 1,3-Dimethoxybenzene 
• 1984-58-3 2,5-dichloroanisole 
• 124-41-4 sodium methylate 
• 124200-76-6 3-chloro-2,6-dimethoxyphenyl triflate 
• 4783-90-8 2-chloro-1-(2,4-dimethoxyphenyl)ethanone 
• 13726-14-2 4-chloro-m-anisidine 
• 13330-65-9 2,4-dimethoxyphenol 
• 91-52-1 2,4 dimethoxybenzoic acid 
• 74-88-4 methyl iodide 
• 67-56-1 methanol 
• 501-29-1 1-chloro-2-fluoro-4-methoxybenzene 

Downstream Products

• 50375-04-7 1,3-dichloro-4,6-dimethoxybenzene 
• 24605-23-0 2-chloro-5-methoxybenzoquinone 
• 860207-86-9 2-chloro-1-(5-chloro-2-hydroxy-4-methoxy-phenyl)-ethanone 
• 32246-89-2 ω-(2,4-Dimethoxy-5-chlorbenzoyl)-hexancarbonsaeure 
• 77189-83-4 C₁₇H₁₉ClO₂S 
• 136741-43-0 (5-Chloro-2-hydroxy-4-methoxy-phenyl)-(2-chloro-phenyl)-methanone 
• 136741-47-4 1-(5-Chloro-2-hydroxy-4-methoxy-phenyl)-3-methyl-butan-1-one 
• 66294-59-5 5,5'-Dichlor-2,4,2',4'-tetramethoxydiphenylsulfon 
• 151-10-0 1,3-Dimethoxybenzene 
• 4778-99-8 2-carboxymethyl-4,6-dimethoxy-benzoic acid 
• 6512-27-2 2-ethoxycarbonylmethyl-4,6-dimethoxybenzoic acid ethyl ester 
• 108103-44-2 (3,5-dimethoxyphenyl)-diisopropylamine 
• 18858-09-8 5-chloro-2,4-dimethoxythiophenol 
• 78046-27-2 bis-(5-chloro-2,4-dimethoxyphenyl)disulphide 

Relevant articles and documents

Catalytic SNAr Hydroxylation and Alkoxylation of Aryl Fluorides

Nucleophilic aromatic substitution (SNAr) is a powerful strategy for incorporating a heteroatom into an aromatic ring by displacement of a leaving group with a nucleophile, but this method is limited to electron-deficient arenes. We have now established a reliable method for accessing phenols and phenyl alkyl ethers via catalytic SNAr reactions. The method is applicable to a broad array of electron-rich and neutral aryl fluorides, which are inert under classical SNAr conditions. Although the mechanism of SNAr reactions involving metal arene complexes is hypothesized to involve a stepwise pathway (addition followed by elimination), experimental data that support this hypothesis is still under exploration. Mechanistic studies and DFT calculations suggest either a stepwise or stepwise-like energy profile. Notably, we isolated a rhodium η5-cyclohexadienyl complex intermediate with an sp3-hybridized carbon bearing both a nucleophile and a leaving group.

Oxidative Photochlorination of Electron-Rich Arenes via in situ Bromination

Electron-rich arenes are oxidatively photochlorinated in the presence of catalytic amounts of bromide ions, visible light, and 4CzIPN as organic photoredox catalyst. The substrates are brominated in situ in a first photoredox-catalyzed oxidation step, followed by a photocatalyzed ipso-chlorination, yielding the target compounds in high ortho/para regioselectivity. Dioxygen serves as a green and convenient terminal oxidant. The use of aqueous hydrochloric acid as the chloride source reduces the amount of saline by-products.

Regioselective Halogenation of Arenes and Heterocycles in Hexafluoroisopropanol

Regioselective halogenation of arenes and heterocycles with N-halosuccinimides in fluorinated alcohols is disclosed. Under mild condition reactions, a wide diversity of halogenated arenes are obtained in good yields with high regioselectivity. Additionally, the versatility of the method is demonstrated by the development of one-pot sequential halogenation and halogenation-Suzuki cross-coupling reactions.