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

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

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

Downstream Products

• 77189-87-8 1-Chloro-2,4-dimethoxy-5-p-tolylsulfanyl-benzene 
• 116265-99-7 1-(5-chloro-2-hydroxy-4-methoxyphenyl)ethanone 
• 1158985-15-9 2,4-dimethoxycyclopropylbenzene 
• 1158985-09-1 N-(tert-butoxycarbonyl)-2-(2,3-dimethoxyphenyl)pyrrole 
• 1158985-11-5 N-phenylsulfonyl-2-(2,3-dimethoxyphenyl)indole 
• 62924-10-1 2-(2,4-dimethoxyphenyl)benzofuran 
• 67285-27-2 ethyl 2-(2-ethoxy-2-oxoethyl)-6-hydroxy-4-methoxybenzoate 
• 857247-19-9 C₁₇H₁₆O₆ 
• 857247-17-7 C₁₇H₁₄O₅ 
• 4670-24-0 (2-ethoxycarbonyl-3,5-dimethoxy-phenyl)-acetic acid 
• 99854-25-8 5-chloro-2-methoxy-p-hydroquinone diacetate 
• 136741-89-4 5-Chloro-3-(2,4-difluoro-phenyl)-7,8-dihydro-furo[3',2':3,4]benzo[1,2-d]isoxazole-7-carboxylic acid ethyl ester 
• 136741-88-3 5-Chloro-3-(4-hydroxy-phenyl)-7,8-dihydro-furo[3',2':3,4]benzo[1,2-d]isoxazole-7-carboxylic acid ethyl ester 
• 136741-31-6 5-Chloro-3-(2,4-difluoro-phenyl)-7,8-dihydro-furo[3',2':3,4]benzo[1,2-d]isoxazole-7-carboxylic acid 

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.

Efficient halogenation synthesis method of aryl halide

The invention discloses an efficient halogenation synthesis method of aryl halide. The method comprises the following step: in the presence of a catalyst (sulfoxide or oxynitride), a halogenation reagent and a solvent, carrying out a halogenation reaction on an aromatic ring compound to obtain the aryl halide. According to the present invention, in the presence of a catalyst (sulfoxide or nitrogenoxide), a halogenation reagent and a solvent, the aromatic ring is subjected to an efficient halogenation reaction, such that the very useful aryl halide can be obtained with high activity and high selectivity; and by adopting the method disclosed by the invention, aryl halides can be efficiently synthesized, and the method has a wide application prospect in actual production.

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.

Synthesis process of natural product Agrimonolide (I) racemate extracted from agrimonia pilosa

The invention belongs to the field of chemical synthesis, and particularly relates to a total synthesis method of a natural product 6,8-dyhydroxyl-3-(4'-methoxyphenyl ethyl) isochroman-1-ketone (dl-Agrimonolide (I)) extracted from a plant agrimonia pilosa

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.

Atom-Economic Electron Donors for Photobiocatalytic Halogenations

In vitro cofactor supply and regeneration have been a major obstacle for biocatalytic processes, in particular on a large scale. Peroxidases often suffer from inactivation by their oxidative co-factor. Combining photocatalysis and biocatalysis offers an innovative solution to this problem, but lacks atom economy due to the sacrificial electron donors needed. Herein, we show that redox-active buffers or even water alone can serve as efficient, biocompatible electron sources, when combined with photocatalysis. Mechanistic investigations revealed first insights into the possibilities and limitations of this approach and allowed adjusting the reaction conditions to the specific needs of biocatalytic transformations. Proof-of-concept for the applicability of this photobiocatalytic reaction setup was given by enzymatic halogenations.

Decarboxylative Halogenation and Cyanation of Electron-Deficient Aryl Carboxylic Acids via Cu Mediator as Well as Electron-Rich Ones through Pd Catalyst under Aerobic Conditions

Simple strategies for decarboxylative functionalizations of electron-deficient benzoic acids via using Cu(I) as promoter and electron-rich ones by employing Pd(II) as catalyst under aerobic conditions have been established, which lead to smooth synthesis of aryl halides (-I, Br, and Cl) through the decarboxylative functionalization of benzoic acids with readily available halogen sources CuX (X = I, Br, Cl), and easy preparation of benzonitriles from decarboxylative cyanation of aryl carboxylic acids with nontoxic and low-cost K4Fe(CN)6 under an oxygen atmosphere for the first time.

Effective bromo and chloro peroxidation catalysed by tungsten(vi) amino triphenolate complexes

Amino triphenolate tungsten(vi) complexes have been prepared and they proved to be efficient catalysts in haloperoxidation reactions using hydrogen peroxide as a terminal oxidant and inorganic sources of halides. In particular, interesting results have been obtained in the challenging chloroperoxidation reactivity (catalyst loading down to 0.05% with TONs up to 900). A comparison among three different metal complexes bearing the same ligand (vanadium(v), molybdenum(vi) and tungsten(vi)) showed much better performances of the last complex both on bromo and chloro peroxidations.

Fluorescently Labeled Amino Acids as Building Blocks for Bioactive Molecules

A series of twelve fluorescently labeled amino acids were designed by assembling different coumarin, fluorescein, or nitrobenzo-furazan fluorophores with N-protected lysine or 2-aminopropionic acid. The synthesized amino acids were evaluated with regard to their spectroscopic properties. The easy introduction of the amino acids into peptides and peptidomimetics was exemplarily shown for one coumarin-labeled- amino acid.

3-(6-ALKOXY-5-CHLOROBENZO[D]ISOXAZOL-3-YL)PROPANOIC ACID USEFUL AS KYNURENINE MONOOXYGENASE INHIBITORS

Compound of formula (I) wherein R1 is heteroaryl either unsubstituted or substituted by methyl, ethyl, halo or =O; and R2 is H, methyl or ethyl; and salts thereof are KMO inhibitors and may be useful in the treatment of various disor