7051-16-3

Basic information

• Product Name: 5-Chloro-1,3-dimethoxybenzene
• Synonyms: 1-chloro-3,5-dimethoxy-benzen;3,5-dimethoxychlorobenzene;5-CHLORORESORCINOL DIMETHYL ETHER;5-CHLORO-1,3-DIMETHOXYBENZENE;1-CHLORO-3,5-DIMETHOXYBENZENE;NCS 220095;3,5-dimethoxychlorobenzenen;5-Ch
• CAS NO: 7051-16-3
• Molecular Formula: C₈H₉ClO₂
• Molecular Weight: 172.61
• EINECS: 230-330-2
• Product Categories: Aromatic Hydrocarbons (substituted) & Derivatives;Anisoles, Alkyloxy Compounds & Phenylacetates;Chlorine Compounds;Building Blocks for Dendrimers;Functional Materials;Pharmaceutical Intermediate;Ethers;Organic Building Blocks;Oxygen Compounds
• Mol File: 7051-16-3.mol
• Article Data: 7

Chemical Properties

• Melting Point: 34-36 °C(lit.)
• Boiling Point: 82-83°C 0,6mm
• Flash Point: 234 °F
• Appearance: White to yellow or pink/Crystalline Powder
• Density: 1.1910 (rough estimate)
• Refractive Index: 1.5100 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: almost transparency in Methanol
• BRN: 2327304
• CAS DataBase Reference: 5-Chloro-1,3-dimethoxybenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Chloro-1,3-dimethoxybenzene(7051-16-3)
• EPA Substance Registry System: 5-Chloro-1,3-dimethoxybenzene(7051-16-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• RTECS: CZ0320000
• Hazardous Substances Data: 7051-16-3(Hazardous Substances Data)

Usage

Description

5-Chloroesorcinol dimethyl ether is a synthetic intermediate useful for pharmaceutical synthesis.

Uses

5-Chloro-1,3-dimethoxybenzene was used in the regioselective synthesis of TMC-264, tricyclic structure having chloro-1H-dibenzo[b,d]pyran-4,6-dione skeleton.

General Description

5-Chloro-1,3-dimethoxybenzene participates in Suzuki-Miyaura cross-coupling reactions of aryl- and heteroaryl chlorides with potassium cyclobutyltrifluoroborate.

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

Upstream product

• 151-10-0 1,3-Dimethoxybenzene 
• 90649-95-9 4-Chloro-2,6-dimethoxybenzoic acid 
• 365564-07-4 3,5-dimethoxyphenylboronic acid pinacol ester 
• 637-62-7 p-benzoquinone oxime 
• 65262-96-6 3-chloro-5-methoxyphenol 
• 74-88-4 methyl iodide 
• 82485-84-5 6-amino-5-chloro-1,3-dimethoxybenzene 
• 33719-74-3 3,5-dichloroanisole 
• 124-41-4 sodium methylate 
• 10272-07-8 3.5-dimethoxyaniline 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 51768-57-1 di-methyl ether of 5-n-butyl-resorcinol 
• 90649-95-9 4-Chloro-2,6-dimethoxybenzoic acid 
• 139027-52-4 3-(2-Chloro-6-hydroxy-4-methoxyphenyl)-1-phenyl-1-propen-3-one 
• 139027-53-5 3-(4-Chloro-2-hydroxy-6-methoxyphenyl)-1-phenyl-1-propen-3-one 
• 112954-17-3 1-(2-chloro-6-hydroxy-4-methoxy)phenyl-3-methyl-1-butanone 
• 116475-72-0 1-(2-chloro-6-hydroxy-4-methoxyphenyl)-2-phenylethan-1-one 
• 52780-23-1 chloro-3,5-dihydroxybenzene 
• 108840-33-1 3,5,3',5'-tetramethoxybiphenyl 
• 25245-27-6 1-iodo-3,5-dimethoxybenzene 
• 64118-89-4 Methoxyeugenol 
• 255835-89-3 N-(p-tolyl)-3,5-dimethoxyaniline 
• 90-25-5 chloro-dimethoxynitrobenzene 
• 257299-90-4 1-(tert-butyl-dimethyl-silanyloxy)-3-(3,5-dimethoxy-phenyl)-propan-2-ol 
• 335605-71-5 1,3-dimethoxy-5-tetradecylbenzene 

Relevant articles and documents

Mild aromatic palladium-catalyzed protodecarboxylation: Kinetic assessment of the decarboxylative palladation and the protodepalladation steps

Mechanism studies of a mild palladium-catalyzed decarboxylation of aromatic carboxylic acids are described. In particular, reaction orders and activation parameters for the two stages of the transformation were determined. These studies guided development of a catalytic system capable of turnover. Further evidence reinforces that the second stage, protonation of the arylpalladium intermediate, is the rate-determining step of the reaction. The first step, decarboxylative palladation, is proposed to occur through an intramolecular electrophilic palladation pathway, which is supported by computational and mechanism studies. In contrast to the reverse reaction (C-H insertion), the data support an electrophilic aromatic substitution mechanism involving a stepwise intramolecular protonation sequence for the protodepalladation portion of the reaction.

Grindstone chemistry: (Diacetoxyiodo)benzene-mediated oxidative nuclear halogenation of arenes using NaCl, NaBr or I2

A technique of "Grindstone chemistry" is applied to the solvent-free halogenation of arenes with NaCl, NaBr or I2 using (diacetoxyiodo)benzene as the oxidant. Improved yields and higher purities of the products are observed compared with those from established methods.

Fischer indolization and its related compounds. XXIII. Fischer indolization of ethyl pyruvate 2-(2,6-dimethoxyphenyl)phenylhydrazone

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