72403-03-3

Basic information

• Product Name: Phenol, 2-chloro-6-methoxy-
• Synonyms: Phenol, 2-chloro-6-methoxy-;2-Chloro-6-methoxyphenol;2-Methoxy-6-chlorophenol;6-Chloroguaiacol
• CAS NO: 72403-03-3
• Molecular Formula: C₇H₇ClO₂
• Molecular Weight: 158.58
• Mol File: 72403-03-3.mol

Chemical Properties

• Melting Point: 52.9 °C
• Boiling Point: 217.9°C at 760 mmHg
• Flash Point: 85.6°C
• Appearance: /
• Density: 1.28g/cm³
• Vapor Pressure: 0.0878mmHg at 25°C
• Refractive Index: 1.554
• PKA: 8.50±0.10(Predicted)
• CAS DataBase Reference: Phenol, 2-chloro-6-methoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Phenol, 2-chloro-6-methoxy-(72403-03-3)
• EPA Substance Registry System: Phenol, 2-chloro-6-methoxy-(72403-03-3)

Safety Data

• Hazardous Substances Data: 72403-03-3(Hazardous Substances Data)

Usage

Uses

Used in Pesticides and Insecticides Industry:
Phenol, 2-chloro-6-methoxy-, is used as an active ingredient in pesticides and insecticides for its insecticidal properties. The chloro and methoxy groups in its chemical structure enhance its reactivity and biological activity, making it effective in controlling and eliminating pests.
Used in Pharmaceutical Synthesis:
Phenol, 2-chloro-6-methoxy-, is utilized as a key intermediate in the synthesis of various pharmaceuticals and organic compounds. Its unique chemical structure allows for the development of new drugs and therapeutic agents with potential applications in the medical field.
Used in Research Applications:
Phenol, 2-chloro-6-methoxy-, is employed in research settings for studying its reactivity, biological activity, and potential applications in various fields. Its unique chemical structure and properties make it a valuable compound for scientific investigations and the development of new technologies.

InChI:InChI=1/C7H7ClO2/c1-10-6-4-2-3-5(8)7(6)9/h2-4,9H,1H3

Upstream product

• 62936-23-6 3-chloro-4-hydroxy-5-methoxybenzoic acid 
• 4018-65-9 3-Chlorocatechol 
• 77-78-1 dimethyl sulfate 
• 90-05-1 2-methoxy-phenol 
• 914454-80-1 2-benzyloxy-3-chloroanisole 
• 56207-40-0 2-benzyloxy-3-chlorophenol 
• 29866-54-4 2-chloro-6-methoxybenzaldehyde 
• 18362-30-6 2-chloro-6-hydroxybenzaldehyde 

Downstream Products

• 90649-92-6 (2-chloro-6-methoxy-phenoxy)-acetic acid 
• 85430-08-6 6-chloroguaiacol acetate 
• 3978-67-4 3,4-dichloro-1,2-benzenediol 
• 60712-44-9 3,4,6-trichloroguaiacol 
• 77102-94-4 3,4-Dichloro-2-methoxyphenol 
• 77102-95-5 5,6-Dichloro-2-methoxyphenol 
• 85430-14-4 5,6-dichloroguaiacol acetate 
• 914454-96-9 N-[2-(2-chloro-6-methoxyphenoxy)ethyl]phthalimide 
• 914454-98-1 2-(2-chloro-6-methoxyphenoxy)ethylamine 

Relevant articles and documents

The Catalyst-Controlled Regiodivergent Chlorination of Phenols

Different catalysts are demonstrated to overcome or augment a substrate's innate regioselectivity. Nagasawa's bis-thiourea catalyst was found to overcome the innate para-selectivity of electrophilic phenol chlorination, yielding ortho-chlorinated phenols that are not readily obtainable via canonical electrophilic chlorinations. Conversely, a phosphine sulfide derived from 2,2′-Bis(diphenylphosphino)-1,1′-binaphthyl (BINAP) was found to enhance the innate para-preference of phenol chlorination.

A Mild meta-Selective C–H Alkylation of Catechol Mono-Ethers

Catechol mono-ethers are an important class of phenols. They are found in a number of pharmaceuticals, flavoring agents, perfumes, and are used for the preparation of numerous drugs. Herein, we report a mild meta-selective C–H alkylation of these phenols, which is enabled by a cascade of oxidative dearomatization – radical addition – rearomatization process. The method is compatible with reactive functional groups on the parent arenol, such as olefins and halides. Primary, secondary, and teriary alkyl groups can be used, the source of which is most commonly an alkylborane. This process is operationally simple, does not require heating and generally proceeds in good yields.

Facile p-toluenesulfonic acid-promoted para-selective monobromination and chlorination of phenol and analogues

para-Regioselective bromination of phenol and analogues, promoted by p-toluenesulfonic acid, is achieved in high to excellent yields at room temperature with N-bromosuccinimide. Chlorination with N-chlorosuccinimide and catalysed by p-toluenesulfonic acid also gives para-chlorinated phenol analogues in good yields at room temperature. para-Bromination of phenol, promoted by p-toluenesulfonic acid, is achieved in excellent yields at room temperature with N-bromosuccinimide. p-Toluenesulfonic acid is also effective as a promoter of para-chlorination with N-chlorosuccinimide.

QSAR study for?a?novel series of?ortho disubstituted phenoxy analogues of?α1-adrenoceptor antagonist WB4101

On the basis of the affinities at the α1a-, α1b- and α1d-adrenoceptors and the 5-HT1A receptor of a previous series of sixteen 2-[(2-phenoxyethyl)aminomethyl]-1,4-benzodioxanes ortho monosubstituted at the pheno

Isomer specific syntheses of chlorinated catechols and guaiacols relevant to pulp bleaching

A variety of chlorinated catechols and guaiacols relevant to pulp bleaching were synthesized by employing fundamental differences in the acidities of phenolic hydroxyl groups in chlorinated catechols, and directive effects in guaiacols.

Limited Methylation of Chlorinated 1,2-Benzenediols to Chlorinated 2-Methoxyphenols

The reaction of chlorinated 1,2-benzenediols with dimethyl sulfate in NaOH solution has been investigated and found to result in chlorinated 2-methoxyphenols including three hitherto unknown compounds.Experimental and spectral data (mass, (1)H NMR, (13)C NMR) for all compounds are reported.