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
• Article Data: 6

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

General Description

Phenol, 2-chloro-6-methoxy-, is a chemical compound that belongs to the class of phenols, which are organic compounds containing a phenol functional group. It is a chlorinated derivative of 2,6-dimethoxyphenol and is commonly found in pesticides and insecticides due to its insecticidal properties. Phenol, 2-chloro-6-methoxy- has also been used in the synthesis of pharmaceuticals and other organic compounds. The chloro and methoxy groups in the chemical structure of phenol, 2-chloro-6-methoxy, contribute to its reactivity and biological activity, making it a useful compound in various industrial and research applications. Additionally, it is important to handle this compound with caution, as it is toxic and can be harmful if not used properly.

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 
• 18362-30-6 2-chloro-6-hydroxybenzaldehyde 
• 29866-54-4 2-chloro-6-methoxybenzaldehyde 
• 56207-40-0 2-benzyloxy-3-chlorophenol 

Downstream Products

• 90649-92-6 (2-chloro-6-methoxy-phenoxy)-acetic acid 
• 85430-08-6 6-chloroguaiacol acetate 
• 85430-14-4 5,6-dichloroguaiacol acetate 
• 77102-95-5 5,6-Dichloro-2-methoxyphenol 
• 77102-94-4 3,4-Dichloro-2-methoxyphenol 
• 60712-44-9 3,4,6-trichloroguaiacol 
• 3978-67-4 3,4-dichloro-1,2-benzenediol 
• 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.

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.

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.