3260-93-3

Basic information

• Product Name: 3-chloro-2-methoxybenzoic acid
• Synonyms: 3-chloro-2-methoxybenzoic acid;3-Chloro-o-anisic acid;3-Chloro-2-methoxybenzoic acid 97%
• CAS NO: 3260-93-3
• Molecular Formula: C₈H₇ClO₃
• Molecular Weight: 186.6
• Mol File: 3260-93-3.mol
• Article Data: 4

Chemical Properties

• Melting Point: 118-123 °C
• Boiling Point: 306.4 °C at 760 mmHg
• Flash Point: 139.1 °C
• Appearance: /
• Density: 1.352 g/cm³
• Vapor Pressure: 0.000337mmHg at 25°C
• Refractive Index: 1.562
• Storage Temp.: 2-8°C
• Solubility: soluble in Methanol
• PKA: 3.72±0.10(Predicted)
• CAS DataBase Reference: 3-chloro-2-methoxybenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-chloro-2-methoxybenzoic acid(3260-93-3)
• EPA Substance Registry System: 3-chloro-2-methoxybenzoic acid(3260-93-3)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• RIDADR: UN 2811 6.1/PG 3
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: Ⅲ
• Hazardous Substances Data: 3260-93-3(Hazardous Substances Data)

Usage

General Description

3-Chloro-2-methoxybenzoic acid is a chemical compound consisting of a benzene ring with a carboxylic acid group and a chlorine atom attached to the second carbon atom, and a methoxy group attached to the third carbon atom. It is commonly used in organic synthesis and as an intermediate in the production of pharmaceuticals, agrochemicals, and dyes. 3-chloro-2-methoxybenzoic acid is known for its ability to inhibit the growth of cancer cells and has potential anticancer properties. Additionally, it has been studied for its potential use in the treatment of inflammatory diseases and as an antimicrobial agent.

InChI:InChI=1/C8H7ClO3/c1-12-7-5(8(10)11)3-2-4-6(7)9/h2-4H,1H3,(H,10,11)

Upstream product

• 223778-54-9 3-chloro-2-methoxybenzaldehyde 
• 1829-32-9 3-Chloro-2-hydroxybenzoic acid 
• 77-78-1 dimethyl sulfate 
• 579-75-9 2-Methoxybenzoic acid 
• 97-05-2 5-sulfosalicylic Acid 
• 92992-36-4 methyl 3-chloro-2-methoxybenzoate 
• 873975-79-2 3-chloro-2-hydroxy-benzoic acid-(2,2,2-trichloro-1-hydroxy-ethylamide) 
• 1927-94-2 3-chlorosalicylaldehyde 
• 3226-34-4 1-(3-chloro-2-hydroxyphenyl)ethanone 

Downstream Products

• 133381-29-0 3-[5-(3-Chloro-2-methoxy-phenyl)-[1,3,4]oxadiazol-2-yl]-2-methyl-[1,8]naphthyridine 
• 29568-32-9 3-chloro-2-methoxybenzoic acid chloride 
• 482311-15-9 3-chloro-2-methoxy-5-nitrobenzoic acid 
• 219636-38-1 3-Chloro-2-methoxy-benzoic acid 2,6-di-tert-butyl-4-methoxy-phenyl ester 
• 92992-36-4 methyl 3-chloro-2-methoxybenzoate 
• 1044256-94-1 1-(bromomethyl)-3-chloro-2-methoxybenzene 
• 869088-29-9 (3-chloro-2-methoxyphenyl)methanol 
• 850036-51-0 N,N-diethyl-3-chloro-2-methoxybenzamide 

Relevant articles and documents

Theoretical and experimental study on the reactivity of methyl dichlorobenzoates with sulfur-centered nucleophiles by electron transfer reactions

Reactions of methyl 2,5-dichlorobenzoate or methyl 3,6-dichloro-2- methoxybenzoate with sulfur-centered nucleophiles gave mono- and disubstitution products, respectively through SRN1 mechanism in liquid ammonia. Products obtained could be potential herbicides less toxic to the environment. Theoretical studies explained the reactivity observed considering geometries, and spin densities of radical anions and potential energy surfaces for the dissociation of the radical anions formed.

Directed ortho-metalation of unprotected benzoic acids. Methodology and regioselective synthesis of useful contiguously 3- and 6-substituted 2-methoxybenzoic acid building blocks

By treatment with s-BuLi/TMEDA at -78 °C, unprotected 2-methoxybenzoic acid is deprotonated exclusively in the position ortho to the carboxylate. A reversal of regioselectivity is observed when the acid is treated with n-BuLi/t-BuOK. These results are of general utility for the one-pot preparation of a variety of very simple 3- and 6-substituted 2-methoxybenzoic acids that are not easily accessible by conventional means. The potential usefulness of the method is demonstrated by the expedient synthesis of lunularic acid.