52159-67-8

Basic information

• Product Name: methyl 3-chlorosalicylate
• Synonyms: methyl 3-chlorosalicylate;3-Chloro-2-hydroxybenzoic acid methyl ester;Einecs 257-694-5
• CAS NO: 52159-67-8
• Molecular Formula: C₈H₇ClO₃
• Molecular Weight: 186.59238
• EINECS: 257-694-5
• Mol File: 52159-67-8.mol

Chemical Properties

• Melting Point: 29-32 °C
• Boiling Point: 238.4 °C at 760 mmHg
• Flash Point: 98 °C
• Appearance: /
• Density: 1.354 g/cm³
• Vapor Pressure: 0.0276mmHg at 25°C
• Refractive Index: 1.564
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 8.28±0.10(Predicted)
• CAS DataBase Reference: methyl 3-chlorosalicylate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 3-chlorosalicylate(52159-67-8)
• EPA Substance Registry System: methyl 3-chlorosalicylate(52159-67-8)

Safety Data

• Hazardous Substances Data: 52159-67-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Methyl 3-chlorosalicylate is used as an active ingredient for its anti-inflammatory and analgesic properties, contributing to the development of medications aimed at reducing pain and inflammation.
Used in Cosmetic Industry:
Methyl 3-chlorosalicylate is used as a fragrance ingredient for its mint-like scent, enhancing the sensory experience of cosmetic products.
Used in Perfumery:
Methyl 3-chlorosalicylate is used as a fixative and scent component in perfumes, providing a refreshing and long-lasting aroma.
Used in Flavoring Industry:
Methyl 3-chlorosalicylate is used as a flavoring agent, particularly for creating mint-flavored products, due to its characteristic scent.
Used in Antiseptic Solutions:
Methyl 3-chlorosalicylate is used as a bacteriostatic agent in the formulation of antiseptic solutions, helping to prevent the growth of bacteria and maintain hygiene.

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

Upstream product

• 76-06-2 chloropicrin 
• 119-36-8 methyl salicylate 
• 95-57-8 2-monochlorophenol 
• 1021178-39-1 4-chloro-1-methoxy-1,3-bis-(trimethylsilyloxy)buta-1,3-diene 
• 102-52-3 malonaldehydebis(dimethylacetal) 
• 69-72-7 salicylic acid 
• 67-56-1 methanol 
• 116025-20-8 3-chloro-2-hydroxy-thiobenzoic acid S-methyl ester 
• 1829-32-9 3-Chloro-2-hydroxybenzoic acid 

Downstream Products

• 4068-72-8 Methyl-2-hydroxy-3-chlor-5-bromo-benzoat 
• 3260-94-4 7-chloro-3-benzofuranone 

Relevant articles and documents

5-SULFAMOYL-2-HYDROXYBENZAMIDE DERIVATIVES

The invention is directed to substituted salicylamide derivatives. Specifically, the invention is directed to compounds according to Formula (I): wherein R, R1 and R2 are as defined herein, or a pharmaceutically acceptable salt thereof. The compounds of the invention are inhibitors of CD73 and can be useful in the treatment of cancer, pre-cancerous syndromes and diseases associated with CD73 inhibition, such as AIDS, the treatment of HIV, autoimmune diseases, infections, atherosclerosis, and ischemia–reperfusion injury. Accordingly, the invention is further directed to pharmaceutical compositions comprising a compound of the invention. The invention is still further directed to methods of inhibiting CD73 activity and treatment of disorders associated therewith using a compound of the invention or a pharmaceutical composition comprising a compound of the invention.

Diversity-oriented synthesis of chlorinated arenes by one-pot cyclizations of 4-chloro-1,3-bis(trimethylsilyloxy)buta-1,3-dienes

A variety of 3-chlorosalicylates were prepared by one-pot cyclizations of the first reported 4-chloro-1,3-bis(trimethylsilyloxy)buta-1,3-dienes with various 1,3-dielectrophiles, These include cyclizations with 3-silyloxy-2-en-1-ones, 3-aryl-3-silyloxy-2-en-1-ones, 1-methoxy-1-en-3-ones, 1,1-bis-(methylthio)-1-en-3-ones, 3-oxo orthoesters, 1,1,3,3- tetraethoxypropanes, 1,1-diacetylcyclopropane, and 3-formylchromones.

The first 4-chloro-1,3-bis(trimethylsilyloxy)-1,3-diene and its application to the regioselective synthesis of chlorinated arenes

Chlorinated phenols, benzophenones, and butenolides are prepared by various one-pot cyclization reactions of the first 4-chloro-1,3-bis(trimethylsilyloxy)-1,3-butadiene.

A short and efficient preparation of methyl-[1,2,4]oxadiazolium derivatives with plant-inducing activity

A short and efficient preparation of methyl-[1,2,4]oxadiazolium derivatives with plant-inducing activity is discussed. A concise and efficient synthetic method leading to structurally diverse array of oxadiazolium derivatives, starting from halogenated phenols is also developed. The starting point of the synthesis is the Lewis acid mediated addition of isocyanates to phenols. The strategy also involves a new and rapid access to all meta-halogenated salicylic acids, compounds of high synthetic value.

Dual Fluorescence and Ground State Equilibria in Methyl Salicylate, Methyl 3-Chlorosalicylate, and Methyl 3-tert-Butylsalicylate

Fluorescence spectra of methyl 3-chlorosalicylate, methyl 3-tert-butylsalicylate, and o-hydroxyacetophenone in cyclohexane and ethanol at room temperature have been measured, together with the corrected dual fluorescence excitation spectra of gas-phase methyl salicylate.Based on these observations a ground state equilibrium between two tautomers is proposed, both having an intramolecular hydrogen bond.This model is consistent with a number of methyl salicylate H-bond energy estimates.It also allowed an interpretation of the multiple fluorescence emitted from these and related compounds either in solution or in gas phase.