2612-02-4

Basic information

• Product Name: 5-Methoxysalicylic acid
• Synonyms: RARECHEM AL BO 0993;2-HYDROXY-5-METHOXYBENZOIC ACID;6-HYDROXY-3-ANISIC ACID;5-O-METHYL GENTISIC ACID;5-METHOXYSALICYLIC ACID;LABOTEST-BB LT00847979;acid5-methoxysalicylic;2-Hydroxy-5-Methoxybenzoic
• CAS NO: 2612-02-4
• Molecular Formula: C₈H₈O₄
• Molecular Weight: 168.15
• EINECS: 220-037-8
• Product Categories: Acids and Derivatives;Alcohols and Derivatives;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Organic acids;Building Blocks;C8;Carbonyl Compounds;Carboxylic Acids;Chemical Synthesis;Organic Building Blocks
• Mol File: 2612-02-4.mol
• Article Data: 16

Chemical Properties

• Melting Point: 141-143 °C(lit.)
• Boiling Point: 217.07°C (rough estimate)
• Flash Point: 146.5oC
• Appearance: Beige/Fine Crystalline Powder
• Density: 1.1816 (rough estimate)
• Vapor Pressure: 2.09E-05mmHg at 25°C
• Refractive Index: 1.4611 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 3.01±0.10(Predicted)
• Water Solubility: 1.7 g/L (10 ºC)
• BRN: 2209647
• CAS DataBase Reference: 5-Methoxysalicylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Methoxysalicylic acid(2612-02-4)
• EPA Substance Registry System: 5-Methoxysalicylic acid(2612-02-4)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 2612-02-4(Hazardous Substances Data)

Usage

Description

5-Methoxysalicylic acid is a chemical compound belongs to the class of organic compounds known as m-methoxybenzoic acids and derivatives. It is a component of castoreum, the exudate from the castor sacs of the mature beaver.A mixture of 5-methoxysalicylic acid and spermine can be used as a matrix for oligonucleotides analysis in MALDI mass spectrometry.It is an isomer of vanillic acid.2-Hydroxy-5-methoxybenzoic acid is matrix additive which enhances the electrical conductivity of the matrix crystal during matrix-assisted laser desorption/ionization mass spectrometry (MALDI-MS).

Chemical Properties

beige fine crystalline powder

Uses

Different sources of media describe the Uses of 2612-02-4 differently. You can refer to the following data:
1. 5-Methoxysalicylic acid was used to evaluate MALDI matrix/solvent combinations for intact spore mass spectrometry of Fusarium species.
2. 2-Hydroxy-5-methoxybenzoic acid was used to evaluate MALDI matrix/solvent combinations for intact spore mass spectrometry of Fusarium species.

Definition

ChEBI:5-methoxysalicylic acid is a methoxysalicylic acid that is salicylic acid which is carrying a methoxy group at position 5. It has a role as a bacterial metabolite and a human urinary metabolite.

Synthesis Reference(s)

Journal of the American Chemical Society, 72, p. 2301, 1950 DOI: 10.1021/ja01161a530

General Description

2-Hydroxy-5-methoxybenzoic acid is matrix additive which enhances the electrical conductivity of the matrix crystal during matrix-assisted laser desorption/ionization mass spectrometry (MALDI-MS).

InChI:InChI=1/C8H8O4/c1-12-5-2-3-7(9)6(4-5)8(10)11/h2-4,9H,1H3,(H,10,11)/p-1

Upstream product

• 110-89-4 piperidine 
• 6280-89-3 2-chloro-5-methoxybenzoic acid 
• 7732-18-5 water 
• 124-40-3 dimethyl amine 
• 41951-76-2 2-hydroxy-5-methoxybenzyl alcohol 
• 1315577-29-7 C₁₅H₂₆O₃Si 
• 298-14-6 potassium hydrogencarbonate 
• 150-76-5 4-methoxy-phenol 
• 586-38-9 3-Methoxybenzoic acid 
• 71917-43-6 2-Hydroxy-2-(2-hydroxy-5-methoxy-phenyl)-indan-1,3-dione 
• 150-19-6 O-methylresorcine 
• 22921-68-2 2-bromo-5-methoxy-benzoic acid 
• 490-79-9 2,5-dihydroxybenzoic acid. 
• 74-88-4 methyl iodide 

Downstream Products

• 437-50-3 gentisin 
• 13379-35-6 1-hydroxy-3,7-dimethoxyxanthone 
• 1402058-22-3 (5-(4-(benzyloxy)phenyl)-3-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl)(2-hydroxy-5-methoxyphenyl)methanone 
• 1402058-32-5 3,5-bis(4-methoxyphenyl)-4,5-dihydro-(1H-pyrazol-1-yl)(2-hydroxy-5-methoxyphenyl)methanone 
• 1402058-54-1 (5-(4-chlorophenyl)-3-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl)(2-hydroxy-5-methoxyphenyl)methanone 
• 1402058-42-7 (5-(4-bromophenyl)-3-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl)(2-hydroxy-5-methoxyphenyl)methanone 
• 50343-02-7 3-Bromo-2-hydroxy-5-methoxy-benzaldehyde 
• 35686-73-8 Methyl-2-β-methallyloxy-5-methoxybenzoat 
• 35700-68-6 Methyl-3-β-methallyl-5-methoxysalicylat 
• 31534-77-7 methyl 2-allyloxy-5-methoxybenzoate 
• 31456-97-0 3-allyl-2-hydroxy-5-methoxy-benzoic acid methyl ester 
• 171016-59-4 Toluene-4-sulfonic acid (S)-1-(5-methoxy-2-trifluoromethanesulfonyloxy-benzoyl)-pyrrolidin-2-ylmethyl ester 
• 171016-62-9 (S)-1-(5-Methoxy-2-trifluoromethanesulfonyloxy-benzoyl)-pyrrolidine-2-carboxylic acid methyl ester 
• 171016-58-3 Toluene-4-sulfonic acid (S)-1-(2-hydroxy-5-methoxy-benzoyl)-pyrrolidin-2-ylmethyl ester 

Relevant articles and documents

Synthesis of salicylic acid derivatives in presence of ultrasonic irradiation using water as solvent

An improved synthesis of salicylic acid using ultrasonic irradiation and water as solvent can be achieved with copper and pyridine as catalysts. A number of salicylic acids were prepared in good yield and in a short reaction time.

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Catalytic oxidation of alcohols and alkyl benzenes to carbonyls using Fe3O4?SiO2?(TEMPO)-: Co -(Chlorophyll-CoIII) as a bi-functional, self-co-oxidant nanocatalyst

Chlorophyll b was extracted from heliotropium europaeum plant, demetalated, allylated and grafted to acrylated TEMPO through a copolymerization protocol. Then, the chlorophyll monomers were coordinated to Co ions, immobilized on magnetic nanoparticles and the resulting hybrid was used as a powerful catalyst for a variety of oxidation reactions. By using the present method, oxidation of benzylic alcohols and alkyl benzenes to carbonyls was accomplished in water under aerobic conditions. Moreover, direct oxidation of alcohols to carboxylic acids was performed by adding NaOCl to the mixture. All entries were oxidized to the corresponding desired product with high to excellent yields and up to 97% selectivity. The catalyst was thoroughly characterized by CV, TGA, VSM, XRD, XPS, DLS, FE-SEM, TEM, UV-Vis, EDX, and BET analyses. The activity of the catalyst was investigated by applying various components of the catalyst to the oxidation model separately. The reasonable mechanisms are suggested based on the cooperation between the TEMPO groups and cobalt(iii) (or Co(iv)) sites on the catalyst. The catalyst could be recovered and reused for at least 7 consecutive recycles without any considerable reactivity loss. This journal is

A versatile approach for the synthesis of para -substituted arenes via palladium-catalyzed C-H functionalization and protodecarboxylation of benzoic acids

While a great number of ortho C-H functionalization reactions have been developed and several breakthroughs have been achieved in meta C-H activation, para C-H functionalization is still in its infancy stage. In this article, a versatile strategy for the synthesis of para-substituted arenes has been developed via a tandem process consisting of palladium-catalyzed C-H functionalization and subsequent copper-catalyzed protodecarboxylation of benzoic acids. Both electron-withdrawing and electron-donating functionalities can be introduced into the para positions of arenes bearing a variety of substituents.