5-Methoxysalicylic acid

Base Information

• Chemical Name: 5-Methoxysalicylic acid
• CAS No.: 2612-02-4
• Molecular Formula: C8H8 O4
• Molecular Weight: 168.149
• Hs Code.: 29189900
• European Community (EC) Number: 220-037-8
• NSC Number: 2579
• DSSTox Substance ID: DTXSID0062551
• Nikkaji Number: J26.970K
• Wikipedia: 5-Methoxysalicylic_acid
• Wikidata: Q15410212
• Metabolomics Workbench ID: 37900
• ChEMBL ID: CHEMBL452949
• Mol file: 2612-02-4.mol

Synonyms:5-methoxysalicylic acid;5-methoxysalicylic acid, sodium salt

Chemical Property of 5-Methoxysalicylic acid

Chemical Property:

• Appearance/Colour: beige fine crystalline powder
• Vapor Pressure: 2.09E-05mmHg at 25°C
• Melting Point: 142-146 ºC
• Refractive Index: 1.4611 (estimate)
• Boiling Point: 347oC at 760 mmHg
• PKA: 3.01±0.10(Predicted)
• Flash Point: 146.5oC
• PSA: 66.76000
• Density: 1.1816 (rough estimate)
• LogP: 1.09900
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: 1.7 g/L (10 ºC)
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 168.04225873
• Heavy Atom Count: 12
• Complexity: 168

Purity/Quality:

99% ^*data from raw suppliers

2-Hydroxy-5-methoxybenzoic acid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1)O)C(=O)O
• 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).
• Uses: 5-Methoxysalicylic acid was used to evaluate MALDI matrix/solvent combinations for intact spore mass spectrometry of Fusarium species. 2-Hydroxy-5-methoxybenzoic acid was used to evaluate MALDI matrix/solvent combinations for intact spore mass spectrometry of Fusarium species.

Technology Process of 5-Methoxysalicylic acid

There total 33 articles about 5-Methoxysalicylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

2-hydroxy-5-methoxybenzyl alcohol (41951-76-2) → 5-methoxysalicylic acid (2612-02-4)

Guidance literature:

With sodium hypochlorite; water; at 25 ℃; for 0.5h;

DOI:10.1039/d0gc01749c

Reference yield: 93.0%

2,5-dimethoxybenzoic acid (2785-98-0) → 5-methoxysalicylic acid (2612-02-4)

Guidance literature:

With piperazine; In N,N-dimethyl acetamide; at 150 ℃; for 1h;

DOI:10.1055/s-2000-6244

Reference yield: 92.0%

2-chloro-5-methoxybenzoic acid (6280-89-3) → 5-methoxysalicylic acid (2612-02-4)

Guidance literature:

With pyridine; water; potassium carbonate; copper; for 0.25h; sonication;

DOI:10.1081/SCC-120018940

upstream raw materials:

diazomethane

2,5-dihydroxybenzoic acid.

2-acetoxy-5-methoxybenzaldehyde

2-chloro-5-methoxybenzoic acid

Downstream raw materials:

methyl 5-methoxy-2-hydroxybenzoate

gentitein

isogentisine

2-(3-chlorophenoxy)-5-methoxybenzoic acid

Refernces

• 1、 Dunn et al.. "". . p. 2905,2906. Retrieved 1968.
• 2、 Luo, Feihua,He, Shuhua,Gou, Quan,Chen, Jinyang,Zhang, mingzhong. "Palladium-catalyzed ortho-C-H hydroxylation of benzoic acids". . . Retrieved 2021/10/06.
• 3、 Kazemnejadi, Milad,Alavi, Seyyedeh Ameneh,Rezazadeh, Zinat,Nasseri, Mohammad Ali,Allahresani, Ali,Esmaeilpour, Mohsen. "Fe3O4@SiO2@Im[Cl]Mn(III)-complex as a highly efficient magnetically recoverable nanocatalyst for selective oxidation of alcohol to imine and oxime". . p. 230 - 249. Retrieved 2019/03/28.