4-Methoxysalicylic acid

Base Information

• Chemical Name: 4-Methoxysalicylic acid
• CAS No.: 2237-36-7
• Molecular Formula: C8H8 O4
• Molecular Weight: 168.149
• Hs Code.: 29189900
• European Community (EC) Number: 218-801-0
• NSC Number: 94304
• DSSTox Substance ID: DTXSID50176906
• Nikkaji Number: J213.133A
• Wikidata: Q72486049
• Metabolomics Workbench ID: 140442
• ChEMBL ID: CHEMBL507095
• Mol file: 2237-36-7.mol

Synonyms:4-Methoxysalicylic acid;2-Hydroxy-4-methoxybenzoic acid;2237-36-7;2-Hydroxy-p-anisic Acid;MFCD00002450;2-hydroxy-4-methoxy-benzoic acid;Benzoic acid, 2-hydroxy-4-methoxy-;2-Hydroxy-4-methoxybenzoicacid;EINECS 218-801-0;4-methoxy salicylic acid;4-methoxy-salicylic acid;NCIOpen2_001552;MLS000517276;SCHEMBL483346;CHEMBL507095;4-methoxy-2-hydroxobenzoic acid;DTXSID50176906;CHEBI:167809;HMS2269N04;AMY18271;NSC94304;STR06769;NSC 94304;NSC-94304;s5160;STK065285;AKOS000120626;CCG-266345;PS-3720;2-Hydroxy-4-methoxybenzoic acid, 99%;NCGC00246993-01;AC-11620;AC-34348;HY-75625;SMR000127395;SY008083;CS-0006868;FT-0618866;M1795;EN300-21485;W-107479;Z104499836

Chemical Property of 4-Methoxysalicylic acid

Chemical Property:

• Appearance/Colour: off-white to beige powder
• Vapor Pressure: 7.5E-05mmHg at 25°C
• Melting Point: 158-159 °C(lit.)
• Refractive Index: 1.4611 (estimate)
• Boiling Point: 328.7 °C at 760 mmHg
• PKA: 3.22±0.10(Predicted)
• Flash Point: 137.9 °C
• PSA: 66.76000
• Density: 1.351 g/cm³
• LogP: 1.09900
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 2
• 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:

HPLC≥98% ^*data from raw suppliers

4-Methoxysalicylic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-37/39-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1)C(=O)O)O
• Uses: 2-Hydroxy-4-methoxybenzoic acid (4-methoxysalicylic acid) was used in the synthesis of 1,3,4-oxadiazole derivatives.

Technology Process of 4-Methoxysalicylic acid

There total 59 articles about 4-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-4-methoxybenzyl alcohol (59648-29-2) → 4-methoxysalicylic acid (2237-36-7)

Guidance literature:

With oxygen; In acetonitrile; at 20 ℃; for 6.5h; Catalytic behavior;

DOI:10.1016/j.molstruc.2019.03.008

Reference yield: 94.0%

4-methoxymethylsalicylate (5446-02-6) → 4-methoxysalicylic acid (2237-36-7)

Guidance literature:

With barium dihydroxide; In methanol; at 80 ℃; for 2h;

DOI:10.1055/s-2004-832828

Reference yield: 89.0%

2,4 dimethoxybenzoic acid (91-52-1) → 4-methoxysalicylic acid (2237-36-7)

Guidance literature:

With piperazine; In N,N-dimethyl acetamide; at 150 ℃; for 0.2h;

DOI:10.1055/s-2000-6244

upstream raw materials:

4-methoxymethylsalicylate

2-acetoxy-4-methoxy-benzoic acid methyl ester

4-hydroxysalicylic acid

dimethyl sulfate

Downstream raw materials:

2-acetoxy-4-methoxybenzoic acid

2-hydroxy-4,4'-dimethoxybenzophenone

2-hydroxy-4-methoxy-benzoic acid-(2-nitro-anilide)

2-hydroxy-4-methoxy-benzoic acid-(3-nitro-anilide)

Refernces

• 1、 Waldman, Abraham J.,Balskus, Emily P.. "Discovery of a Diazo-Forming Enzyme in Cremeomycin Biosynthesis". . p. 7539 - 7546. Retrieved 2018.
• 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、 -. "Synthetic method of 4-methoxysalicylic acid". Paragraph 0028-0032. . Retrieved 2019/02/13.