3,5-Dihydroxy-4-methoxybenzoic acid

Base Information

• Chemical Name: 3,5-Dihydroxy-4-methoxybenzoic acid
• CAS No.: 4319-02-2
• Molecular Formula: C8H8O5
• Molecular Weight: 184.149
• Hs Code.: 2918990090
• European Community (EC) Number: 224-346-9
• UNII: 0XW32QVU6J
• DSSTox Substance ID: DTXSID8063412
• Nikkaji Number: J205.704B
• Wikidata: Q27160668
• Metabolomics Workbench ID: 42241
• ChEMBL ID: CHEMBL118992
• Mol file: 4319-02-2.mol

Synonyms:3,5-dihydroxy-4-methoxybenzoic acid;4-methoxy-3,5-dihydroxybenzoic acid;4-methoxygallic acid;4-O-methylgallic acid;4OMGA cpd

Chemical Property of 3,5-Dihydroxy-4-methoxybenzoic acid

Chemical Property:

• Vapor Pressure: 6.35E-08mmHg at 25°C
• Melting Point: 245 °C
• Boiling Point: 423.4°C at 760 mmHg
• PKA: 4.23±0.10(Predicted)
• Flash Point: 179.1°C
• PSA: 86.99000
• Density: 1.499g/cm³
• LogP: 0.80460
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 184.03717335
• Heavy Atom Count: 13
• Complexity: 181

Purity/Quality:

98%,99%, ^*data from raw suppliers

3,5-Dihydroxy-4-methoxybenzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1O)C(=O)O)O
• Uses: 3,5-Dihydroxy-4-methoxybenzoic Acid is a useful building block in organic synthesis.

Technology Process of 3,5-Dihydroxy-4-methoxybenzoic acid

There total 21 articles about 3,5-Dihydroxy-4-methoxybenzoic 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: 90.0%

methyl 3,5-dihydroxy-4-methoxybenzoate (24093-81-0) → 4-O-methylgallic acid (4319-02-2)

Guidance literature:

With lithium hydroxide monohydrate; water; In tetrahydrofuran; methanol; at 20 ℃; for 24h;

DOI:10.13005/ojc/340207

Reference yield:

3,5-dihydroxy-4-bromobenzoic acid (16534-12-6) → 4-O-methylgallic acid (4319-02-2)

Guidance literature:

With sodium methylate;

Reference yield:

5-hydroxy-2-(3,4,5-trimethoxyphenyl)chroman-7-yl-3,4,5-trimethoxybenzoate → 4-O-methylgallic acid (4319-02-2) + C15H14O6

Guidance literature:

With boron tribromide; In dichloromethane; at -40 - 20 ℃;

DOI:10.1039/c8ra01606b

upstream raw materials:

methyl 3,5-dihydroxy-4-methoxybenzoate

methyl 3,5-diacetoxy-4-methoxy benzoate

1-methyl-4-nitrosobenzene

3,4,5-trihydroxybenzoic acid

Downstream raw materials:

4-methoxy-3,5-bis-methoxycarbonyloxy-benzoic acid

5-(5-cyclohexylamino-[1,3,4]thiadiazol-2-yl)-2-methoxy-benzene-1,3-diol

3,5-dihydroxy-4-methoxybenzaldehyde

4-methoxy-3,5-bis-methoxycarbonyloxy-benzoyl chloride

Refernces

• 1、 Paramita, Rafika Indah,Arsianti, Ade,Radji, Maksum. "Synthesis and cytotoxic activities of hexyl-esters derivatives of gallic acid against MCF-7 cell line". . p. 295 - 300. Retrieved 2018/03/21.
• 2、 Hodgson, Jonathan M.,Morton, Lincoln W.,Puddey, Ian B.,Beilin, Lawrence J.,Croft, Kevin D.. "Gallic acid metabolites are markers of black tea intake in humans". . p. 2276 - 2280. Retrieved 2007/10/03.