2-Hydroxy-4,6-dimethoxybenzoic acid

Base Information

• Chemical Name: 2-Hydroxy-4,6-dimethoxybenzoic acid
• CAS No.: 3187-19-7
• Molecular Formula: C9H10 O5
• Molecular Weight: 198.175
• Hs Code.: 2918990090
• European Community (EC) Number: 221-683-3
• NSC Number: 151975
• DSSTox Substance ID: DTXSID60185726
• Nikkaji Number: J262.306D
• Wikidata: Q72483765
• Mol file: 3187-19-7.mol

Synonyms:2-Hydroxy-4,6-dimethoxybenzoic acid;3187-19-7;4,6-Dimethoxysalicylic acid;4,6-Dimethoxy-2-hydroxybenzoic acid;Benzoic acid, 2-hydroxy-4,6-dimethoxy-;EINECS 221-683-3;2-hydroxy-4,6-dimethoxy-benzoic acid;SCHEMBL1614609;DTXSID60185726;2,4-Dimethoxy-6-hydroxybenzoic acid;MFCD00013977;NSC151975;AKOS009157921;NSC 151975;NSC-151975;AS-62457;CS-0333064;FT-0612545;F78520;2-hydroxy-4,6-dimethoxybenzoic acid, AldrichCPR;A821034

Chemical Property of 2-Hydroxy-4,6-dimethoxybenzoic acid

Chemical Property:

• Vapor Pressure: 3.68E-06mmHg at 25°C
• Melting Point: 160-162°C
• Boiling Point: 371°Cat760mmHg
• Flash Point: 151.1°C
• PSA: 75.99000
• Density: 1.335g/cm³
• LogP: 1.10760
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Aqueous Acid (Slightly), Chloroform (Slightly, Heated)
• Water Solubility.: Insoluble in water.
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 198.05282342
• Heavy Atom Count: 14
• Complexity: 205

Purity/Quality:

99% ^*data from raw suppliers

2-Hydroxy-4,6-dimethoxybenzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: R36/37/38:Irritating to eyes, respiratory system and skin.
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C(=C1)OC)C(=O)O)O
• Uses: 2-Hydroxy-4,6-dimethoxybenzoic acid is a reagent used in the synthesis of rac Zearalenone-d6. rac Zearalenone-d6 s an estrogenic mycotoxin produced by Fusarium fungi commonly found in grains. One of a group of compounds known as resorcylic acid lactones.

Technology Process of 2-Hydroxy-4,6-dimethoxybenzoic acid

There total 27 articles about 2-Hydroxy-4,6-dimethoxybenzoic 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: 80.0%

3,5-dimethoxyphenol (500-99-2) + carbon dioxide (124-38-9,18923-20-1) → 2,4-dimethoxysalicylic acid (3187-19-7)

Guidance literature:

With sodium methylate; In methanol; at 120 ℃; for 12h; under 30400 Torr;

DOI:10.1016/S0040-4020(99)00302-6

Reference yield: 65.0%

carbon dioxide (124-38-9,18923-20-1) + 3-bromo-3,5-dimethoxyphenol (121449-70-5) → 2,4-dimethoxysalicylic acid (3187-19-7)

Guidance literature:

3-bromo-3,5-dimethoxyphenol; With n-butyllithium; In tetrahydrofuran; hexane; at -25 ℃; for 2h;

carbon dioxide; In tetrahydrofuran; dichloromethane; at 20 ℃; Further stages.;

DOI:10.1021/jo0012445

Reference yield: 62.0%

acetic anhydride (108-24-7) + 4'-Hydroxy-3',5,7-trimethoxy-flavyliumchlorid (89475-35-4) → 3-methoxy-4-hydroxybenzoic acid (121-34-6) + 2,4-dimethoxysalicylic acid (3187-19-7)

Guidance literature:

With ruthenium(IV) oxide; sodium periodate; 1) 5 h, room temp., pyridine; 2) acetic ester, water, 20 min : decomposition reaction;

upstream raw materials:

methyl 4,6-dimethoxysalicylate

1-(2-hydroxy-4,6-dimethoxyphenyl)-3-phenylpropenone

acetic anhydride

2,4'-Diacetoxy-3',4,6-trimethoxy-chalkon

Downstream raw materials:

2-hydroxy-4,6-dimethoxy-benzoic acid 1-methyl-oct-7-enyl ester

1-(2-hydroxy-4,6-dimethoxyphenyl)pentan-1-one

2-hydroxy-4,6-dimethoxybenzoyl chloride

(2-hydroxy-4,6-dimethoxyphenyl)(2-(4-methoxyphenyl)benzofuran-3-yl)methanone

Refernces

• 1、 Ishikawa, Takahiro,Takagi, Michiyo,Kanou, Mamiko,Kawai, Shingo,Ohashi, Hideo. "Radical-capturing reaction of 5,7,3′,4′-tetramethylquercetin with the AIBN radical initiator". . p. 173 - 177. Retrieved 2007/10/03.
• 2、 Fuerstner, Alois,Seidel, Guenter,Kindler, Nicole. "Macrocycles by ring-closing-metathesis, XI: Syntheses of (R)-(+)- lasiodiplodin, zeranol and truncated salicylihalamides". . p. 8215 - 8230. Retrieved 2007/10/03.