3,5-Dimethoxysalicylic acid

Base Information

• Chemical Name: 3,5-Dimethoxysalicylic acid
• CAS No.: 61637-60-3
• Molecular Formula: C9H10O5
• Molecular Weight: 198.175
• Hs Code.: 2918990090
• European Community (EC) Number: 262-880-4
• DSSTox Substance ID: DTXSID50210652
• Nikkaji Number: J279.707K
• Wikidata: Q83085420
• Mol file: 61637-60-3.mol

Synonyms:2-hydroxy-3,5-dimethoxybenzoic acid;3,5-Dimethoxysalicylic acid;61637-60-3;EINECS 262-880-4;SCHEMBL4959972;DTXSID50210652;hydroxy-3,5-dimethoxybenzoic acid;2-hydroxy-3,5-dimethoxybenzoicacid;CS-0454290

Chemical Property of 3,5-Dimethoxysalicylic acid

Chemical Property:

• Vapor Pressure: 2.99E-06mmHg at 25°C
• Boiling Point: 373.8°C at 760 mmHg
• Flash Point: 152.4°C
• PSA: 75.99000
• Density: 1.335g/cm³
• LogP: 1.10760
• XLogP3: 1.9
• 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:

97% ^*data from raw suppliers

2-Hydroxy-3,5-dimethoxybenzoicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C(=C1)OC)O)C(=O)O

Technology Process of 3,5-Dimethoxysalicylic acid

There total 7 articles about 3,5-Dimethoxysalicylic 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: 75.0%

2,3,5-trimethoxybenzoic acid (36873-96-8) → 3,5-dimethoxysalicylic acid (61637-60-3)

Guidance literature:

With boron trichloride; In dichloromethane; at -70 ℃;

Reference yield:

methyl 3,5-dimethoxybenzoate (2150-37-0) → 3,5-dimethoxysalicylic acid (61637-60-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 4.402 g / NBS / acetonitrile / 0 - 20 °C

2: aq. K₂CO₃; Bu₄NBr / 9 h / Heating

3: Cu; pyridine; H₂O / 13 h / Heating

With pyridine; N-Bromosuccinimide; tetrabutylammomium bromide; water; copper; potassium carbonate; In acetonitrile;

DOI:10.1021/ol071085c

Reference yield:

3,5-dimethoxybenzoic acid (1132-21-4) → 3,5-dimethoxysalicylic acid (61637-60-3)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂SO₄ / 24 h / Heating

2: 4.402 g / NBS / acetonitrile / 0 - 20 °C

3: aq. K₂CO₃; Bu₄NBr / 9 h / Heating

4: Cu; pyridine; H₂O / 13 h / Heating

With pyridine; N-Bromosuccinimide; sulfuric acid; tetrabutylammomium bromide; water; copper; potassium carbonate; In acetonitrile;

DOI:10.1021/ol071085c

upstream raw materials:

2,3,5-trimethoxybenzoic acid

2,3,5-trihydroxybenzoic acid

dimethyl sulfate

2-bromo-3,5-dimethoxybenzoic acid

Downstream raw materials:

3,5-dimethoxysalicylic alcohol

2',5-dihydroxy-3',5',6,7-tetramethoxyflavone

2-(2'-benzyloxy-3',5'-dimethoxybenzoyloxy)-4,5,6-trimethoxyacetophenone

1-(2-Benzyloxy-3,5-dimethoxy-phenyl)-3-(6-hydroxy-2,3,4-trimethoxy-phenyl)-propane-1,3-dione