3,5-Dichloro-2,6-dimethoxybenzoic acid

Base Information

• Chemical Name: 3,5-Dichloro-2,6-dimethoxybenzoic acid
• CAS No.: 73219-91-7
• Molecular Formula: C9H8Cl2O4
• Molecular Weight: 251.066
• Hs Code.: 2918990090
• European Community (EC) Number: 630-133-5
• DSSTox Substance ID: DTXSID10379198
• Nikkaji Number: J1.212.416C
• Wikidata: Q82168902
• Mol file: 73219-91-7.mol

Synonyms:3,5-dichloro-2,6-dimethoxybenzoic acid;73219-91-7;3,5-Dichloro-2,6-dimethoxybenzoicAcid;3,5-Dichloro-2,6-dimethoxy-benzoic acid;Maybridge1_001772;C9H8Cl2O4;Oprea1_675751;SCHEMBL1323406;HMS546I12;DTXSID10379198;JPIAALCEQSLBKF-UHFFFAOYSA-N;CCG-44342;MFCD00173910;AS-63658;CS-0181825;D4133;FT-0614532;T71276;J-511281;SR-01000634183-1

Chemical Property of 3,5-Dichloro-2,6-dimethoxybenzoic acid

Chemical Property:

• Vapor Pressure: 6.98E-06mmHg at 25°C
• Melting Point: 99-101°C
• Boiling Point: 362.3 °C at 760 mmHg
• Flash Point: 172.9 °C
• PSA: 55.76000
• Density: 1.443 g/cm³
• LogP: 2.70880
• Storage Temp.: 2-8°C
• Solubility.: DCM
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 249.9799641
• Heavy Atom Count: 15
• Complexity: 220

Purity/Quality:

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

3,5-Dichloro-2,6-dimethoxybenzoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C(=C(C=C1Cl)Cl)OC)C(=O)O
• Uses: 3,5-Dichloro-2,6-dimethoxybenzoic Acid is an intermediate in the synthesis of doapmine D2 receptor antagonists.

Technology Process of 3,5-Dichloro-2,6-dimethoxybenzoic acid

There total 5 articles about 3,5-Dichloro-2,6-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: 78.0%

methyl 3,5-dichloro-2,6-dimethoxybenzoate (90793-91-2) → 2,6-dimethoxy-3,5-dichlorobenzoic acid (73219-91-7)

Guidance literature:

With potassium hydroxide; In water; dimethyl sulfoxide; at 80 - 90 ℃; for 24h;

DOI:10.1071/CH9901773

Reference yield: 60.0%

2-6-dimethoxybenzoic acid (1466-76-8) → 2,6-dimethoxy-3,5-dichlorobenzoic acid (73219-91-7)

Guidance literature:

With sulfuryl dichloride; In chloroform; for 0.5h; Heating;

DOI:10.1021/jm00353a003

Reference yield:

methyl 2,6-dihydroxybenzoate (2150-45-0) → 2,6-dimethoxy-3,5-dichlorobenzoic acid (73219-91-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 61 percent / sulfuryl chloride / diethyl ether / 2 h / Ambient temperature

2: 90 percent / K₂CO₃ / acetone / 16 h / Ambient temperature

3: 78 percent / KOH / H₂O; dimethylsulfoxide / 24 h / 80 - 90 °C

With potassium hydroxide; sulfuryl dichloride; potassium carbonate; In diethyl ether; water; dimethyl sulfoxide; acetone;

DOI:10.1071/CH9901773

upstream raw materials:

2-6-dimethoxybenzoic acid

methyl 3,5-dichloro-2,6-dimethoxybenzoate

methyl 2,6-dihydroxybenzoate

methyl 3,5-dichloro-2,6-dihydroxybenzoate

Downstream raw materials:

3,5-dichloro-2,3',6,6'-tetramethoxy-2',4'-dimethylbenzophenone

3,5-dichloro-2,6-dimethoxybenzoic acid chloride

1,5-dichloro-3-iodo-2,4-dimethoxybenzene

(-)-A 32559

Refernces

• 1、 Elix, John A.,Portelli, Victor J.. "A Synthesis of the Lichen Xanthone Thiomelin". . p. 1773 - 1778. Retrieved 2007/10/02.
• 2、 -. "2,6-Dialkoxybenzamides, intermediates, pharamaceutical compositions and methods for treatment of psychotic disorders". . . Retrieved 2008/06/13.