5-Bromo-2,3-dimethoxybenzoic acid

Base Information

• Chemical Name: 5-Bromo-2,3-dimethoxybenzoic acid
• CAS No.: 72517-23-8
• Molecular Formula: C9H9 Br O4
• Molecular Weight: 261.072
• Hs Code.: 2918990090
• NSC Number: 281247
• DSSTox Substance ID: DTXSID30314203
• Wikidata: Q82065822
• Mol file: 72517-23-8.mol

Synonyms:5-bromo-2,3-dimethoxybenzoic acid;72517-23-8;5-BROMO-2,3-DIMETHOXY-BENZOIC ACID;MFCD01321078;5-Bromo-2,3-dimethoxybenzoicacid;NSC281247;SCHEMBL1188761;DTXSID30314203;AKOS005151363;CS-W004235;NSC 281247;NSC-281247;DS-16068;SY077048

Chemical Property of 5-Bromo-2,3-dimethoxybenzoic acid

Chemical Property:

• Vapor Pressure: 1.94E-05mmHg at 25°C
• Melting Point: 120 °C
• Boiling Point: 348.1°Cat760mmHg
• PKA: 3.58±0.10(Predicted)
• Flash Point: 164.3°C
• PSA: 55.76000
• Density: 1.571g/cm³
• LogP: 2.16450
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 259.96842
• Heavy Atom Count: 14
• Complexity: 209

Purity/Quality:

99% ^*data from raw suppliers

5-Bromo-2,3-dimethoxybenzoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1OC)C(=O)O)Br

Technology Process of 5-Bromo-2,3-dimethoxybenzoic acid

There total 17 articles about 5-Bromo-2,3-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: 89.0%

2,3-dihydroxy-5-bromobenzoic acid (72517-15-8) + dimethyl sulfate (77-78-1) → 5-bromo-2,3-dimethoxybenzoic acid (72517-23-8)

Guidance literature:

2,3-dihydroxy-5-bromobenzoic acid; dimethyl sulfate; With potassium carbonate; In acetone; at 60 ℃; for 20h; Inert atmosphere;

With sodium hydroxide; In methanol; water; acetone; at 70 ℃; for 2h; regioselective reaction; Inert atmosphere;

DOI:10.1002/chem.201502475

Reference yield: 86.0%

methyl 5-bromo-2,3-dimethoxybenzoate (83131-08-2) → 5-bromo-2,3-dimethoxybenzoic acid (72517-23-8)

Guidance literature:

With sodium hydroxide; In methanol; water; Heating;

Reference yield: 80.0%

5-bromo-2,3-dimethoxybenzaldehyde (71295-21-1) → 5-bromo-2,3-dimethoxybenzoic acid (72517-23-8)

Guidance literature:

With potassium permanganate; In water; for 5h; Heating;

upstream raw materials:

5-bromo-2,3-dimethoxybenzaldehyde

(5-bromo-2,3-dimethoxyphenyl)methanol

5-bromo-2,3-dimethoxytoluene

magnesium sulfate

Downstream raw materials:

5-bromo-2,3-dimethoxy-N-<1-(tert-butyloxycarbonyl)piperidin-4-yl>benzamide

5-bromo-2,3-dimethoxybenzoic acid chloride

5-bromo-2,3-dimethoxyaniline

5-[(5-bromo-2,3-dimethoxyphenylamino)methylene]-2,2-dimethyl-1,3-dioxane-4,6-dione

Refernces

• 1、 Abbiati, Giorgio,Doda, Arjana,Dell'Acqua, Monica,Pirovano, Valentina,Facoetti, Diego,Rizzato, Silvia,Rossi, Elisabetta. "Synthesis of two unnatural oxygenated aaptaminoids". . p. 10461 - 10467. Retrieved 2013/01/15.
• 2、 Stark, Daniela,Piel, Markus,Huebner, Harald,Gmeiner, Peter,Gruender, Gerhard,Roesch, Frank. "In vitro affinities of various halogenated benzamide derivatives as potential radioligands for non-invasive quantification of D2-like dopamine receptors". . p. 6819 - 6829. Retrieved 2008/03/27.