3-Bromo-2-hydroxybenzoic acid

Base Information

• Chemical Name: 3-Bromo-2-hydroxybenzoic acid
• CAS No.: 3883-95-2
• Molecular Formula: C7H5BrO3
• Molecular Weight: 217.019
• Hs Code.: 2918290000
• European Community (EC) Number: 630-046-2
• DSSTox Substance ID: DTXSID20334495
• Nikkaji Number: J1.240.923K
• Wikidata: Q72456821
• ChEMBL ID: CHEMBL389725
• Mol file: 3883-95-2.mol

Synonyms:3-Bromo-2-hydroxybenzoic acid;3883-95-2;3-bromosalicylic acid;3-bromo-2-hydroxybenzoicacid;3-Bromo-2-hydroxy-benzoic acid;CHEMBL389725;MFCD03265705;SCHEMBL438501;DTXSID20334495;BCP22306;BBL018907;BDBM50219493;CL8069;STL138423;AKOS005166744;AM84125;CS-W004936;FS-2799;AC-28544;A6545;FT-0647516;EN300-71404;J-511872;Z367679360

Chemical Property of 3-Bromo-2-hydroxybenzoic acid

Chemical Property:

• Vapor Pressure: 0.000469mmHg at 25°C
• Melting Point: 219-220 °C
• Refractive Index: 1.654
• Boiling Point: 301.4 °C at 760 mmHg
• PKA: 2.43±0.10(Predicted)
• Flash Point: 136.1 °C
• PSA: 57.53000
• Density: 1.861 g/cm³
• LogP: 1.85290
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: Methanol, DMSO
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 215.94221
• Heavy Atom Count: 11
• Complexity: 160

Purity/Quality:

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

3-Bromo-2-hydroxybenzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)Br)O)C(=O)O
• Uses: 3-Bromo-2-hydroxybenzoic Acid is a potential an intermediate formed in the synthesis of 3-[4-(2-Pyridylsulfamoyl)phenyl] Sulfasalazine (P995810), an impurity of Sulfasalazine (S699084), an anti-inflammatory (gastrointestinal). Sulfasalazine has been used in granulomatous colitis.

Technology Process of 3-Bromo-2-hydroxybenzoic acid

There total 30 articles about 3-Bromo-2-hydroxybenzoic 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: 100.0%

3-bromo-2-hydroxy-thiobenzoic acid S-methyl ester (854914-90-2) → 3-bromosalicylic acid (3883-95-2)

Guidance literature:

With lithium hydroxide; In methanol; at 20 ℃; for 6h;

DOI:10.1039/b316802f

Reference yield: 97.0%

carbon dioxide (124-38-9,18923-20-1) + 1,3-dibromo-2-(methoxymethoxy)benzene (142273-81-2) → 3-bromosalicylic acid (3883-95-2)

Guidance literature:

1,3-dibromo-2-(methoxymethoxy)benzene; With tert.-butyl lithium; In tetrahydrofuran; pentane; at -78 ℃; for 1.5h;

carbon dioxide; In tetrahydrofuran; pentane; at -78 ℃; for 1.5h;

With hydrogenchloride; In tetrahydrofuran; pentane; at 20 ℃;

DOI:10.1139/cjc-79-11-1541

Reference yield: 80.0%

3-bromo-2-hydroxy-benzoic acid tert-butyl ester → 3-bromosalicylic acid (3883-95-2)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 16h;

upstream raw materials:

tetrachloromethane

2-hydroxybromobenzene

3-bromo-2-hydroxy-5-sulfobenzoic acid

3-bromo-2-hydroxybenzamide

Downstream raw materials:

2-(3-bromo-2-hydroxy-phenyl)-benzothiazole

methyl 3-bromo-2-methoxybenzoate

carbon dioxide

2-hydroxybromobenzene

Refernces

• 1、 Hecker, Scott J.,Reddy, K. Raja,Lomovskaya, Olga,Griffith, David C.,Rubio-Aparicio, Debora,Nelson, Kirk,Tsivkovski, Ruslan,Sun, Dongxu,Sabet, Mojgan,Tarazi, Ziad,Parkinson, Jonathan,Totrov, Maxim,Boyer, Serge H.,Glinka, Tomasz W.,Pemberton, Orville A.,Chen, Yu,Dudley, Michael N.. "Discovery of Cyclic Boronic Acid QPX7728, an Ultrabroad-Spectrum Inhibitor of Serine and Metallo-β-lactamases". . p. 7491 - 7507. Retrieved 2020/08/21.
• 2、 -. "BORONIC ACID DERIVATIVES AND THERAPEUTIC USES THEREOF". Paragraph 0174; 0177. . Retrieved 2019/11/12.