2-Bromo-5-methoxybenzoic acid

Base Information

• Chemical Name: 2-Bromo-5-methoxybenzoic acid
• CAS No.: 22921-68-2
• Molecular Formula: C8H7BrO3
• Molecular Weight: 231.046
• Hs Code.: 29189900
• European Community (EC) Number: 245-329-2
• DSSTox Substance ID: DTXSID80177466
• Nikkaji Number: J267.213H
• Wikidata: Q72446093
• Mol file: 22921-68-2.mol

Synonyms:2-Bromo-5-methoxybenzoic acid;22921-68-2;2-Bromo-5-methoxybenzoicacid;Benzoic acid, 2-bromo-5-methoxy-;MFCD00020214;5-Methoxy-2-bromobenzoic acid;EINECS 245-329-2;6-Bromo-m-anisic acid;2-bromo-5-methoxy-benzoic acid;SCHEMBL227238;2-bromo-5-methoxy benzoic acid;DTXSID80177466;2-bromo-5-(methyloxy)benzoic acid;STR03486;CL8029;2-Bromo-5-methoxybenzoic acid, 98%;AKOS000120615;AC-2588;CS-W012953;FS-3346;SY002265;A4866;AM20050234;B3846;FT-0621001;EN300-21064;AJ-333/09217059;J-014903;F2190-0006;Z104487486

Chemical Property of 2-Bromo-5-methoxybenzoic acid

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 4E-05mmHg at 25°C
• Melting Point: 157-159 °C(lit.)
• Boiling Point: 337.8 °C at 760 mmHg
• PKA: 2.73±0.10(Predicted)
• Flash Point: 158.1 °C
• PSA: 46.53000
• Density: 1.625 g/cm³
• LogP: 2.15590
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform, DMSO, Methanol
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 229.95786
• Heavy Atom Count: 12
• Complexity: 172

Purity/Quality:

99% ^*data from raw suppliers

2-Bromo-5-methoxybenzoic Acid ^*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: R36/37/38:Irritating to eyes, respiratory system and skin.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S36:Wear suitable prot

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1)Br)C(=O)O
• Uses: 2-Bromo-5-methoxybenzoic Acid, is an intermediate in the synthesis of more complex pharmaceutical and biologically active compounds. It is used in the synthesis of benzylisothioureas as potent divalent metal transporter 1 (DMT1) inhibitors. 2-Bromo-5-methoxybenzoic acid is suitable for use in the syntheses of urolithin derivatives. It may be used in the synthesis of the following:substituted aminobenzacridines8-chloro-2-methoxydibenzo[b,f]thiepin-10(11H)-one and its 3-methoxy derivativeisoindolinone derivatives

Technology Process of 2-Bromo-5-methoxybenzoic acid

There total 31 articles about 2-Bromo-5-methoxybenzoic 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%

2-bromo-5-methoxy-benzaldehyde (7507-86-0) → 2-bromo-5-methoxy-benzoic acid (22921-68-2)

Guidance literature:

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In tetrahydrofuran; water; tert-butyl alcohol; at 20 ℃; for 1.16667h;

DOI:10.1016/j.bmcl.2018.10.023

Reference yield: 96.0%

2-Bromo-5-methoxybenzyl alcohol (150192-39-5) → 2-bromo-5-methoxy-benzoic acid (22921-68-2)

Guidance literature:

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium chlorite; In acetonitrile; at 35 ℃; pH 6.7;

DOI:10.1021/jo982143y

Reference yield: 72.0%

3-Methoxybenzoic acid (586-38-9) → C8H6Br2O3 + 2-bromo-5-methoxy-benzoic acid (22921-68-2)

Guidance literature:

With [bis(acetoxy)iodo]benzene; iodine; In 1,2-dichloro-ethane; at 20 ℃; for 1h;

3-Methoxybenzoic acid; With tetrabutylammomium bromide; palladium diacetate; In 1,2-dichloro-ethane; at 100 ℃; for 24h;

DOI:10.1002/anie.200705613

upstream raw materials:

4-bromo-3-methylanisole

2-bromo-5-methoxy-benzaldehyde

5-methoxy-2-sulfo-benzoic acid

2-bromo-5-methoxybenzonitrile

Downstream raw materials:

2-(carboxymethyl)-5-methoxybenzoic acid

5-methoxy-2-[1]naphthylamino-benzoic acid

2-(2,4-dichloro-anilino)-5-methoxy-benzoic acid

5-methoxy-2-[(4-methoxyphenyl)amino]benzoic acid