3-Bromo-4,5-dimethoxybenzoic acid

Base Information

• Chemical Name: 3-Bromo-4,5-dimethoxybenzoic acid
• CAS No.: 20731-48-0
• Molecular Formula: C9H9BrO4
• Molecular Weight: 261.072
• Hs Code.: 2918990090
• European Community (EC) Number: 834-010-9
• DSSTox Substance ID: DTXSID90384740
• Wikidata: Q82177073
• Mol file: 20731-48-0.mol

Synonyms:3-bromo-4,5-dimethoxybenzoic acid;20731-48-0;3-bromo-4,5-dimethoxy-benzoic Acid;SCHEMBL1204414;DTXSID90384740;ZODURELBYVOPGP-UHFFFAOYSA-N;HMS1664D22;BBL034723;MFCD00094247;STK505717;AKOS005171961;CCG-253697;AC-12534;VS-12650;B5252;BB 0256402;CS-0214871;FT-0638037;EN300-200272;T70547;A814843;J-511905;BRD-K96980748-001-01-8;Z441850822

Chemical Property of 3-Bromo-4,5-dimethoxybenzoic acid

Chemical Property:

• Vapor Pressure: 3.32E-05mmHg at 25°C
• Melting Point: 193.0 to 197.0 °C
• Refractive Index: 1.566
• Boiling Point: 340.5 °C at 760 mmHg
• Flash Point: 159.7 °C
• PSA: 55.76000
• Density: 1.571 g/cm³
• LogP: 2.16450
• Solubility.: soluble in Methanol
• 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:

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

3-Bromo-4,5-dimethoxybenzoic Acid >98.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 3-Bromo-4,5-dimethoxybenzoic acid

There total 18 articles about 3-Bromo-4,5-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: 90.0%

5-bromoveratralaldehyde (6948-30-7) → 3-bromo-4,5-dimethoxybenzoic acid (20731-48-0)

Guidance literature:

5-bromoveratralaldehyde; With sodium hydrogencarbonate; at 90 ℃; for 0.166667h;

With potassium permanganate; at 20 ℃; for 1h;

DOI:10.1124/dmd.119.087460

Reference yield:

Veratric acid (93-07-2) → 3-bromo-4,5-dimethoxybenzoic acid (20731-48-0)

Guidance literature:

With bromine; In tetrachloromethane; at 50 ℃; for 24h;

DOI:10.2174/1573406411309020013

Reference yield:

5-bromo-4-hydroxy-3-methoxybenzaldehyde (2973-76-4) → 3-bromo-4,5-dimethoxybenzoic acid (20731-48-0)

Guidance literature:

Multi-step reaction with 2 steps

1: durch Methylierung

2: permanganate

With permanganate(VII) ion;

upstream raw materials:

5-bromoveratralaldehyde

methyl 5-bromo-3,4-dimethoxybenzoate

3-bromo-4,5-dimethoxybenzonitrile

4,5-Dimethoxy-3-nitrobenzoic acid

Downstream raw materials:

methyl 5-bromo-3,4-dimethoxybenzoate

3-bromo-4,5-dimethoxy-benzoic acid-(2-diethylamino-ethyl ester); hydrochloride

3-hydroxy-4,5-dimethoxybenzoic acid

3-bromo-4,5-dimethoxybenzoyl chloride

Refernces

• 1、 Wang, Hui,Wang, Wenbao,Gong, Bowen,Wang, Zedan,Feng, Yukun,Zhang, Weige,Wang, Shaojie,Peng, Ying,Zheng, Jiang. "Glutathione conjugation and protein adduction derived from oxidative debromination of benzbromarone in mice". . p. 1281 - 1290. Retrieved 2019/11/20.
• 2、 Zhang, Renshuai,Yu, Rilei,Xu, Qi,Li, Xiangqian,Luo, Jiao,Jiang, Bo,Wang, Lijun,Guo, Shuju,Wu, Ning,Shi, Dayong. "Discovery and evaluation of the hybrid of bromophenol and saccharide as potent and selective protein tyrosine phosphatase 1B inhibitors". . p. 24 - 33. Retrieved 2017/04/11.