3-Bromo-5-hydroxy-4-methoxybenzoic acid

Base Information

• Chemical Name: 3-Bromo-5-hydroxy-4-methoxybenzoic acid
• CAS No.: 52783-66-1
• Molecular Formula: C8H7BrO4
• Molecular Weight: 247.045
• ChEMBL ID: CHEMBL89826
• DSSTox Substance ID: DTXSID10513191
• Metabolomics Workbench ID: 143539
• Nikkaji Number: J2.069.321E
• Wikidata: Q82372856
• Mol file: 52783-66-1.mol

Synonyms:3-Bromo-5-hydroxy-4-methoxybenzoic acid;52783-66-1;CHEMBL89826;Benzoic acid, 3-bromo-5-hydroxy-4-methoxy-;3-bromo-5-hydroxy-4-methoxy benzoic acid;XKPMZMJYQDNWDG-UHFFFAOYSA-;DTXSID10513191;CCA78366;BDBM50405314;MFCD23701476;AKOS016009196;DS-3704;3-Bromo-5-hydroxy-4-methoxybenzoicacid;CS-0041474;FT-0699465;F19875;InChI=1/C8H7BrO4/c1-13-7-5(9)2-4(8(11)12)3-6(7)10/h2-3,10H,1H3,(H,11,12)

Chemical Property of 3-Bromo-5-hydroxy-4-methoxybenzoic acid

Chemical Property:

• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 245.95277
• Heavy Atom Count: 13
• Complexity: 197

Purity/Quality:

97% ^*data from raw suppliers

3-Bromo-5-hydroxy-4-methoxybenzoic acid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1Br)C(=O)O)O

Technology Process of 3-Bromo-5-hydroxy-4-methoxybenzoic acid

There total 2 articles about 3-Bromo-5-hydroxy-4-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: 43.0%

3-hydroxy-5-iodo-4-methoxybenzaldehyde (54246-07-0) → 3-bromo-5-hydroxy-4-methoxybenzoic acid (52783-66-1)

Guidance literature:

With sodium hydroxide; silver nitrate; at 55 ℃; for 0.25h;

DOI:10.1021/jm00345a012

Reference yield:

3-bromo-4,5-dihydroxybenzaldehyde (16414-34-9) → 3-bromo-5-hydroxy-4-methoxybenzoic acid (52783-66-1)

Guidance literature:

Multi-step reaction with 2 steps

1: dioxane; diethyl ether

2: AgO, aq. NaOH

With silver(II) oxide; sodium hydroxide; In 1,4-dioxane; diethyl ether;

DOI:10.1002/bscb.19740830304

Reference yield: 91.0%

3-bromo-5-hydroxy-4-methoxybenzoic acid (52783-66-1) + benzyl bromide (100-39-0) → benzyl 3-(benzyloxy)-5-bromo-4-methoxybenzoate

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 12h;

DOI:10.1021/acs.jmedchem.9b00522

upstream raw materials:

3-hydroxy-5-iodo-4-methoxybenzaldehyde

3-bromo-4,5-dihydroxybenzaldehyde

Downstream raw materials:

Isovanillic acid

3-bromo-5-hydroxy-4-methoxy-benzoic acid methyl ester