3-Bromo-2,5-dimethoxybenzoic acid

Base Information

• Chemical Name: 3-Bromo-2,5-dimethoxybenzoic acid
• CAS No.: 100940-12-3
• Molecular Formula: C9H9 Br O4
• Molecular Weight: 261.072
• European Community (EC) Number: 847-109-7
• DSSTox Substance ID: DTXSID40544711
• Wikidata: Q82421941
• Mol file: 100940-12-3.mol

Synonyms:3-bromo-2,5-dimethoxybenzoic acid;100940-12-3;3-Bromo-2,5-dimethoxybenzoicacid;Benzoic acid, 3-bromo-2,5-dimethoxy-;SCHEMBL5243236;DTXSID40544711;AGCIKSLLGORHBC-UHFFFAOYSA-N;AKOS005151333;NCGC00339262-01;3-BROMO-2,5-DIMETHOXY-BENZOIC ACID;EN300-26830;3-bromo-2,5-dimethoxybenzoic acid, AldrichCPR;G24266;AB01331735-02;Z234894068

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

Chemical Property:

• 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%min ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

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

There total 13 articles about 3-Bromo-2,5-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: 76.0%

carbon dioxide (124-38-9,18923-20-1) + 2,6-dibromo-1,4-dimethoxybenzene (74076-59-8) → 2,5-dimethoxy-3-bromobenzoic acid (100940-12-3)

Guidance literature:

2,6-dibromo-1,4-dimethoxybenzene; With isopropylmagnesium chloride; In tetrahydrofuran; at 0 - 23 ℃; for 20h; Inert atmosphere;

carbon dioxide; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere;

DOI:10.1002/anie.201913563

Reference yield:

3-bromo-2,5-dimethoxy-benzoic acid methyl ester (204849-21-8) → 2,5-dimethoxy-3-bromobenzoic acid (100940-12-3)

Guidance literature:

3-bromo-2,5-dimethoxy-benzoic acid methyl ester; With methanol; sodium hydroxide; water; In tetrahydrofuran; at 20 ℃; Heating / reflux;

With hydrogenchloride; pH=1;

Reference yield:

3-bromo-2,5-dihydroxy-benzoic acid (33851-43-3) + methyl iodide (74-88-4) → 2,5-dimethoxy-3-bromobenzoic acid (100940-12-3)

Guidance literature:

With sodium hydroxide; at 100 ℃; im Druckrohr;

DOI:10.1007/BF01519683

upstream raw materials:

3-bromo-2,5-dimethoxybenzaldehyde

3-bromo-2,5-dihydroxy-benzoic acid

methyl iodide

2-hydroxy-5-methoxybenzaldehyde

Downstream raw materials:

(3-Bromo-2,5-dimethoxy-phenyl)-methanol

1-(2,5-dimethoxy-3-bromobenzoyl)-4-formylpiperazine

3-bromo-2,5-dimethoxybenzoyl chloride

Refernces

• 1、 Coombs, Gavin,Sak, Marcus H.,Miller, Scott J.. "Peptide-Catalyzed Fragment Couplings that Form Axially Chiral Non-C2-Symmetric Biaryls". . p. 2875 - 2880. Retrieved 2020/01/24.
• 2、 -. "Tetracyclic compounds as estrogen ligands". Page/Page column 12; 18. . Retrieved 2010/02/15.