Methyl 4-bromo-3,5-dimethoxybenzoate

Base Information

• Chemical Name: Methyl 4-bromo-3,5-dimethoxybenzoate
• CAS No.: 26050-64-6
• Molecular Formula: C10H11 Br O4
• Molecular Weight: 275.099
• Hs Code.: 2916399090
• European Community (EC) Number: 247-433-3
• UNII: QBO0R34RWA
• DSSTox Substance ID: DTXSID40180693
• Nikkaji Number: J308.380B
• Wikidata: Q83051285
• Mol file: 26050-64-6.mol

Synonyms:Methyl 4-bromo-3,5-dimethoxybenzoate;26050-64-6;4-bromo-3,5-dimethoxybenzoic acid methyl ester;Benzoic acid, 4-bromo-3,5-dimethoxy-, methyl ester;QBO0R34RWA;C10H11BrO4;EINECS 247-433-3;UNII-QBO0R34RWA;SCHEMBL731344;C10-H11-Br-O4;DTXSID40180693;HMS1601F10;AB9635;MFCD06628784;STK785806;AKOS001268576;Methyl 3,5-dimethoxy-4-bromobenzoate;Methyl 4-Bromo-3,5-Dimethoxy Benzoate;NCGC00325692-01;DS-12047;methyl 4-bromanyl-3,5-dimethoxy-benzoate;CS-0150626;FT-0656808;3,5-Dimethoxy-4-bromobenzoic acid methyl ester;AB00370788-03;A818154;AP-263/43280573;SR-01000297844;SR-01000297844-1;Z114050650

Chemical Property of Methyl 4-bromo-3,5-dimethoxybenzoate

Chemical Property:

• Vapor Pressure: 4.24E-05mmHg at 25°C
• Melting Point: 119-120 °C
• Boiling Point: 351°Cat760mmHg
• Flash Point: 166.1°C
• PSA: 44.76000
• Density: 1.436g/cm³
• LogP: 2.25290
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 273.98407
• Heavy Atom Count: 15
• Complexity: 208

Purity/Quality:

99% ^*data from raw suppliers

Methyl4-Bromo-3,5-dimethoxybenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 4-bromo-3,5-dimethoxybenzoate

There total 14 articles about Methyl 4-bromo-3,5-dimethoxybenzoate 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%

methanol (67-56-1) + 4-bromo-3,5-dimethoxybenzoic acid (56518-42-4) → methyl 4-bromo-3,5-dimethoxybenzoate (26050-64-6)

Guidance literature:

With sulfuric acid; for 16h; Reflux; Inert atmosphere;

DOI:10.1002/chem.201202764

Reference yield: 100.0%

3,5-dihydroxy-4-bromobenzoic acid (16534-12-6) + dimethyl sulfate (77-78-1) → methyl 4-bromo-3,5-dimethoxybenzoate (26050-64-6)

Guidance literature:

With potassium carbonate; In acetone; for 4.5h; Reflux;

DOI:10.1021/acs.joc.6b02307

Reference yield: 95.0%

Me2SO4 + 3,5-dihydroxy-4-bromobenzoic acid (16534-12-6) → methyl 4-bromo-3,5-dimethoxybenzoate (26050-64-6)

Guidance literature:

upstream raw materials:

diazomethane

4-bromo-3,5-dimethoxybenzoic acid

3,5-dihydroxy-4-bromobenzoic acid

dimethyl sulfate

Downstream raw materials:

methyl-4-cyano-3,5-dimethoxybenzoate

(4-(aminomethyl)-3,5-dimethoxyphenyl)methanol

4-bromo-3,5-dimethoxyphenyl acetic acid

methyl 2-(4-bromo-3,5-dimethoxyphenyl)acetate

Refernces

• 1、 Saeed, Aamer,Qasim, Muhammad,Simpson, Jim. "Br...O contacts and π-π Stacking dominate the packing in methyl 4-bromo-3,5-dimethoxybenzoate". . p. 790 - 793. Retrieved 2013.
• 2、 Efferth, Thomas,Geske, Leander,Kauhl, Ulrich,Opatz, Till,Saeed, Mohamed E. M.,Schüffler, Anja,Thines, Eckhard. "Xylochemical synthesis and biological evaluation of shancigusin c and bletistrin g". supporting information. . Retrieved 2021/06/16.
• 3、 -. "Btk INHIBITORS WITH IMPROVED DUAL SELECTIVITY". Paragraph 0082-0084. . Retrieved 2019/03/05.