Methyl 3,5-dibromo-4-hydroxybenzoate

Base Information

• Chemical Name: Methyl 3,5-dibromo-4-hydroxybenzoate
• CAS No.: 41727-47-3
• Molecular Formula: C8H6Br2O3
• Molecular Weight: 309.942
• Hs Code.: 2918290000
• European Community (EC) Number: 255-521-8
• DSSTox Substance ID: DTXSID90194523
• Nikkaji Number: J267.309F
• Wikidata: Q83067297
• Mol file: 41727-47-3.mol

Synonyms:Methyl 3,5-dibromo-4-hydroxybenzoate;41727-47-3;3,5-Dibromo-4-hydroxybenzoic Acid Methyl Ester;EINECS 255-521-8;MFCD00016416;3,5-dibromo-4-hydroxy-benzoic acid methyl ester;methyl 3,5-bis(bromanyl)-4-oxidanyl-benzoate;Boc-5-Aminovalericacid;SCHEMBL282481;F0392-0094;IFLab1_001630;DTXSID90194523;HMS1416K02;STK749187;AKOS001776659;NCGC00329476-01;AS-62712;methyl-3,5-DIBROMO-4-HYDROXYBENZOATE;D2501;FT-0614498;AB01323307-02;A825636;A825804;A873013;SR-01000509707;SR-01000509707-1;Benzoic acid, 3,5-dibromo-4-hydroxy-, methyl ester

Chemical Property of Methyl 3,5-dibromo-4-hydroxybenzoate

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 0.000775mmHg at 25°C
• Melting Point: 123-125 °C(lit.)
• Refractive Index: 1.616
• Boiling Point: 297.2 °C at 760 mmHg
• Flash Point: 133.5 °C
• PSA: 46.53000
• Density: 1.96 g/cm³
• LogP: 2.70380
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: Slightly soluble in water.
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 309.86632
• Heavy Atom Count: 13
• Complexity: 186

Purity/Quality:

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

Methyl3,5-Dibromo-4-hydroxybenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC(=C(C(=C1)Br)O)Br
• Uses: Methyl 3,5-dibromo-4-hydroxybenzoate is used to produce 4-hydroxy-3,5-di-pyridin-2-yl-benzoic acid methyl ester at temperature of 90-100°C.

Technology Process of Methyl 3,5-dibromo-4-hydroxybenzoate

There total 7 articles about Methyl 3,5-dibromo-4-hydroxybenzoate 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: 95.0%

methyl 4-hydroxylbenzoate (99-76-3,156291-94-0) → methyl 3,5-dibromo-4-hydroxybenzoate (41727-47-3)

Guidance literature:

With benzyltrimethylammonium tribromide; calcium carbonate; In methanol; dichloromethane;

DOI:10.1246/bcsj.62.3373

Reference yield: 95.0%

methanol (67-56-1) + 3,5-dibromo-4-hydroxybenzoic acid (3337-62-0) → methyl 3,5-dibromo-4-hydroxybenzoate (41727-47-3)

Guidance literature:

With acetyl chloride; for 18h; Ambient temperature;

DOI:10.1002/jlcr.2580360105

Reference yield: 94.0%

methanol (67-56-1) + 4-hydroxy-benzoic acid (99-96-7) → methyl 3,5-dibromo-4-hydroxybenzoate (41727-47-3)

Guidance literature:

methanol; 4-hydroxy-benzoic acid; With thionyl chloride; for 12h; Reflux;

With bromine; In methanol; at -20 - 20 ℃;

upstream raw materials:

methanol

3,5-dibromo-4-hydroxybenzoic acid

methyl 4-hydroxylbenzoate

diazomethane

Downstream raw materials:

methyl 3,5-dibromo-4-(di-tert-butyl((2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenyloxy)silyloxy)benzoate

3,5-dibromo-4-ethoxybenzoic acid

4-acetoxy-3,5-dibromobenzoic acid

4-(3,5-dibromo-4-ethoxybenzamido)benzoic acid

Refernces

• 1、 -. "IMPROVED PROCESSES FOR THE PREPARATION OF SOFOSBUVIR AND INTERMEDIATES THEREOF". Paragraph 00112. . Retrieved 2016/12/22.
• 2、 Zhang,Man Kin Tse,Kin Shing Chan. "Synthesis of binucleating ligands of pyridylphenol". . p. 1129 - 1139. Retrieved 2007/10/03.