Methyl 4-bromo-3-hydroxybenzoate

Base Information

• Chemical Name: Methyl 4-bromo-3-hydroxybenzoate
• CAS No.: 106291-80-9
• Molecular Formula: C8H7BrO3
• Molecular Weight: 231.046
• Hs Code.: 2918290000
• European Community (EC) Number: 689-860-1
• DSSTox Substance ID: DTXSID10423741
• Nikkaji Number: J2.365.621C
• Mol file: 106291-80-9.mol

Synonyms:methyl 4-bromo-3-hydroxybenzoate;106291-80-9;4-Bromo-3-hydroxybenzoic Acid Methyl Ester;4-Bromo-3-hydroxy-benzoic Acid Methyl Ester;Benzoic acid, 4-bromo-3-hydroxy-, methyl ester;MFCD08056372;ICCB1_000056;SCHEMBL353322;DTXSID10423741;BCP26526;AKOS005067618;AB43030;AM82996;CS-W007973;FS-3174;AC-28500;SY034465;3-Hydroxy-4-bromobenzoic acid methyl ester;4-Bromo-3-hydroxybenzoic acid, methyl ester;FT-0648245;M2246;EN300-198690;W-204606

Chemical Property of Methyl 4-bromo-3-hydroxybenzoate

Chemical Property:

• Vapor Pressure: 0.0002mmHg at 25°C
• Melting Point: 121-125 ºC
• Refractive Index: 1.585
• Boiling Point: 318 °C at 760 mmHg
• PKA: 7.61±0.10(Predicted)
• Flash Point: 146.1 °C
• PSA: 46.53000
• Density: 1.627 g/cm³
• LogP: 1.94130
• Storage Temp.: Keep Cold
• Solubility.: Chloroform, Dichloromethane, Methanol
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 229.95786
• Heavy Atom Count: 12
• Complexity: 172

Purity/Quality:

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

4-Bromo-3-hydroxybenzoicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC(=C(C=C1)Br)O
• Uses: Methyl 4-BroMo-3-hydroxybenzoate is a reactant used in the preparation of selective inhibitors.

Technology Process of Methyl 4-bromo-3-hydroxybenzoate

There total 8 articles about Methyl 4-bromo-3-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: 97.0%

4-bromo-3-hydroxybenzoic acid (14348-38-0) + dimethyl sulfate (77-78-1) → methyl 4-bromo-3-hydroxybenzoate (106291-80-9)

Guidance literature:

With potassium carbonate; In acetone; at 20 ℃;

DOI:10.1246/BCSJ.20200157

Reference yield: 96.0%

methanol (67-56-1) + 4-bromo-3-hydroxybenzoic acid (14348-38-0) → methyl 4-bromo-3-hydroxybenzoate (106291-80-9)

Guidance literature:

With sulfuric acid; Reflux;

DOI:10.1039/c2cc38176a

Reference yield: 94.0%

4-bromo-3-hydroxybenzoic acid (14348-38-0) → methyl 4-bromo-3-hydroxybenzoate (106291-80-9)

Guidance literature:

With sulfuric acid; In methanol; for 16h; Reflux;

DOI:10.3762/bjoc.12.219

upstream raw materials:

methanol

4-bromo-3-hydroxybenzoic acid

methyl 3-hydroxybenzoate

3-Carboxyphenol

Downstream raw materials:

methyl 4-bromo-3-methoxybenzoate

4-bromo-3-[2-(2,4-dichloro-phenyl)-ethoxy]-benzoic acid methyl ester

3-methoxy-4,4'-oxy-di-benzoic acid dimethyl ester

4-bromo-3-hydroxy-benzyl alcohol

Refernces

• 1、 García-Calvo, José,Kato, Takehiro,Matile, Stefan,Sakai, Naomi,Strakova, Karolina. "Mechanosensitive fluorescent probes, changing color like lobsters during cooking: Cascade switching variations". . p. 1401 - 1411. Retrieved 2020.
• 2、 Lin, Jian,Hu, Liuyu,Chen, Chao,Feng, Huijin,Yu, Yang,Yang, Yaxi,Zhou, Bing. "Rhodium-Catalyzed Twofold Unsymmetrical C-H Alkenylation-Annulation/Thiolation Reaction to Access Thiobenzofurans". supporting information. p. 1194 - 1198. Retrieved 2021/02/20.
• 3、 Hylland, Knut Tormodss?nn,?ien-?degaard, Sigurd,Tilset, Mats. "The Suzuki–Miyaura Cross-Coupling as the Key Step in the Synthesis of 2-Aminobiphenyls and 2,2'-Diaminobiphenyls: Application in the Synthesis of Schiff Base Complexes of Zn". supporting information. p. 4208 - 4226. Retrieved 2020/07/06.