Methyl 3,5-dibromo-2-hydroxybenzoate

Base Information

• Chemical Name: Methyl 3,5-dibromo-2-hydroxybenzoate
• CAS No.: 21702-79-4
• Molecular Formula: C8H6Br2O3
• Molecular Weight: 309.942
• Hs Code.: 2918290000
• European Community (EC) Number: 606-824-2
• DSSTox Substance ID: DTXSID60347645
• Nikkaji Number: J616.608C
• Wikidata: Q82121778
• Mol file: 21702-79-4.mol

Synonyms:Methyl 3,5-dibromo-2-hydroxybenzoate;21702-79-4;Benzoic acid, 3,5-dibromo-2-hydroxy-, methyl ester;3,5-DIBROMO-2-HYDROXYBENZOIC ACID METHYL ESTER;SCHEMBL17627594;DTXSID60347645;MFCD00017534;STK392172;AKOS000446919;Methyl 3,5-dibromo-2-hydroxybenzoate #;NCGC00332169-01;AS-62972;METHYL3,5-DIBROMO-2-HYDROXYBENZOATE;CS-0206926;FT-0628508;F87464;AB01326200-02;A815620

Chemical Property of Methyl 3,5-dibromo-2-hydroxybenzoate

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 0.00199mmHg at 25°C
• Melting Point: 146-156 °C
• Refractive Index: 1.616
• Boiling Point: 282.3 °C at 760 mmHg
• Flash Point: 124.5 °C
• PSA: 46.53000
• Density: 1.96 g/cm³
• LogP: 2.70380
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 309.86632
• Heavy Atom Count: 13
• Complexity: 198

Purity/Quality:

98% ^*data from raw suppliers

Methyl 3,5-dibromo-2-hydroxybenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 36/37/38-25
• Safety Statements: 24/25-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C(=CC(=C1)Br)Br)O
• Uses: Methyl 3,5-Dibromo-2-hydroxybenzoate is used in preparation of Haloarenes via Halogenation of Phenol derivatives.

Technology Process of Methyl 3,5-dibromo-2-hydroxybenzoate

There total 11 articles about Methyl 3,5-dibromo-2-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%

methyl salicylate (119-36-8,8024-54-2) → 3,5-dibromo-2-hydroxymethyl benzoate (21702-79-4)

Guidance literature:

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

DOI:10.1246/bcsj.62.3373

Reference yield:

methyl salicylate (119-36-8,8024-54-2) → 3,5-dibromo-2-hydroxymethyl benzoate (21702-79-4) + 5-bromo-2-hydroxy-benzoic acid methyl ester (4068-76-2)

Guidance literature:

With bromine;

Reference yield:

bromine (7726-95-6) + methyl salicylate (119-36-8,8024-54-2) → 3,5-dibromo-2-hydroxymethyl benzoate (21702-79-4) + 5-bromo-2-hydroxy-benzoic acid methyl ester (4068-76-2)

Guidance literature:

upstream raw materials:

methanol

3,5-dibromosalicylic acid

3,5-dibromo-2-hydroxy-benzoyl chloride

methyl salicylate

Downstream raw materials:

(3,5-dibromo-2-methoxy-phenyl)-diphenyl-methanol

5-(3,5-Dibromo-2-hydroxy-phenyl)-3-[(2,6-dichloro-phenylamino)-methyl]-3H-[1,3,4]oxadiazole-2-thione

5-(3,5-Dibromo-2-hydroxy-phenyl)-3-[(2-ethoxy-phenylamino)-methyl]-3H-[1,3,4]oxadiazole-2-thione

5-(3,5-Dibromo-2-hydroxy-phenyl)-3-[(2-methoxy-phenylamino)-methyl]-3H-[1,3,4]oxadiazole-2-thione

Refernces

• 1、 Wu, Yong-Qi,Lu, Hai-Jia,Zhao, Wen-Ting,Zhao, Hong-Yi,Lin, Zi-Yun,Zhang, Dong-Feng,Huang, Hai-Hong. "A convenient and efficient H2SO4-promoted regioselective monobromination of phenol derivatives using N-bromosuccinimide". supporting information. p. 813 - 822. Retrieved 2020/02/15.
• 2、 Shang Meiling,Okuda,Worthen. "Bromination of phenols using an algal bromoperoxidase". . p. 307 - 310. Retrieved 2007/10/02.