Methyl 5-bromo-2-iodobenzoate

Base Information

• Chemical Name: Methyl 5-bromo-2-iodobenzoate
• CAS No.: 181765-86-6
• Molecular Formula: C8H6BrIO2
• Molecular Weight: 340.943
• Hs Code.: 2916399090
• European Community (EC) Number: 628-563-3
• DSSTox Substance ID: DTXSID50454453
• Nikkaji Number: J2.651.828H
• Wikidata: Q72488589
• Mol file: 181765-86-6.mol

Synonyms:Methyl 5-bromo-2-iodobenzoate;181765-86-6;Benzoic acid, 5-bromo-2-iodo-, methyl ester;5-BROMO-2-IODOBENZOIC ACID METHYL ESTER;Methyl5-bromo-2-iodobenzoate;MFCD00144771;SCHEMBL154632;DTXSID50454453;CJRHLSZJEFJDLA-UHFFFAOYSA-N;AKOS015834747;Methyl 5-bromo-2-iodobenzoate, 97%;CS-W018330;PS-7010;2-Iodo-5-bromobenzoic acid methyl ester;SY015039;AM20030203;FT-0699824;M3084;A20186;J-011626

Chemical Property of Methyl 5-bromo-2-iodobenzoate

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 45-49 °C(lit.)
• Refractive Index: 1.626
• Boiling Point: 307.128 °C at 760 mmHg
• Flash Point: 139.546 °C
• PSA: 26.30000
• Density: 2.059 g/cm³
• LogP: 2.84030
• Storage Temp.: Refrigerated.
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 339.85959
• Heavy Atom Count: 12
• Complexity: 174

Purity/Quality:

99% ^*data from raw suppliers

Methyl 5-bromo-2-iodobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC(=O)C1=C(C=CC(=C1)Br)I

Technology Process of Methyl 5-bromo-2-iodobenzoate

There total 12 articles about Methyl 5-bromo-2-iodobenzoate 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%

5-bromo-2-iodo-benzoic acid (21740-00-1) + methyl iodide (74-88-4) → 5-bromo-2-iodo-benzoic acid methyl ester (181765-86-6)

Guidance literature:

With potassium carbonate; In acetone; at 40 ℃; for 5h;

DOI:10.1039/c9ra02525a

Reference yield: 98.0%

methanol (67-56-1) + 5-bromo-2-iodo-benzoic acid (21740-00-1) → 5-bromo-2-iodo-benzoic acid methyl ester (181765-86-6)

Guidance literature:

With sulfuric acid; Reflux; Inert atmosphere;

DOI:10.1021/ol8009623

Reference yield: 86.0%

2-Iodobenzoic acid (88-67-5) + methyl iodide (74-88-4) → 5-bromo-2-iodo-benzoic acid methyl ester (181765-86-6)

Guidance literature:

2-Iodobenzoic acid; With N-Bromosuccinimide; sulfuric acid; at 60 ℃; for 2h;

methyl iodide; With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

DOI:10.1002/ejoc.201701521

upstream raw materials:

methanol

5-bromo-2-iodo-benzoic acid

o-iodo-methyl-benzoic acid

anthranilic acid

Downstream raw materials:

4,4'-dibromo-2,2'-bis(methoxycarbonyl)-1,1'-biphenyl

anthanthrone

9-bromo-7-oxo-7H-benz[de]anthracene-11-carboxylic acid

3,9-dibromo-7h-benz(de)anthracen-7-one

Refernces

• 1、 -. "Preparation method of key intermediate of anti-hepatitis C drug ledipasvir". Paragraph 0056-0058. . Retrieved 2019/05/08.
• 2、 Wang, Shisheng,Liu, Liqiang,Guo, Xiuhan,Li, Guangzhe,Wang, Xu,Dong, Huijuan,Li, Yueqing,Zhao, Weijie. "Synthesis of novel natural product-like diaryl acetylenes as hypoxia inducible factor-1 inhibitors and antiproliferative agents". . p. 13878 - 13886. Retrieved 2019/05/16.