Ethyl 3-bromo-2-fluorobenzoate

Base Information

• Chemical Name: Ethyl 3-bromo-2-fluorobenzoate
• CAS No.: 334792-76-6
• Molecular Formula: C9H8BrFO2
• Molecular Weight: 247.064
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID50591175
• Wikidata: Q82484882
• Mol file: 334792-76-6.mol

Synonyms:Ethyl 3-bromo-2-fluorobenzoate;334792-76-6;3-Bromo-2-fluorobenzoic acid ethyl ester;Ethyl3-bromo-2-fluorobenzoate;SCHEMBL669621;DTXSID50591175;GQNWAVFXHZEZKP-UHFFFAOYSA-N;MFCD10566819;AS-76570;3-Bromo-2-fluorobenzoic acid ethyl acetate;DB-366063;CS-0110567;D95602;3-BROMO-2-FLUORO-BENZOIC ACID ETHYL ESTER

Chemical Property of Ethyl 3-bromo-2-fluorobenzoate

Chemical Property:

• Vapor Pressure: 0.00627mmHg at 25°C
• Boiling Point: 271.9°C at 760 mmHg
• Flash Point: 118.2°C
• PSA: 26.30000
• Density: 1.504g/cm³
• LogP: 2.76490
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 245.96917
• Heavy Atom Count: 13
• Complexity: 187

Purity/Quality:

99% ^*data from raw suppliers

3-Bromo-2-fluorobenzoicacidethylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(C(=CC=C1)Br)F

Technology Process of Ethyl 3-bromo-2-fluorobenzoate

There total 3 articles about Ethyl 3-bromo-2-fluorobenzoate 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: 92.0%

ethanol (64-17-5) + 3-bromo-2-fluorobenzoic acid (161957-56-8) → ethyl 3-bromo-2-fluorobenzoate (334792-76-6)

Guidance literature:

With sulfuric acid; at 20 ℃; for 24h; Reflux;

Reference yield: 91.0%

→ ethyl 3-bromo-2-fluorobenzoate (334792-76-6)

Guidance literature:

Reference yield:

o-fluorobromobenzene (1072-85-1) → ethyl 3-bromo-2-fluorobenzoate (334792-76-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 °C

1.2: 57 percent / tetrahydrofuran; hexane / 0.5 h / -78 °C

2.1: 79 percent / sulfuric acid / 8 h / Heating

With n-butyllithium; sulfuric acid; diisopropylamine; In tetrahydrofuran; hexane;

DOI:10.1016/j.bmc.2006.01.062

upstream raw materials:

ethanol

3-bromo-2-fluorobenzoic acid

o-fluorobromobenzene

Downstream raw materials:

3-((6-chloro-2-cyclopropyl-1-(1-ethyl-1H-pyrazol-4-yl)-7-fluoro-1H-indol-3-yl)thio)-2-fluorobenzoic acid

Refernces

• 1、 -. "AUTOTAXIN INHIBITOR COMPOUNDS". Paragraph 00406. . Retrieved 2015/04/15.
• 2、 -. "Methods for the treatment of metabolic disorders by a selective small molecule autotaxin inhibitor". Paragraph 0260. . Retrieved 2015/06/16.