3-Bromo-2,6-difluorobenzoic acid

Base Information

• Chemical Name: 3-Bromo-2,6-difluorobenzoic acid
• CAS No.: 28314-81-0
• Molecular Formula: C7H3BrF2O2
• Molecular Weight: 237
• Hs Code.: 2916399090
• European Community (EC) Number: 676-307-4
• DSSTox Substance ID: DTXSID60560918
• Nikkaji Number: J2.011.017A
• Wikidata: Q72454342
• Mol file: 28314-81-0.mol

Synonyms:3-Bromo-2,6-difluorobenzoic acid;28314-81-0;Benzoic acid, 3-bromo-2,6-difluoro-;3-bromo-2,6-difluorobenzoicacid;MFCD09261248;2,6-difluoro-3-bromobenzoic acid;SCHEMBL671154;AMY2999;DTXSID60560918;WEBVJSPIUIPJKV-UHFFFAOYSA-N;3-Bromo-2,6-difluoro-benzoic acid;AKOS015998851;AC-28517;SY034468;CS-0028262;3-Bromo-2,6-difluorobenzoic acid, AldrichCPR;A18570;EN300-185568;J-511838;Z1269149081

Chemical Property of 3-Bromo-2,6-difluorobenzoic acid

Chemical Property:

• Vapor Pressure: 0.00194mmHg at 25°C
• Melting Point: 137-139℃
• Refractive Index: 1.558
• Boiling Point: 279.2 °C at 760 mmHg
• Flash Point: 122.7 °C
• PSA: 37.30000
• Density: 1.872 g/cm³
• LogP: 2.42550
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 235.92845
• Heavy Atom Count: 12
• Complexity: 188

Purity/Quality:

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

3-Bromo-2,6-difluorobenzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1F)C(=O)O)F)Br
• Uses: 3-Bromo-2,6-difluorobenzoic Acid is a compound synthesized from an inexpensive starting material 1,3-difluorobenzene.

Technology Process of 3-Bromo-2,6-difluorobenzoic acid

There total 5 articles about 3-Bromo-2,6-difluorobenzoic acid 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: 96.0%

2,4-difluorobromobenzene (348-57-2) + carbon dioxide (124-38-9,18923-20-1) → 3-bromo-2,6-difluorobenzoic acid (28314-81-0)

Guidance literature:

With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; In tetrahydrofuran; hexane; at -75 ℃; for 2h;

DOI:10.1002/ejoc.200300354

Reference yield: 92.0%

1-bromo-2,6-difluorobenzene (64248-56-2) + carbon dioxide (124-38-9,18923-20-1) → 3-bromo-2,6-difluorobenzoic acid (28314-81-0)

Guidance literature:

1-bromo-2,6-difluorobenzene; With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; In tetrahydrofuran; hexane; at -75 ℃; for 2h;

carbon dioxide; In tetrahydrofuran; hexane;

DOI:10.1055/s-2005-861787

Reference yield:

2,4-difluorobromobenzene (348-57-2) + carbon dioxide (124-38-9,18923-20-1) → 3-bromo-2,6-difluorobenzoic acid (28314-81-0) + 2,4-difluoro-benzoic acid (1583-58-0) + 2,6-difluorobenzoic acid (385-00-2)

Guidance literature:

With n-butyllithium; Yield given. Multistep reaction. Yields of byproduct given; 1) hexane, Et₂O, 2 min, -78 deg C_. 2) ether;

DOI:10.1021/jo00289a069

upstream raw materials:

2,4-difluorobromobenzene

carbon dioxide

1-bromo-2,6-difluorobenzene

n-butyllithium

Downstream raw materials:

tert-butyl (3-bromo-2,6-difluorophenyl)carbamate

2,6-difluorobenzoic acid

3-bromo-2,6-difluorobenzoyl chloride

Refernces

• 1、 -. "Compounds and Compositions as Protein Kinase Inhibitors". . . Retrieved 2011/04/14.
• 2、 Onda, Kenichi,Shiraki, Ryota,Ogiyama, Takashi,Yokoyama, Kazuhiro,Momose, Kazuhiro,Katayama, Naoko,Orita, Masaya,Yamaguchi, Tomohiko,Furutani, Masako,Hamada, Noritaka,Takeuchi, Makoto,Okada, Minoru,Ohta, Mitsuaki,Tsukamoto, Shin-ichi. "Design, synthesis, and pharmacological evaluation of N-bicyclo-5-chloro-1H-indole-2-carboxamide derivatives as potent glycogen phosphorylase inhibitors". experimental part. p. 10001 - 10012. Retrieved 2009/04/06.