Methyl 2,3,5,6-tetrafluorobenzoate

Base Information

• Chemical Name: Methyl 2,3,5,6-tetrafluorobenzoate
• CAS No.: 4707-12-4
• Molecular Formula: C8H4F4O2
• Molecular Weight: 208.112
• DSSTox Substance ID: DTXSID70565095
• Nikkaji Number: J3.530.754K
• Wikidata: Q82450031
• Mol file: 4707-12-4.mol

Synonyms:methyl 2,3,5,6-tetrafluorobenzoate;4707-12-4;SCHEMBL522223;DTXSID70565095;UTVICBCTIZYQOA-UHFFFAOYSA-N;methyl2,3,5,6-tetrafluorobenzoate;AC6188;MFCD06203743;AKOS023100564;SY096558;2,3,5,6-Tetrafluoro Benzoic Acid Methyl Ester;A924198

Chemical Property of Methyl 2,3,5,6-tetrafluorobenzoate

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 208.01474201
• Heavy Atom Count: 14
• Complexity: 209

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C(=CC(=C1F)F)F)F

Technology Process of Methyl 2,3,5,6-tetrafluorobenzoate

There total 14 articles about Methyl 2,3,5,6-tetrafluorobenzoate 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 pentafluorobenzoate (36629-42-2) → methyl 2,3,5,6-tetrafluorobenzoate (4707-12-4)

Guidance literature:

With tris[2-phenylpyridinato-C₂,N]iridium(III); N-ethyl-N,N-diisopropylamine; In acetonitrile; at 23 ℃; for 12h; Sealed tube; Inert atmosphere; Photolysis;

Reference yield: 74.0%

methanol (67-56-1) + 2,3,5,6-tetrafluorobenzoic acid (652-18-6) → methyl 2,3,5,6-tetrafluorobenzoate (4707-12-4)

Guidance literature:

With sulfuric acid; for 3h; Reflux;

DOI:10.1134/S1068162020060059

Reference yield: 54.0%

2-fluoro-6-((2-methylbut-3-en-2-yl)oxy)pyridine (1040738-23-5) + methyl pentafluorobenzoate (36629-42-2) → methyl 2,3,5,6-tetrafluorobenzoate (4707-12-4) + methyl 2,3,5,6-tetrafluoro-4-(3-methylbut-2-enoyl)benzoate + methyl 2,3,5,6-tetrafluoro-4-(3-methylbut-2-en-1-yl)benzoate

Guidance literature:

With tris[2-phenylpyridinato-C²,N]iridium(III); N-ethyl-N,N-diisopropylamine; In acetonitrile; at 0 ℃; for 16h; Inert atmosphere; Irradiation;

DOI:10.1021/jacs.8b09156

upstream raw materials:

2,3,5,6-tetrafluorobenzoic acid

dimethyl 2,3,5,6-tetrafluoroterephthalate

Pentafluorobenzoic acid

methyl pentafluorobenzoate

Downstream raw materials:

3-azido-1,2,4,5-tetrafluorobenzene

Refernces

• 1、 Schoch, Timothy D.,Mondal, Mukulesh,Weaver, Jimmie D.. "Catalyst-Free Hydrodefluorination of Perfluoroarenes with NaBH4". supporting information. p. 1588 - 1593. Retrieved 2021/03/03.
• 2、 Cornella, Josep,Katzenburg, Felix,Leutzsch, Markus,N?thling, Nils,Pang, Yue. "Catalytic Hydrodefluorination via Oxidative Addition, Ligand Metathesis, and Reductive Elimination at Bi(I)/Bi(III) Centers". supporting information. p. 12487 - 12493. Retrieved 2021/08/30.