2,3,5,6-Tetrafluoro-4-mercaptobenzoic acid

Base Information

• Chemical Name: 2,3,5,6-Tetrafluoro-4-mercaptobenzoic acid
• CAS No.: 5211-44-9
• Molecular Formula: C7H2 F4 O2 S
• Molecular Weight: 226.151
• Hs Code.: 2930909090
• European Community (EC) Number: 672-667-1
• NSC Number: 168719
• UNII: XHG3CU8QRS
• DSSTox Substance ID: DTXSID60200120
• Nikkaji Number: J2.569.632H
• Wikidata: Q83073148
• Mol file: 5211-44-9.mol

Synonyms:2,3,5,6-tetrafluoro-4-mercaptobenzoic acid;2,3,5,6-tetrafluoro-4-sulfanylbenzoic acid;BSH compound

Chemical Property of 2,3,5,6-Tetrafluoro-4-mercaptobenzoic acid

Chemical Property:

• Vapor Pressure: 0.00282mmHg at 25°C
• Melting Point: 153 °C
• Boiling Point: 273.3°Cat760mmHg
• Flash Point: 119.1°C
• PSA: 76.10000
• Density: 1.72g/cm³
• LogP: 2.22990
• Solubility.: soluble in Methanol
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 1
• Exact Mass: 225.97116312
• Heavy Atom Count: 14
• Complexity: 224

Purity/Quality:

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

2,3,5,6-Tetrafluoro-4-mercaptobenzoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2,3,5,6-Tetrafluoro-4-mercaptobenzoic acid

There total 9 articles about 2,3,5,6-Tetrafluoro-4-mercaptobenzoic 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: 68.7%

2,3,5,6-tetrafluorobenzoic acid (652-18-6) + sulfur (7704-34-9) → 2,3,5,6-tetrafluoro-4-mercapto-benzoic acid (5211-44-9)

Guidance literature:

by lithiation, followed by react. with sulfur at -60°C;

DOI:10.1021/jo01341a022

Reference yield:

Pentafluorobenzoic acid (602-94-8) → 2,3,5,6-tetrafluoro-4-mercapto-benzoic acid (5211-44-9)

Guidance literature:

With sodium hydroxide; sodium hydrogensulfide; at 70 ℃; for 2h;

DOI:10.1016/S0022-1139(00)80200-6

Reference yield:

Pentafluorobenzene (363-72-4) → 2,3,5,6-tetrafluoro-4-mercapto-benzoic acid (5211-44-9)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine; ethylene glycol

2: CO₂; C₄H₉Li

With CO₂; C₄H₉Li; In pyridine; ethylene glycol;

upstream raw materials:

Pentafluorobenzoic acid

pentafluorophenylthiol

carbon dioxide

2,3,5,6-tetrafluorothiophenol

Downstream raw materials:

4-sulpho-2,3,5,6-tetrafluorobenzoic acid

ethylene glycol bis-(4-fluorosulphonyl-2,3,5,6-tetrafluorobenzoate)

methyl 4-N-phenylaminosulphonyl-2,3,5,6-tetrafluorobenzoate

4-chlorosulphonyl-2,3,5,6-tetrafluorobenzanilide

Refernces

• 1、 Fielding, H. C.,Shirley, I. M.. "Synthesis and reactions of 4-sulpho-2,3,5,6-tetrafluorobenzoic acid". . p. 15 - 31. Retrieved 2007/10/02.