4-(Fluorosulfonyl)benzoic acid

Base Information

• Chemical Name: 4-(Fluorosulfonyl)benzoic acid
• CAS No.: 455-26-5
• Molecular Formula: C7H5 F O4 S
• Molecular Weight: 204.179
• Hs Code.: 2916399090
• European Community (EC) Number: 207-243-3
• DSSTox Substance ID: DTXSID00196533
• Nikkaji Number: J124.133H
• Wikidata: Q83069570
• ChEMBL ID: CHEMBL101626
• Mol file: 455-26-5.mol

Synonyms:4-(fluorosulfonyl)benzoate;4-(fluorosulfonyl)benzoic acid;4-FSB acid

Chemical Property of 4-(Fluorosulfonyl)benzoic acid

Chemical Property:

• Vapor Pressure: 4.75E-05mmHg at 25°C
• Melting Point: 272-273 °C(lit.)
• Boiling Point: 335.3°Cat760mmHg
• PKA: 3.29±0.10(Predicted)
• Flash Point: 156.6°C
• PSA: 79.82000
• Density: 1.538g/cm³
• LogP: 2.12380
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 203.98925797
• Heavy Atom Count: 13
• Complexity: 284

Purity/Quality:

98%min ^*data from raw suppliers

4-(Fluorosulfonyl)benzoic acid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)O)S(=O)(=O)F
• Uses: 4-(Fluorosulfonyl)benzoic acid was used as an affinity label of dimeric pig lung pi class glutathione S-transferase.

Technology Process of 4-(Fluorosulfonyl)benzoic acid

There total 9 articles about 4-(Fluorosulfonyl)benzoic 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: 99.0%

p-carboxyphenylsulfonyl chloride (10130-89-9) → 4-carboxybenzenesulfonyl fluoride (455-26-5)

Guidance literature:

With potassium hydrogen bifluoride; In 1,4-dioxane; water; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/ja311729d

Reference yield:

4-chlorosulfonylbenzoyl chloride (7516-60-1) → 4-carboxybenzenesulfonyl fluoride (455-26-5)

Guidance literature:

With potassium hydrogenfluoride; water; for 2h;

DOI:10.1016/j.tetlet.2020.152332

Reference yield:

4-amino-benzoic acid (150-13-0,159246-81-8,8014-65-1) → 4-carboxybenzenesulfonyl fluoride (455-26-5)

Guidance literature:

4-amino-benzoic acid; With tetrafluoroboric acid; tert.-butylnitrite; In ethanol; water; at 0 - 20 ℃; for 1h;

With sodium metabisulfite; Selectfluor; In methanol; at 70 ℃; for 9h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.0c00823

upstream raw materials:

4-chlorosulfonylbenzoyl chloride

p-carboxyphenylsulfonyl chloride

benzoic acid

4-amino-benzoic acid

Downstream raw materials:

4-methoxycarbonylbenzenesulphonyl fluoride

4-[(3-bromopropyl)carbamoyl]benzene-1-sulfonyl fluoride

8-cyclohexyl-3-(3-(4-fluorosulfonylbenzamido)propyl)-1-propyl-7-(2-(trimethylsilyl)ethoxymethyl)xanthine

4-[(dipropylamino)sulfonyl]benzoic acid

Refernces

• 1、 Bahadori, Maryam,Brykczyńska, Daria,Chatelain, Paul,Moran, Joseph,Muller, Cyprien,Rowley, Christopher N.,Sau, Abhijit. "Desulfonative Suzuki–Miyaura Coupling of Sulfonyl Fluorides". supporting information. p. 25307 - 25312. Retrieved 2021/10/25.
• 2、 Yang, Xue,Van Veldhoven, Jacobus P. D.,Offringa, Jelle,Kuiper, Boaz J.,Lenselink, Eelke B.,Heitman, Laura H.,Van Der Es, Daan,Ijzerman, Adriaan P.. "Development of Covalent Ligands for G Protein-Coupled Receptors: A Case for the Human Adenosine A3 Receptor". . p. 3539 - 3552. Retrieved 2019/04/16.