3-(Fluorosulfonyl)benzoic acid

Base Information

• Chemical Name: 3-(Fluorosulfonyl)benzoic acid
• CAS No.: 454-95-5
• Molecular Formula: C7H5 F O4 S
• Molecular Weight: 204.179
• Hs Code.: 2916399090
• European Community (EC) Number: 207-232-3
• NSC Number: 85599
• UNII: JHS963JL6K
• DSSTox Substance ID: DTXSID20196499
• Nikkaji Number: J196.158F
• Wikidata: Q83069544
• ChEMBL ID: CHEMBL99106
• Mol file: 454-95-5.mol

Synonyms:3-(Fluorosulfonyl)benzoic acid;454-95-5;3-fluorosulfonylbenzoic acid;3-(Fluorosulphonyl)benzoic acid;3-(Fluorosulfonyl)-Benzoic acid;Benzoic acid, 3-(fluorosulfonyl)-;JHS963JL6K;3-Fluorosulfonyl-benzoic acid;EINECS 207-232-3;NSC-85599;UNII-JHS963JL6K;NCIOpen2_004907;3-(Fluorosulfonyl)benzoicacid;CHEMBL99106;m-(Fluorosulfonyl)benzoic acid;SCHEMBL1436244;DTXSID20196499;NSC85599;MFCD00007415;NSC 85599;AKOS001261220;VS-0011;3-CARBOXYBENZENESULFONYL FLUORIDE;BENZOIC ACID, M-(FLUOROSULFONYL)-;CS-0119956;EN300-24489;3-(Fluorosulfonyl)benzoic acid, 95% (HPLC);C77676;Z198240992

Chemical Property of 3-(Fluorosulfonyl)benzoic acid

Chemical Property:

• Vapor Pressure: 8.96E-06mmHg at 25°C
• Melting Point: 147-153°C
• Boiling Point: 358.8°Cat760mmHg
• PKA: 3.40±0.10(Predicted)
• Flash Point: 170.8°C
• PSA: 79.82000
• Density: 1.538g/cm³
• LogP: 2.12380
• Storage Temp.: 2-8°C
• 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: 292

Purity/Quality:

98%min ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)S(=O)(=O)F)C(=O)O
• Uses: Sulfonyl fluoride motif can be used as a connector for the assembly of -SO2- linked small molecules with proteins or nucleic acids. This new click chemistry approach through sulfates is a complimentary approach to using amides and phosphate groups as linkers.

Technology Process of 3-(Fluorosulfonyl)benzoic acid

There total 4 articles about 3-(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: 100.0%

3-Carboxybenzenesulfonyl chloride (4025-64-3) → 3-carboxybenzenesulfonyl fluoride (454-95-5)

Guidance literature:

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

DOI:10.1021/ja311729d

Reference yield: 96.0%

→ 3-carboxybenzenesulfonyl fluoride (454-95-5)

Guidance literature:

With potassium hydrogen difluoride; In tetrahydrofuran; water; at 20 ℃; for 3h;

Reference yield:

benzoic acid (65-85-0,8013-63-6) → 3-carboxybenzenesulfonyl fluoride (454-95-5)

Guidance literature:

Multi-step reaction with 2 steps

1: chlorosulfonic acid / 1 h / 120 °C / Inert atmosphere

2: potassium hydrogen bifluoride / 1,4-dioxane; water / 0.5 h / 20 °C / Inert atmosphere

With chlorosulfonic acid; potassium hydrogen bifluoride; In 1,4-dioxane; water;

DOI:10.1021/ja311729d

upstream raw materials:

3-Carboxybenzenesulfonyl chloride

fluorosulphonic acid

benzoic acid

Downstream raw materials:

ethyl 3-(fluorosulfonyl)benzoate

3-(5-(4-amino-3,5-dibromophenyl)-1,3,4-oxadiazol-2-yl)benzene-1-sulfonyl fluoride

3-(5-(3,5-dichlorophenyl)-1,3,4-oxadiazol-2-yl)benzene-1-sulfonyl fluoride

3-(5-(3,5-dibromophenyl)-1,3,4-oxadiazol-2-yl)benzene-1-sulfonyl fluoride

Refernces

• 1、 -. "Sulfur(VI) fluoride compounds and methods for the preparation thereof". Page/Page column 20; 45; 46. . Retrieved 2018/11/23.
• 2、 Grimster, Neil P.,Connelly, Stephen,Baranczak, Aleksandra,Dong, Jiajia,Krasnova, Larissa B.,Sharpless, K. Barry,Powers, Evan T.,Wilson, Ian A.,Kelly, Jeffery W.. "Aromatic sulfonyl fluorides covalently kinetically stabilize transthyretin to prevent amyloidogenesis while affording a fluorescent conjugate". supporting information. p. 5656 - 5668. Retrieved 2013/06/04.