Sulfanilyl fluoride

Base Information

• Chemical Name: Sulfanilyl fluoride
• CAS No.: 98-62-4
• Molecular Formula: C6H6FNO2S
• Molecular Weight: 175.184
• Hs Code.: 2921499090
• European Community (EC) Number: 202-687-4
• NSC Number: 95411
• UNII: VQ58NDG0Q4
• DSSTox Substance ID: DTXSID4059176
• Nikkaji Number: J182.130J
• Wikidata: Q27291964
• Mol file: 98-62-4.mol

Synonyms:sulfanilyl fluoride

Chemical Property of Sulfanilyl fluoride

Chemical Property:

• Appearance/Colour: white or yellow-white solid.
• Vapor Pressure: 0.00302mmHg at 25°C
• Melting Point: 68-69°
• Refractive Index: 1.555
• Boiling Point: 284.2 °C at 760 mmHg
• Flash Point: 125.7 °C
• PSA: 68.54000
• Density: 1.43 g/cm³
• LogP: 2.58900
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 175.01032777
• Heavy Atom Count: 11
• Complexity: 213

Purity/Quality:

98%min ^*data from raw suppliers

SULFANILYL FLUORIDE 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1N)S(=O)(=O)F
• Uses: In the preparation of dyes which pick up light readily.

Technology Process of Sulfanilyl fluoride

There total 6 articles about Sulfanilyl fluoride 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: 95.0%

4-nitrobenzenesulfonyl fluoride (349-96-2) → 4-aminobenzenesulfonyl fluoride (98-62-4)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; In methanol; at 50 ℃; for 72h; Autoclave;

DOI:10.1021/acscombsci.8b00130

Reference yield: 73.0%

4-aminobenzenesulfonyl chloride (24939-24-0) → 4-aminobenzenesulfonyl fluoride (98-62-4)

Guidance literature:

With potassium hydrogen difluoride; In water; acetonitrile; at 20 ℃;

DOI:10.1039/c7ob02028g

Reference yield:

4-Nitrobenzenesulfonyl chloride (98-74-8) → 4-aminobenzenesulfonyl fluoride (98-62-4)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium fluoride; 18-crown-6 ether / acetonitrile / 24 h

2: palladium on carbon; hydrogen; acetic acid / ethyl acetate / 3 h

With potassium fluoride; 18-crown-6 ether; palladium on carbon; hydrogen; acetic acid; In ethyl acetate; acetonitrile;

DOI:10.1016/j.tet.2015.10.053

upstream raw materials:

4-nitrobenzenesulfonyl fluoride

4-acetamidobenzene-1-sulfonyl fluoride

p-acetylaminobenzenesulfonyl chloride

4-Nitrobenzenesulfonyl chloride

Downstream raw materials:

sulphapyridine

4-(2-(4-Chloro-phenylsulfonylamino)-4,5-dimethoxy-benzoylamino)-benzenesulfonyl fluoride

4-((5-Chloro-2-(4-chloro-phenylsulfonylamino)-benzoyl)-amino)-benzenesulfonyl fluoride

4-((5-Chloro-2-(3,4-dichloro-phenylsulfonylamino)-benzoyl)-amino)-benzenesulfonyl fluoride

Refernces

• 1、 Tolmachova, Kateryna A.,Moroz, Yurii S.,Konovets, Angelika,Platonov, Maxim O.,Vasylchenko, Oleksandr V.,Borysko, Petro,Zozulya, Sergey,Gryniukova, Anastasia,Bogolubsky, Andrey V.,Pipko, Sergey,Mykhailiuk, Pavel K.,Brovarets, Volodymyr S.,Grygorenko, Oleksandr O.. "(Chlorosulfonyl)benzenesulfonyl Fluorides - Versatile Building Blocks for Combinatorial Chemistry: Design, Synthesis and Evaluation of a Covalent Inhibitor Library". . p. 672 - 680. Retrieved 2018/11/23.
• 2、 Barrow, Andrew S.,Moses, John E.. "Synthesis of Sulfonyl Azides via Lewis Base Activation of Sulfonyl Fluorides and Trimethylsilyl Azide". supporting information. p. 1840 - 1843. Retrieved 2016/07/16.