2993-24-0

Basic information

• Product Name: 4-AMINOPHENYLSULFUR PENTAFLUORIDE
• Synonyms: 4-(PENTAFLUOROSULFANYL)ANILINE;4-(PENTAFLUOROTHIO)ANILINE;4-AMINOPHENYL-PENTAFLUOROSULFUR;4-AMINOPHENYLSULFUR PENTAFLUORIDE;4-AMINOPHENYLSULPHUR PENTAFLUORIDE;1-Amino-4-(pentafluoro sulfanyl) benzene;4-Pentafluorosulfur aniline;4-Aminophenylsulphur pentafluoride 98+%
• CAS NO: 2993-24-0
• Molecular Formula: C₆H₆F₅NS
• Molecular Weight: 219.18
• Product Categories: pharmacetical;Amines;Phenyls & Phenyl-Het;Phenyls & Phenyl-Het
• Mol File: 2993-24-0.mol
• Article Data: 13

Chemical Properties

• Melting Point: 64 °C
• Appearance: /
• Storage Temp.: Refrigerator
• Solubility: soluble in Methanol
• PKA: 2.17±0.10(Predicted)
• CAS DataBase Reference: 4-AMINOPHENYLSULFUR PENTAFLUORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-AMINOPHENYLSULFUR PENTAFLUORIDE(2993-24-0)
• EPA Substance Registry System: 4-AMINOPHENYLSULFUR PENTAFLUORIDE(2993-24-0)

Safety Data

• Hazard Codes: Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37
• RIDADR: 2811
• TSCA: No
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 2993-24-0(Hazardous Substances Data)

Usage

Chemical Properties

Light yellow to red-yellow solid

Application

4-AMINOPHENYLSULFUR PENTAFLUORIDE is a useful research chemical.

InChI:InChI=1/C6H6F5NS/c7-13(8,9,10,11)6-3-1-5(12)2-4-6/h1-4H,12H2

Upstream product

• 100-32-3 di(p-nitrophenyl) disulfide 
• 1422-39-5 pentafluoro(4-fluorophenyl)-λ⁶-sulfane 
• 593-85-1 diguanidine carbonate 
• 2613-27-6 1-nitro-4-(pentafluorosulfanyl)benzene 

Downstream Products

• 774-93-6 1-bromo-4-pentafluorosulfanylbenzene 
• 159689-43-7 4-(pentafluoro-λ⁶-sulfanyl)phenyl isocyanate 
• 1315606-73-5 5-methyl-2-(2-methylpropyl)-N-[4-(pentafluoro-λ6-sulfanyl)phenyl][1,2,4]triazolo[1,5-a]pyrimidin-7-amine 
• 1315606-75-7 2-(1,1-dimethylethyl)-5-methyl-N-[4-(pentafluoro-λ6-sulfanyl)-phenyl][1,2,4]triazolo[1,5-a]pyrimidin-7-amine 
• 1315606-77-9 5-methyl-2-(1-methylpropyl)-N-[4-(pentafluoro-λ6-sulfanyl)phenyl][1,2,4]triazolo[1,5-a]pyrimidin-7-amine 
• 1282041-98-8 2-(cyclopropylmethyl)-5-methyl-N-(4-(pentafluoro-λ6-sulfanyl)phenyl)[1,2,4]triazolo[1,5-a]pyrimidin-7-amine 
• 1315606-94-0 5-methyl-2-[2-(methyloxy)ethyl]-N-[4-(pentafluoro-λ6-sulfanyl)phenyl][1,2,4]triazolo[1,5-a]pyrimidin-7-amine 

Relevant articles and documents

Pd-catalyzed direct arylation of nitro(pentafluorosulfanyl)benzenes with aryl bromides

Limited methods for the synthesis of SF5-substituted compounds significantly restrict their widespread application. A Pd-catalyzed direct arylation of nitro(pentafluorosulfanyl)benzenes with aryl bromides is reported. This protocol provides a facile and straightforward access to diversified SF5-containing aryl derivatives. The notable features of this reaction are its synthetic simplicity, high reaction efficiency, and good regioselectivity.

Preparation of (Pentafluorosulfanyl)benzenes by Direct Fluorination of Diaryldisulfides: Synthetic Approach and Mechanistic Aspects

Direct fluorination of ortho-, meta- and para-substituted aromatic thiols and disulfides using elemental fluorine afforded substituted (pentafluorosulfanyl)benzenes. This work thus represents the first study of the scope and limitation of direct fluorination for the synthesis of new SF5-containing building blocks. Fluorinations in batch and flow modes were compared. A comprehensive computational study was carried out employing density functional and wave function methods to elucidate the reaction mechanism of the transformation of ArSF3 into ArSF5. Eliminating various nonradical pathways, it has been shown that the reaction proceeds by a radical mechanism, initiated by the attack of the F. on the ArSF3 moiety, propagated via an almost barrierless F2+ArSF4 .→ArSF5+F. step and terminated by the ArSF4 .+F.→ArSF5. Most of the calculated data are in very good agreement with experimental observations concerning the ortho-substituent effect on the reaction rates and yields.

PENTAFLUOROSULPHOLANE-CONTAINING ANTIDIABETIC COMPOUNDS

This invention provides for certain pentafluorosulpholane-containing compounds of the formula or a pharmaceutically acceptable salt, ester, solvate or prodrug thereof, wherein the variables are defined herein; the inventive compounds are agonists of the G