383-41-5

Basic information

• Product Name: Benzenesulfonamide, N-[1-(4-fluorophenyl)ethyl]-4-methyl-
• CAS NO: 383-41-5
• Molecular Formula: C15H16FNO2S
• Molecular Weight: 293.362
• Mol File: 383-41-5.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: Benzenesulfonamide, N-[1-(4-fluorophenyl)ethyl]-4-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenesulfonamide, N-[1-(4-fluorophenyl)ethyl]-4-methyl-(383-41-5)
• EPA Substance Registry System: Benzenesulfonamide, N-[1-(4-fluorophenyl)ethyl]-4-methyl-(383-41-5)

Safety Data

• Hazardous Substances Data: 383-41-5(Hazardous Substances Data)

Upstream product

• 459-47-2 1-ethyl-4-fluorobenzene 
• 55962-05-5 [N-(p-tolylsulfonyl)imino]phenyliodinane 
• 942066-10-6 N-[1-(4-fluoro-phenyl)-ethylidene]-4-methyl-benzenesulfonamide 
• 403-40-7 1-(4-fluorophenyl)ethylamine 
• 98-59-9 p-toluenesulfonyl chloride 
• 13061-96-6 dihydroxy-methyl-borane 
• 193675-43-3 N-(4-fluorobenzylidene)-4-methylbenzenesulfonamide 
• 70-55-3 toluene-4-sulfonamide 
• 905272-80-2 N-p-toluenesulfonyl-4-fluoroacetophenone amine 
• 403-42-9 1-(4-fluorophenyl)ethanone 
• 6873-55-8 p-tolylsulfinyl amide 
• 405-99-2 para-fluorostyrene 

Downstream Products

• 1333226-32-6 C₂₂H₂₂FNO₄S₂ 

Relevant articles and documents

An Antimony(V) Dication as a Z-Type Ligand: Turning on Styrene Activation at Gold

With the intent to demonstrate that the charge of Z-type ligands can be used to modulate the electrophilic character and catalytic properties of coordinated transition metals, we are now targeting complexes bearing polycationic antimony-based Z-type ligands. Toward this end, the dangling phosphine arm of ((o-(Ph2P)C6H4)3)SbCl2AuCl (1) was oxidized with hydrogen peroxide to afford [((o-(Ph2P)C6H4)2(o-Ph2PO)C6H4)SbAuCl2]+ ([2 a]+) which was readily converted into the dicationic complex [((o-(Ph2P)C6H4)2(o-Ph2PO)C6H4)SbAuCl]2+ ([3]2+) by treatment with 2 equiv AgNTf2. Both experimental and computational results show that [3]2+ possess a strong Au→Sb interaction reinforced by the dicationic character of the antimony center. The gold-bound chloride anion of [3]2+ is rather inert and necessitates the addition of excess AgNTf2 to undergo activation. The activated complex, referred to as [4]2+ [((o-(Ph2P)C6H4)2(o-Ph2PO)C6H4)SbAuNTf2]2+ readily catalyzes both the polymerization and the hydroamination of styrene. This atypical reactivity underscores the strong σ-accepting properties of the dicationic antimony ligand and its activating impact on the gold center.

Direct Synthesis of α-Amino Nitriles from Sulfonamides via Base-Mediated C-H Cyanation

Herein, we disclose a transition-metal-free reaction system that enables α-cyanation of sulfonamides through C-H bond cleavage for the preparation of α-amino nitriles, including difficult-to-access all-alkyl α-tertiary scaffolds. More than 50 substrate examples prove a wide functional group tolerance. Additionally, its synthetic practicality is highlighted by gram-scalability and the late-stage modification of natural compounds. Mechanistic experiments suggest that this process involves in situ formation of an imine intermediate via base-promoted elimination of HF.

Halogen-Bond-Induced Consecutive Csp3-H Aminations via Hydrogen Atom Transfer Relay Strategy

The utilization of a halogen bond in a number of chemical fields is well-known. Surprisingly, the incorporation of this useful noncovalent interaction in chemical reaction engineering is rare. We disclose here an uncommon use of halogen bonding to induce intermolecular Csp3-H amination while enabling a hydrogen atom transfer relay strategy to access privileged pyrrolidine structures directly from alkanes. Mechanistic studies support the presence of multiple halogen bond interactions at distinct reaction stages.