1605274-62-1

Basic information

• Product Name: 4-(pentafluoro-λ⁶-sulfaneyl)benzenediazonium tetrafluoroborate
• Synonyms: 4-(pentafluoro-λ⁶-sulfaneyl)benzenediazonium tetrafluoroborate
• CAS NO: 1605274-62-1
• Molecular Weight: 317.974
• Mol File: 1605274-62-1.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 4-(pentafluoro-λ⁶-sulfaneyl)benzenediazonium tetrafluoroborate(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(pentafluoro-λ⁶-sulfaneyl)benzenediazonium tetrafluoroborate(1605274-62-1)
• EPA Substance Registry System: 4-(pentafluoro-λ⁶-sulfaneyl)benzenediazonium tetrafluoroborate(1605274-62-1)

Safety Data

• Hazardous Substances Data: 1605274-62-1(Hazardous Substances Data)

Upstream product

• 2993-24-0 4-(pentafluorosulfanyl)aniline 
• 109-63-7 boron trifluoride diethyl etherate 
• 2711-89-9 4-pentafluorosulfanylaniline hydrochloride 
• 540-80-7 tert.-butylnitrite 
• 2557-81-5 pentafluorosulfanylbenzene 

Downstream Products

• 1605274-96-1 C₈H₄F₁₁NO₄S₃ 
• 1605274-97-2 C₈H₄F₁₁NO₄S₃ 
• 1422-39-5 pentafluoro(4-fluorophenyl)-λ⁶-sulfane 
• 1605274-69-8 methyl 2-{[4-(pentafluorosulfanyl)phenyl]methyl}prop-2-enoate 
• 286947-68-0 pentafluoro(4-iodophenyl)-λ⁶-sulfane 
• 5310-68-9 (4-chlorophenyl)pentafluoro-λ⁶-sulfane 
• 774-93-6 1-bromo-4-pentafluorosulfanylbenzene 
• 1605274-81-4 1-(4-pentafluorosulfanyl)phenyl-4-phenyl-1H-1,2,3-triazole 
• 1605274-82-5 1-(4-pentafluorosulfanyl)phenyl-4-[2-(trifluoromethyl)phenyl]-1H-1,2,3-triazole 
• 368-85-4 4-fluorobenzenesulfonyl fluoride 
• 774-94-7 4-(pentafluoro-λ⁶-sulfaneyl)phenol 
• 368-87-6 4-hydroxybenzene-1-sulfonyl fluoride 
• 1605274-78-9 1-(pentafluorosulfanyl)-4-[(2-trifluoromethyl)phenylethynyl]benzene 
• 1605274-79-0 1-(pentafluorosulfanyl)-4-[3,5-di(trifluoromethyl)phenylethynyl]benzene 

Relevant articles and documents

Incorporation of the pentafluorosulfanyl group through common synthetic transformations

The incorporation of –SF5 group onto model amino acids has been achieved using commercially available synthons substituted with this group. This work investigates the influence of the –SF5 group on a variety of common synthetic trans

Synthesis of 4-(pentafluorosulfanyl)benzenediazonium tetrafluoroborate and analogs and their application for the preparation of SF5-aromatics

4-(pentafluorosulfanyl)benzenediazonium tetrafluoroborate salt was synthesized and isolated. The pentafluorosulfanyl salt was examined in a wide assortment of reactions to form novel SF5-bearing alkenes, alkynes, and biaryl derivatives using Heck-Matsuda, Sonogashira, and Suzuki coupling protocols. Dediazoniation of the salt furnished the corresponding p-SF5—C6H4X,C6H4OS(O)(CF3)═NSO2CF3, and p-SF5—C6H4-NTf2 derivatives. The azide derivative p-SF5—C6H4N3 entered into click chemistry with phenylacetylenes to furnish the corresponding triazoles. Various SF5-bearing alkenes were synthesized by coupling reactions using a metal catalyst. Fluorodediazoniation selectively furnished the fluoro derivative p-SF5—C6H4F. Homolytic dediazoniation gave the unsymmetrical biaryls, thus demonstrating the broad utility of pentafluorosulfanyl diazonium salts as building blocks of SF5-aromatics that are in high demand in many branches of chemistry including biomedicine and materials chemistry.

Evaluation of tert-butyl isosteres: Case studies of physicochemical and pharmacokinetic properties, efficacies, and activities

The tert-butyl group is a common motif in medicinal chemistry. Its incorporation into bioactive compounds is often accompanied by unwanted property modulation, such as increased lipophilicity and decreased metabolic stability. Several alternative substituents are available for the drug discovery process. Herein, physicochemical data of two series of drug analogues of bosentan and vercirnon are documented as part of a comparative study of tert-butyl, pentafluorosulfanyl, trifluoromethyl, bicyclo[1.1.1]pentanyl, and cyclopropyl-trifluoromethyl substituents.