286947-67-9

Basic information

• Product Name: 1-IODO-3-(PENTAFLUOROSULFANYL)BENZENE
• Synonyms: 1-IODO-3-(PENTAFLUOROTHIO)BENZENE;3-IODOPHENYLSULFUR PENTAFLUORIDE;3-IODOPHENYLSULPHUR PENTAFLUORIDE;3-Pentafluorosulfur iodobenzene;1-Iodo-3-(pentafluorothio)benzene, 1-Iodo-3-(pentafluorosulphanyl)benzene;pentafluoro-(3-iodophenyl)-6-sulfane;1-IODO-3-(PENTAFLUOROSULFANYL)BENZENE
• CAS NO: 286947-67-9
• Molecular Formula: C₆H₄F₅IS
• Molecular Weight: 330.06
• Product Categories: Halides;Phenyls & Phenyl-Het;Phenyls & Phenyl-Het
• Mol File: 286947-67-9.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 57 °C / 0.5mmHg
• Flash Point: °C
• Appearance: /
• Density: 2.06
• Refractive Index: 1.5170 to 1.5210
• Storage Temp.: Refrigerator
• CAS DataBase Reference: 1-IODO-3-(PENTAFLUOROSULFANYL)BENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-IODO-3-(PENTAFLUOROSULFANYL)BENZENE(286947-67-9)
• EPA Substance Registry System: 1-IODO-3-(PENTAFLUOROSULFANYL)BENZENE(286947-67-9)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 286947-67-9(Hazardous Substances Data)

Usage

General Description

1-IODO-3-(PENTAFLUOROSULFANYL)BENZENE is a specialty chemical substance widely used in various industrial applications. It's a member of a class of chemicals known as organofluorines, having both iodine and sulfanyl functional groups appended to a benzene ring. Being organofluorine and aromatic, it possesses unique physical and chemical properties such as thermal and chemical stability, and resistance to weathering. 1-IODO-3-(PENTAFLUOROSULFANYL)BENZENE can be used in a wide variety of research and development applications, potentially including the manufacture of pharmaceuticals and other synthetically derived products. Always handle with proper safety measures in place due to its reactive nature.

InChI:InChI=1/C6H4F5IS/c7-13(8,9,10,11)6-3-1-2-5(12)4-6/h1-4H

Upstream product

• 672-30-0 (3-bromophenyl)pentafluoro-λ⁶-sulfane 
• 591-50-4 iodobenzene 
• 73183-34-3 bis(pinacol)diborane 
• 2613-26-5 3-nitrophenylsulfur pentafluoride 
• 2993-22-8 3-pentafluorosulfuraniline 

Downstream Products

• 833-96-5 3-(pentafluoro-λ⁶-sulphanyl)benzoic acid 
• 1272542-25-2 (3-(benzyloxy)phenyl)pentafluoro-λ⁶-sulfane 
• 1800-65-3 3-(pentafluoro-λ⁶-sulfanyl)-N-phenylaniline 
• 1286278-35-0 4,4,5,5-tetramethyl-2-(3-(pentafluoro-λ6-sulfaneyl)phenyl)-1,3,2-dioxaborolane 

Relevant articles and documents

Development of boron-cluster-based progesterone receptor antagonists bearing a pentafluorosulfanyl (SF5) group

The progesterone receptor (PR) plays an important role in various physiological processes, especially in the female reproductive system, and abnormalities of PR function are associated with several diseases, including some types of cancer. Non-steroidal P

One-Pot, Metal-Free Conversion of Anilines to Aryl Bromides and Iodides

A metal-free synthesis of aryl bromides and iodides from anilines via halogen abstraction from bromotrichloromethane and diiodomethane is described. This one-pot reaction affords aryl halides from the corresponding anilines in moderate to excellent yields without isolation of diazonium salts. The transformation has short reaction times, a simple workup, and insensitivity to moisture and air and avoids excess halogenation. DFT calculations support a SRN1 mechanism. This method represents a convenient alternative to the classic Sandmeyer reaction.

Synthesis of Diaryliodonium Salts Having Pentafluorosulfanylarenes and Their Application to Electrophilic Pentafluorosulfanylarylation of C-, O-, N-, and S-Nucleophiles

Novel reagents for the electrophilic introduction of pentafluorosulfanyl (SF5) arenes into target molecules are disclosed. Unsymmetrical diaryliodonium salts 1 having SF5-arenes were synthesized by a one-pot process from iodo-SF5-benzenes 2 in good yields. The SF5-aryliodonium salts 1 were found to be efficient for the electrophilic SF5-arylation of carbon and heterocentered nucleophiles to furnish the corresponding substituted SF5-arenes in good to high yields.