1-Iodo-3-(pentafluorosulfanyl)benzene

Base Information

• Chemical Name: 1-Iodo-3-(pentafluorosulfanyl)benzene
• CAS No.: 286947-67-9
• Molecular Formula: C6H4 F5 I S
• Molecular Weight: 330.06
• Hs Code.: 2930909899
• European Community (EC) Number: 678-570-0
• DSSTox Substance ID: DTXSID30381314
• Nikkaji Number: J1.310.278C
• Wikidata: Q82172062
• Mol file: 286947-67-9.mol

Synonyms:286947-67-9;1-Iodo-3-(pentafluorosulfanyl)benzene;3-Iodophenylsulfur Pentafluoride;3-Iodophenylsulphur pentafluoride;pentafluoro-(3-iodophenyl)-lambda6-sulfane;1-Iodo-3-(pentafluoro-lambda~6~-sulfanyl)benzene;1-Iodo-3-(pentafluorothio)benzene;Sulfur, pentafluoro(3-iodophenyl)-, (OC-6-21)-;SCHEMBL1635377;DTXSID30381314;OPPXUPGOUVHFHM-UHFFFAOYSA-N;3-Iodophenylsulfur(VI)pentafluoride;BBL100802;MFCD03788513;STL554596;AKOS005255141;Pentafluoro(3-iodophenyl)-lambda6-sulfane;PS-11538;CS-0269254;I0694;1-iodo-3-(pentafluoro-lambda6-sulfanyl)benzene;EN300-137655;T72227;A819540;1-IODO-3-(PENTAFLUORO-??-SULFANYL)BENZENE

Chemical Property of 1-Iodo-3-(pentafluorosulfanyl)benzene

Chemical Property:

• Refractive Index: 1.5170 to 1.5210
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 25.30000
• Density: g/cm³
• LogP: 4.94860
• Storage Temp.: Refrigerator
• XLogP3: 6.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 329.89986
• Heavy Atom Count: 13
• Complexity: 208

Purity/Quality:

97% ^*data from raw suppliers

3-Iodophenylsulfur Pentafluoride ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)I)S(F)(F)(F)(F)F
• General Description: 1-Iodo-3-(pentafluorosulfanyl)benzene (also known as 3-iodophenylsulfurpentafluoride) is an SF₅-substituted iodobenzene derivative that exhibits halogen bonding properties, particularly when the SF₅ group is positioned ortho to the iodine atom. Studies indicate that the ortho-substitution of SF₅ enhances the halogen bond donor ability of the iodine, as evidenced by electrostatic potential calculations, molecular orbital analyses, and ¹³C-NMR titration experiments. However, meta- and para-substitutions do not significantly activate halogen bonding. 1-IODO-3-(PENTAFLUOROSULFANYL)BENZENE, along with other SF₅-substituted iodobenzenes, holds potential as a pharmacophore in drug design due to its ability to form halogen bonds with biomolecules.

Technology Process of 1-Iodo-3-(pentafluorosulfanyl)benzene

There total 5 articles about 1-Iodo-3-(pentafluorosulfanyl)benzene 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: 91.0%

(3-bromophenyl)pentafluoro-λ6-sulfane (672-30-0) → pentafluoro(3-iodophenyl)-λ6-sulfane (286947-67-9)

Guidance literature:

With copper(l) iodide; sodium iodide; N,N`-dimethylethylenediamine; In 1,4-dioxane; at 110 ℃; for 25h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.5b01323

Reference yield: 87.0%

3-pentafluorosulfuraniline (2993-22-8) → pentafluoro(3-iodophenyl)-λ6-sulfane (286947-67-9)

Guidance literature:

3-pentafluorosulfuraniline; With hydrogenchloride; In water;

With sodium nitrite; In water; at 0 ℃; for 0.0333333h;

With potassium iodide; In water; at 0 - 20 ℃; for 1.5h;

DOI:10.1248/cpb.c19-00522

Reference yield: 84.0%

(3-pentafluorosulfanyl)benzenediazonium tetrafluoroborate → pentafluoro(3-iodophenyl)-λ6-sulfane (286947-67-9)

Guidance literature:

With pyridine; iodine; In acetonitrile; at -30 - 25 ℃; for 2h;

DOI:10.3762/bjoc.11.162

upstream raw materials:

3-pentafluorosulfuraniline

3-nitrophenylsulfur pentafluoride

(3-bromophenyl)pentafluoro-λ⁶-sulfane

iodobenzene

Downstream raw materials:

3-(pentafluoro-λ⁶-sulphanyl)benzoic acid

(3-(benzyloxy)phenyl)pentafluoro-λ⁶-sulfane

3-(pentafluoro-λ⁶-sulfanyl)-N-phenylaniline