(hydroxy(tosyloxy)iodo)pentafluorobenzene

Base Information

• Chemical Name: (hydroxy(tosyloxy)iodo)pentafluorobenzene
• CAS No.: 111873-52-0
• Molecular Formula: C₁₃H₈F₅IO₄S
• Molecular Weight: 482.167
• Mol file: 111873-52-0.mol

Synonyms:(hydroxy(tosyloxy)iodo)pentafluorobenzene

Chemical Property of (hydroxy(tosyloxy)iodo)pentafluorobenzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (hydroxy(tosyloxy)iodo)pentafluorobenzene

There total 3 articles about (hydroxy(tosyloxy)iodo)pentafluorobenzene 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: 96.0%

iodopentafluorobenzene bis(trifluoroacetate) (14353-88-9) + toluene-4-sulfonic acid (104-15-4) → (hydroxy(tosyloxy)iodo)pentafluorobenzene (111873-52-0)

Guidance literature:

In acetonitrile; at 0 - 25 ℃; for 2h; Inert atmosphere;

Reference yield: 87.0%

1,2,3,4,5-pentafluoro-6-iodobenzene (827-15-6) + toluene-4-sulfonic acid (104-15-4) → (hydroxy(tosyloxy)iodo)pentafluorobenzene (111873-52-0)

Guidance literature:

1,2,3,4,5-pentafluoro-6-iodobenzene; With oxone||potassium monopersulfate triple salt; trifluoroacetic acid; In chloroform; at 20 ℃; for 2h;

toluene-4-sulfonic acid; In acetonitrile; at 20 ℃; for 3h;

DOI:10.1002/open.201402045

Reference yield:

1,2,3,4,5-pentafluoro-6-iodobenzene (827-15-6) → (hydroxy(tosyloxy)iodo)pentafluorobenzene (111873-52-0)

Guidance literature:

Multi-step reaction with 2 steps

1: Oxone / chloroform / 0 °C

2: acetonitrile / 2 h / 0 - 25 °C / Inert atmosphere

With Oxone; In chloroform; acetonitrile;

upstream raw materials:

iodopentafluorobenzene bis(trifluoroacetate)

toluene-4-sulfonic acid

1,2,3,4,5-pentafluoro-6-iodobenzene

Downstream raw materials:

1,2,3,4,5-pentafluoro-6-iodobenzene

[hydroxy(tosyloxy)iodo]benzene

Toluene-4-sulfonate(2-hydroxy-4,4-dimethyl-6-oxo-cyclohex-1-enyl)-pentafluorophenyl-iodonium;

(3-methyl-2-thienyl)(pentafluorophenyl)iodonium tosylate

Refernces

• 1、 Huang, Mengen,Xu, Shujia,Wu, Xunshen,Zhao, Min,Wang, Limin. "Synthesis, Surface Activity, and Antimicrobial Efficacy of Diaryliodonium Salt-Derived Amphiphiles". . p. 323 - 334. Retrieved 2018/04/20.
• 2、 Zagulyaeva, Aleksandra A.,Yusubov, Mekhman S.,Zhdankin, Viktor V.. "A general and convenient preparation of [Bis(trifluoroacetoxy)iodo] perfluoroalkanes and [Bis(trifluoroacetoxy)iodo] arenes by oxidation of organic iodides using Oxone and trifluoroacetic acid". supporting information; experimental part. p. 2119 - 2122. Retrieved 2010/06/12.