Mesityl(4-nitrophenyl)iodonium triflate

Base Information

• Chemical Name: Mesityl(4-nitrophenyl)iodonium triflate
• CAS No.: 1146127-11-8
• Molecular Formula: CF₃O₃S*C₁₅H₁₅INO₂
• Molecular Weight: 517.265
• Mol file: 1146127-11-8.mol

Synonyms:(4-nitrophenyl)(2,4,6-trimethylphenyl)iodonium trifluoromethanesulfonate

Chemical Property of Mesityl(4-nitrophenyl)iodonium triflate

Chemical Property:

• Melting Point: 208 °C

Purity/Quality:

99% ^*data from raw suppliers

(4-Nitrophenyl)(2,4,6-trimethylphenyl)iodonium triflate ≥98% (HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): 20041343
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

Useful:

Technology Process of Mesityl(4-nitrophenyl)iodonium triflate

There total 8 articles about Mesityl(4-nitrophenyl)iodonium triflate 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: 60.0%

p-nitrobenzene iodide (636-98-6) + trifluorormethanesulfonic acid (1493-13-6) + 1,3,5-trimethyl-benzene (108-67-8) → (4-nitrophenyl)(2,4,6-trimethylphenyl)iodonium trifluoromethanesulfonate (1146127-11-8)

Guidance literature:

p-nitrobenzene iodide; 1,3,5-trimethyl-benzene; With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 20h; Inert atmosphere;

trifluorormethanesulfonic acid; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/ja206047h

Reference yield:

C24H27IN3O2(1+)*CF3O3S(1-) → (4-nitrophenyl)(2,4,6-trimethylphenyl)iodonium trifluoromethanesulfonate (1146127-11-8) + 4-pyrrolidin-1-ylpyridine (2456-81-7)

Guidance literature:

In acetonitrile; at 20 ℃; Equilibrium constant; Inert atmosphere;

DOI:10.1021/jacs.9b12998

Reference yield:

potassium (4-nitrophenyl)trifluoroborate + 2-(diacetoxyiodo)mesitylene (33035-41-5) → (4-nitrophenyl)(2,4,6-trimethylphenyl)iodonium trifluoromethanesulfonate (1146127-11-8)

Guidance literature:

Multi-step reaction with 2 steps

1: acetonitrile / 1 h / 65 °C

2: water; dichloromethane

In dichloromethane; water; acetonitrile;

DOI:10.1039/d1cc06341c

upstream raw materials:

p-nitrobenzene iodide

trifluorormethanesulfonic acid

1,3,5-trimethyl-benzene

tetrabutylammonium trifluoromethylsulfonate

Downstream raw materials:

(R)-3-(2-(4-nitrophenyl)propanoyl)oxazolidin-2-one

1-(1,1-difluoroethyl)-4-nitrobenzene

tetrabutylammonium trifluoromethylsulfonate

5,5-dimethyl-3-(4-nitrophenyl)imidazolidine-2,4-dione

Refernces

• 1、 Karandikar, Shubhendu S.,Stuart, David R.. "Refining boron-iodane exchange to access versatile arylation reagents". . p. 1211 - 1214. Retrieved 2022/02/03.
• 2、 Abha Saikia, Raktim,Barman, Dhiraj,Dutta, Anurag,Jyoti Thakur, Ashim. "N1- and N3-Arylations of Hydantoins Employing Diaryliodonium Salts via Copper(I) Catalysis at Room Temperature". supporting information. p. 400 - 410. Retrieved 2020/12/17.