Bis(4-bromophenyl)iodonium trifluoromethanesulfonate

Base Information

• Chemical Name: Bis(4-bromophenyl)iodonium trifluoromethanesulfonate
• CAS No.: 139139-81-4
• Molecular Formula: CF₃O₃S*C₁₂H₈Br₂I
• Molecular Weight: 587.978
• European Community (EC) Number: 802-970-8
• Mol file: 139139-81-4.mol

Synonyms:139139-81-4;Bis(4-bromophenyl)iodonium trifluoromethanesulfonate;bis(4-bromophenyl)iodanium;trifluoromethanesulfonate;Bis(4-bromophenyl)iodonium triflate;bis(4-bromophenyl)iodanium trifluoromethanesulfonate;(P-Br-ph)2iotf;HJAMWVFQXYTJBE-UHFFFAOYSA-M;MFCD21608478;AKOS040767981;B5259;T70250;Bis(4-bromophenyl)iodonium triflate, >=98% (HPLC)

Chemical Property of Bis(4-bromophenyl)iodonium trifluoromethanesulfonate

Chemical Property:

• Melting Point: 212 °C
• Solubility.: soluble in Methanol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 587.75372
• Heavy Atom Count: 23
• Complexity: 307

Purity/Quality:

97% ^*data from raw suppliers

Bis(4-bromophenyl)iodonium Trifluoromethanesulfonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): 4900069
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1Br)[I+]C2=CC=C(C=C2)Br.C(F)(F)(F)S(=O)(=O)[O-]

Technology Process of Bis(4-bromophenyl)iodonium trifluoromethanesulfonate

There total 10 articles about Bis(4-bromophenyl)iodonium trifluoromethanesulfonate 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%

bromobenzene (108-86-1,52753-63-6) + trifluorormethanesulfonic acid (1493-13-6) + 1,4-bromoiodobenzene (589-87-7) → bis(4-bromophenyl)iodonium triflate (139139-81-4)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1002/adsc.200700373

Reference yield: 81.0%

bromobenzene (108-86-1,52753-63-6) + trifluoromethylsulfonic anhydride (358-23-6) + 1,4-bromoiodobenzene (589-87-7) → bis(4-bromophenyl)iodonium triflate (139139-81-4)

Guidance literature:

trifluoromethylsulfonic anhydride; With urea hydrogen peroxide adduct; In dichloromethane; 2,2,2-trifluoroethanol; at 0 ℃; for 0.5h;

1,4-bromoiodobenzene; In dichloromethane; 2,2,2-trifluoroethanol; at 0 ℃;

bromobenzene; In dichloromethane; 2,2,2-trifluoroethanol; at 0 - 40 ℃;

DOI:10.1055/s-0029-1217723

Reference yield: 71.2%

bromobenzene (108-86-1,52753-63-6) + trifluorormethanesulfonic acid (1493-13-6) → bis(4-bromophenyl)iodonium triflate (139139-81-4)

Guidance literature:

bromobenzene; With iodine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 0.5h; Reflux;

trifluorormethanesulfonic acid; In dichloromethane; at 20 ℃; for 6h;

DOI:10.1002/chem.201404662

upstream raw materials:

1-bromo-4-(trimethylsilyl)benzene

iodosyl trifluoromethanesulfonate

bromobenzene

trifluorormethanesulfonic acid

Downstream raw materials:

(E)-1-(4-bromophenyl)-3-acetoxyoct-1-ene

(E)-1,1-diacetoxy-3-(4-bromophenyl)prop-2-ene

(E)-4-(4-bromophenyl)but-3-ene-1,2-diyl diacetate

(E)-ethyl 2-acetoxy-4-(4-bromophenyl)but-3-enoate

Refernces

• 1、 Zhou, Xin,Wu, Qinghua,Yu, Yang,Yu, Changjiang,Hao, Erhong,Wei, Yun,Mu, Xiaolong,Jiao, Lijuan. "Metal-Free Direct α-Selective Arylation of Boron Dipyrromethenes via Base-Mediated C-H Functionalization". . p. 736 - 739. Retrieved 2016.
• 2、 Parida, Sushanta K.,Jaiswal, Sonal,Singh, Priyanka,Murarka, Sandip. "Multicomponent Synthesis of Biologically Relevant S-Aryl Dithiocarbamates Using Diaryliodonium Salts". supporting information. p. 6401 - 6406. Retrieved 2021/08/18.
• 3、 Bouquin, Maxime,Jaroschik, Florian,Taillefer, Marc. "Versatile and base-free copper-catalyzed α-arylations of aromatic ketones using diaryliodonium salts". supporting information. . Retrieved 2021/06/11.