88016-29-9

Basic information

• Product Name: Iodine, m-oxodiphenylbis(1,1,1-trifluoromethanesulfonato-kO)di-
• Synonyms: Iodine,m-oxodiphenylbis(trifluoromethanesulfonato-O)di-(9CI); Methanesulfonic acid, trifluoro-, iodine complex; NSC 644326; Reagents,Zefirov's; Zefirov's reagent
• CAS NO: 88016-29-9
• Molecular Formula: C14H10 F6 I2 O7 S2
• Molecular Weight: 722.161
• Mol File: 88016-29-9.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Iodine, m-oxodiphenylbis(1,1,1-trifluoromethanesulfonato-kO)di-(CAS DataBase Reference)
• NIST Chemistry Reference: Iodine, m-oxodiphenylbis(1,1,1-trifluoromethanesulfonato-kO)di-(88016-29-9)
• EPA Substance Registry System: Iodine, m-oxodiphenylbis(1,1,1-trifluoromethanesulfonato-kO)di-(88016-29-9)

Safety Data

• Hazardous Substances Data: 88016-29-9(Hazardous Substances Data)

Upstream product

• 591-50-4 iodobenzene 
• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 358-23-6 trifluoromethylsulfonic anhydride 
• 536-80-1 iodosylbenzene 
• 1493-13-6 trifluorormethanesulfonic acid 

Downstream Products

• 624-38-4 para-diiodobenzene 
• 2351-50-0 4-iodostyrene 
• 591-50-4 iodobenzene 
• 1849-28-1 1-iodo-4-phenylethynyl-benzene 
• 501-65-5 diphenyl acetylene 
• 130410-08-1 phenyl(phenylethynyl)iodonium triflate 
• 120-61-6 1,4-benzenedicarboxylic acid dimethyl ester 
• 619-44-3 methyl 4-iodobenzoate 
• 825-55-8 2-phenylthiophene 
• 72133-72-3 2-iodothiophene 
• 92-52-4 biphenyl 
• 1591-31-7 4-iodo-biphenyl 
• 124244-39-9 2-phenyl-2,5-dihydrofuran 
• 91146-10-0 cis-1,2-cyclohexanediyl 1,2-bis(trifluoromethanesulfonate) 

Relevant articles and documents

Conversion of Olefins to Ditriflates by μ-Oxobis

A new preparation of μ-oxobis, 1, from iodosobenzene and triflic anhydride is reported.The use of 1 provides a mild, single-step procedure for the conversion of olefins to vicinal ditriflates and of dienes to 1,4

Generation and trapping reactions of 1-tert-butoxycarbonyl-3,4-didehydro-1H-pyrrole

3,4-Bis(trimethylsilyl)-1H-pyrrole (5) was employed as a key precursor to generate a highly strained and reactive five-membered cyclic cumulene, namely 1-tert-butoxycarbonyl-3,4-didehydro-1H-pyrrole (4). The transient existence of 4 at room temperature was confirmed by trapping reactions with furan, acrylonitrile, and benzene, affording cycloadducts 13-15. The choice of the electron-withdrawing tert-butoxycarbonyl group as the N-substituent was essential because it was able to adjust the electron density of 11a and 11b. As a result, monoiodonium triflates 12a and 12b were obtained, respectively. On the contrary, N-tert-butyl-3,4-bis(trimethylsilyl)-1H-pyrrole (9) led instead to the bisiodonium triflate 10 upon treatment with the Zefirov reagent.

Synthesis of Alkynyl(phenyl)iodonium Triflates and Their Reaction with Diethyl 2-Aminomalonate

Alkynyl(phenyl)iodonium triflates 9 react with the Li (or K) salt of diethyl 2-malonate (10) (M = Li or K) to give the corresponding diethyl 2-alkynyl-2-malonate (11) in 30 - 95 percent yield.