307501-98-0

Basic information

• Product Name: (1,1,1-trifluoroethyl) phenyl iodonium (N,N'-bis-trifluoromethylsulfonyl) imide
• Synonyms: (1,1,1-trifluoroethyl) phenyl iodonium (N,N'-bis-trifluoromethylsulfonyl) imide
• CAS NO: 307501-98-0
• Molecular Weight: 567.192
• Mol File: 307501-98-0.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (1,1,1-trifluoroethyl) phenyl iodonium (N,N'-bis-trifluoromethylsulfonyl) imide(CAS DataBase Reference)
• NIST Chemistry Reference: (1,1,1-trifluoroethyl) phenyl iodonium (N,N'-bis-trifluoromethylsulfonyl) imide(307501-98-0)
• EPA Substance Registry System: (1,1,1-trifluoroethyl) phenyl iodonium (N,N'-bis-trifluoromethylsulfonyl) imide(307501-98-0)

Safety Data

• Hazardous Substances Data: 307501-98-0(Hazardous Substances Data)

Upstream product

• 353-83-3 1,1,1-trifluoro-2-iodoethane 
• 82113-65-3 bis(trifluoromethanesulfonyl)amide 
• 71-43-2 benzene 
• 100422-04-6 (2,2,2-trifluoroethyl)-λ³-iodanediyl bis(2,2,2-trifluoroacetate) 

Downstream Products

• 303049-60-7 N^α-2,2,2-trifluoroethylphenylalanine tert-butyl ester 

Relevant articles and documents

Easy preparation of bioactive peptides from the novel Nα-trifluoroethyl amino acids

Nα-Trifluoroethyl amino acids have been prepared for the first time and unexpectedly found to behave as conventionally N-protected amino acids. Novel unnatural peptides are easily prepared in high yields without racemization. The observed chemistry results from steric factors as well as from the acidity of the CF3CH2NH group, according to comparative experiments. Of ten dipeptides that were tested for antitumor activity, CF3CH2-L-Tyr-L-Ile-OtBu was the most active.

Separable fluorous ionic liquids for the dissolution and saccharification of cellulose

Ionic liquids are an attractive class of solvents for biomass conversion processes. The same properties that make them advantageous - high polarity, water solubility and negligible vapor pressure - hinder their recovery from carbohydrates. We report on th

A discovery tool at work: The unexpected properties of a two-carbon residue

We report the very easy preparation of novel peptides 6a-n as represented by CF3CH2(L)Phe(L)IleOtBu (6a), a prospective antitumor compound. Peptides such as 6a are directly obtained via standard chemistry from a novel class of amino acids, Nα-trifluoroethyl amino acids 4. In fact, unexpectedly, the Nα-1,1,1-trifluoroethyl substitution completely deactivates the α-nitrogen. That is, compounds 4 behave exactly like Nα-protected amino acids, and take part in standard peptide synthesis accordingly. Representative compounds 4a-c are prepared by reaction of commercial amino acid t-butyl esters 2a-c with 1 eq iodonium salt 1 in dichloromethane/water at 22°C in 1 h or less. The reaction is promoted by NaHCO3 (1.5 eq). The intermediate Nα-1,1,1-trifluoroethyl t-butyl esters 3a-c are hydrolyzed and separated from coproducts at the same time by treatment with aqueous HCl at 22°C. Evaporation of the acid extracts provides analytically pure 4a-c in 78-98% yields.