1584705-82-7

Basic information

• Product Name: (((2-(2-iodophenyl)propan-2-yl)oxy)(trifluoromethyl)sulfane)
• Synonyms: (((2-(2-iodophenyl)propan-2-yl)oxy)(trifluoromethyl)sulfane)
• CAS NO: 1584705-82-7
• Molecular Weight: 362.155
• Mol File: 1584705-82-7.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (((2-(2-iodophenyl)propan-2-yl)oxy)(trifluoromethyl)sulfane)(CAS DataBase Reference)
• NIST Chemistry Reference: (((2-(2-iodophenyl)propan-2-yl)oxy)(trifluoromethyl)sulfane)(1584705-82-7)
• EPA Substance Registry System: (((2-(2-iodophenyl)propan-2-yl)oxy)(trifluoromethyl)sulfane)(1584705-82-7)

Safety Data

• Hazardous Substances Data: 1584705-82-7(Hazardous Substances Data)

Usage

General Description

(((2-(2-iodophenyl)propan-2-yl)oxy)(trifluoromethyl)sulfane) is a chemical compound consisting of a trifluoromethylsulfanyl group attached to a propan-2-yl group and an iodophenyl group. It is commonly used as a reagent in organic synthesis, particularly in the preparation of pharmaceutical and agrochemical compounds. (((2-(2-iodophenyl)propan-2-yl)oxy)(trifluoromethyl)sulfane) is known for its highly reactive nature and its ability to facilitate various chemical reactions, such as nucleophilic substitution and radical reactions. It is also known for its strong odor and should be handled with caution due to its potential health hazards. Overall, (((2-(2-iodophenyl)propan-2-yl)oxy)(trifluoromethyl)sulfane) is a versatile and valuable compound in the field of organic chemistry.

Upstream product

• 69352-05-2 2-(2-iodophenyl)propan-2-ol 
• 610-97-9 o-iodo-methyl-benzoic acid 
• 69352-04-1 1-chloro-1,3-dihydro-3,3-dimethyl-1,2-benziodoxole 
• 811-68-7 silver(I) trifluoromethanethiolate 

Downstream Products

• 177551-63-2 [1,1′-biphenyl]-4-yl(trifluoromethyl)sulfane 
• 1567850-19-4 (S)-tert-butyl 3-phenyl-3-(trifluoromethanesulfenyl)-2-oxoindoline-1-carboxylate 
• 1567850-21-8 (R)-tert-butyl 3-phenyl-3-(trifluoromethanesulfenyl)-2-oxoindoline-1-carboxylate 
• 1567850-39-8 (S)-tert-butyl 3-(4-fluorophenyl)-3-(trifluoromethanesulfenyl)-2-oxoindoline-1-carboxylate 
• 1567850-49-0 (S)-tert-butyl 5-fluoro-3-phenyl-3-(trifluoromethanesulfenyl)-2-oxoindoline-1-carboxylate 
• 1045823-07-1 3-methyl-2-[(trifluoromethyl)sulfanyl]-1H-indole 
• 361182-15-2 {2-[(trifluoromethyl)thio]ethyl}benzene 
• 2002-89-3 {2-[(trifluoromethyl)sulfanyl]ethynyl}benzene 
• 1401715-73-8 1-methoxy-4-[(E)-2-[(trifluoromethyl)sulfanyl]ethenyl]benzene 

Relevant articles and documents

Exploration of the Synthetic Potential of Electrophilic Trifluoromethylthiolating and Difluoromethylthiolating Reagents

The electrophilicity parameters (E) of some trifluoromethylthiolating and difluoromethylthiolating reagents were determined by following the kinetics of their reactions with a series of enamines and carbanions with known nucleophilicity parameters (N, sN), using the linear free-energy relationship log k2=sN(N+E). The electrophilic reactivities of these reagents cover a range of 17 orders of magnitude, with Shen and Lu's reagent 1 a being the most reactive and Billard's reagent 1 h being the least reactive electrophile. While the observed electrophilic reactivities (E) of the amido-derived trifluoromethylthiolating reagents correlate well with the calculated Gibbs energies for heterolytic cleavage of the X?SCF3 bonds (Tt+DA), the cumol-derived reagents 1 f and 1 g are more reactive than expected from the thermodynamics of the O?S cleavage. The E parameters of the tri/difluoromethylthiolating reagents derived in this work provide an ordering principle for their use in synthesis.

Structure-reactivity relationship of trifluoromethanesulfenates: Discovery of an electrophilic trifluoromethylthiolating reagent

A family of electrophilic trifluoromethanesulfenates was prepared. Structure-reactivity relationship studies showed that the substituted groups on the aryl ring of the trifluoromethylthiolating reagent did not have an obvious influence on their reactivities. A simplified electrophilic trifluoromethylthiolating reagent 1c was then identified that can react with a wide range of nucleophiles such as Grignard reagents, arylboronic acids, alkynes, indoles, β-ketoesters, oxindoles, and sodium sulfinates under mild reaction conditions. A variety of functional groups were tolerated under these conditions.

N-trifluoromethylthiosaccharin: An easily accessible, shelf-stable, broadly applicable trifluoromethylthiolating reagent

A new, electrophilic trifluoromethylthiolating reagent, N-trifluoromethylthiosaccharin, was developed and can be synthesized in two steps from saccharin within 30minutes. N-trifluoromethylthiosaccharin is a powerful trifluoromethylthiolating reagent and allows the trifluoromethylthiolation of a variety of nucleophiles such as alcohols, amines, thiols, electron-rich arenes, aldehydes, ketones, acyclic β-ketoesters, and alkynes under mild reaction conditions. 'Sacch'ed out: A new, electrophilic trifluoromethylthiolating reagent, N-trifluoromethylthiosaccharin (1) can be synthesized in two steps from saccharin within 30minutes. The reagent 1 allows the trifluoromethylthiolation of a variety of nucleophiles such as alcohols, amines, thiols, electron-rich arenes, aldehydes, ketones, acyclic β-ketoesters, and alkynes under mild reaction conditions.