1415585-64-6

Basic information

• Product Name: (E)-(5,5,5-trifluoropent-3-en-1-yl)benzene
• Synonyms: (E)-(5,5,5-trifluoropent-3-en-1-yl)benzene
• CAS NO: 1415585-64-6
• Molecular Weight: 200.204
• Mol File: 1415585-64-6.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: (E)-(5,5,5-trifluoropent-3-en-1-yl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-(5,5,5-trifluoropent-3-en-1-yl)benzene(1415585-64-6)
• EPA Substance Registry System: (E)-(5,5,5-trifluoropent-3-en-1-yl)benzene(1415585-64-6)

Safety Data

• Hazardous Substances Data: 1415585-64-6(Hazardous Substances Data)

Upstream product

• 2314-97-8 iodotrifluoromethane 
• 768-56-9 4-Phenylbut-1-ene 
• 16520-62-0 4-Phenyl-1-butyne 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 184370-59-0 (E)-1-iodo-4-phenyl-1-butene 

Downstream Products

• 178100-79-3 (5,5-difluoropent-4-en-1-yl)benzene 
• 122983-01-1 N-benzyl-1,1,1-trifluoro-N-methyl-5-phenylpentan-2-amine 
• 122983-00-0 1-(1,1,1-trifluoro-5-phenylpentan-2-yl)piperidine 
• 122982-98-3 4-(1,1,1-trifluoro-5-phenylpentan-2-yl)morpholine 

Relevant articles and documents

The modified trifluoromethylation protocol applicable to electronically deficient iodopyridinones

Utilization of a mixed solvent system of DMF/HMPA=1/1 (v/v) to the KF/CuI/TMSCF3 reagent system proved to significantly affect the reaction, realizing convenient introduction of a trifluoromethyl (CF3) group not only to electron-deficient iodopyridinones with quite a few previous successful examples but also to aliphatic vinylic iodides.

Visible-Light-Induced Trifluoromethylation of Unactivated Alkenes with Tri(9-anthryl)borane as an Organophotocatalyst

Tri(9-anthryl)borane was successfully applied as an organophotocatalyst for the visible-light-induced trifluoromethylation of unactivated alkenes with CF3I. The mild reaction conditions tolerated a variety of functional groups, and the reaction could be extended to perfluoroalkylations with C3F7I and C4F9I. Mechanistic studies revealed that the photoredox catalysis involves an oxidative quenching pathway.

Strongly Reducing, Visible-Light Organic Photoredox Catalysts as Sustainable Alternatives to Precious Metals

Photoredox catalysis is a versatile approach for the construction of challenging covalent bonds under mild reaction conditions, commonly using photoredox catalysts (PCs) derived from precious metals. As such, there is need to develop organic analogues as sustainable replacements. Although several organic PCs have been introduced, there remains a lack of strongly reducing, visible-light organic PCs. Herein, we establish the critical photophysical and electrochemical characteristics of both a dihydrophenazine and a phenoxazine system that enables their success as strongly reducing, visible-light PCs for trifluoromethylation reactions and dual photoredox/nickel-catalyzed C?N and C?S cross-coupling reactions, both of which have been historically exclusive to precious metal PCs.