82497-73-2

Basic information

• Product Name: (E)-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluoro-1-decen-1-yl)benzene
• CAS NO: 82497-73-2
• Molecular Weight: 522.204
• Mol File: 82497-73-2.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: (E)-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluoro-1-decen-1-yl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluoro-1-decen-1-yl)benzene(82497-73-2)
• EPA Substance Registry System: (E)-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluoro-1-decen-1-yl)benzene(82497-73-2)

Safety Data

• Hazardous Substances Data: 82497-73-2(Hazardous Substances Data)

Upstream product

• 100-42-5 styrene 
• 507-63-1 1-iodoheptadecafluorooctane 
• 21652-58-4 1H,1H,2H-perfluorodecene 
• 98-80-6 phenylboronic acid 
• 140-10-3 (E)-3-phenylacrylic acid 
• 423-55-2 1-perfluorooctyl bromide 
• 591-50-4 iodobenzene 
• 536-74-3 phenylacetylene 
• 77758-89-5 phenyl(perfluorooctyl)iodonium triflate 

Relevant articles and documents

Visible-light promoted atom transfer radical addition?elimination (ATRE) reaction for the synthesis of fluoroalkylated alkenes using DMA as electron-donor

Here, we describe a mild, catalyst-free and operationally-simple strategy for the direct fluoroalkylation of olefins driven by the photochemical activity of an electron donor?acceptor (EDA) complex between DMA and fluoroalkyl iodides. The significant advantages of this photochemical transformation are high efficiency, excellent functional group tolerance, and synthetic simplicity, thus providing a facile route for further application in pharmaceuticals and life sciences.

Copper-Catalyzed Decarboxylative Difluoroalkylation and Perfluoroalkylation of α,β-Unsaturated Carboxylic Acids

Copper-catalyzed decarboxylative difluoroalkylation and perfluoroalkylation of α,β-unsaturated carboxylic acids is described. Promoted by dialkyl phosphite, this novel reaction affords fluoroalkylated motifs with excellent stereoselectivity and broad substrate scope under mild reaction conditions from readily available fluoroalkyl iodides and bromides. Preliminary mechanism study suggests that radical pathway was involved in the catalytic cycle and dialkyl phosphite had played an indispensable role in this reaction.

Hiyama coupling reaction of fluorous alkenyl-fluorosilanes: Scope and mechanistic considerations

Novel fluorous alkenyl-fluorosilanes (CnF 2n+1CHCHSiMe2F; n = 4, 6, 8; 5a-c) were synthetized in a three step procedure from perfluoroalkyliodides and dimethylvinylchlorosilane. They were first reacted with iodobenzene at room temperature in Hiyama coupling reaction (DMF, Pd(OAc)2, TBAF, 72 h) to afford the appropriate ω-perfluoroalkyl-styrenes (CnF2n+1CHCHC 6H5, n = 4, 6, 8); then the reactivity of 5a with monosubstituted iodobenzenes was studied. The coupling reaction of 5a with o-substituted iodobenzenes usually failed, while that of with the m- and p-substituted ones gave fluorous styrenes [m- or p-(C4F 9CHCH)C6H4X], independently of the electronic effect of their substituent (X = Br, CF3, CH3, OCH 3). These volatile products can easily be isolated by steam-distilltaion and purified further by distillation. The mechanism of the above coupling reactions was a pure Hiyama type involving fluoride-ion induced transmetallation without any Heck type contribution, since no coupling product of C6F13CHCH2 and C6H5I was observed in blank control experiments using similar conditions (DMF, TBAF, Pd(OAc)2, 72 h, 25°C).