1314581-23-1

Basic information

• Product Name: (E)-1-(3-cyclohexylallyl)-2,3,4,5,6-pentafluorobenzene
• CAS NO: 1314581-23-1
• Molecular Weight: 290.276
• Mol File: 1314581-23-1.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: (E)-1-(3-cyclohexylallyl)-2,3,4,5,6-pentafluorobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-1-(3-cyclohexylallyl)-2,3,4,5,6-pentafluorobenzene(1314581-23-1)
• EPA Substance Registry System: (E)-1-(3-cyclohexylallyl)-2,3,4,5,6-pentafluorobenzene(1314581-23-1)

Safety Data

• Hazardous Substances Data: 1314581-23-1(Hazardous Substances Data)

Upstream product

• 363-72-4 Pentafluorobenzene 
• 2114-42-3 allylcyclohexane 
• 42134-55-4 (E)-3-cyclohexyl-2-propen-1-ol 
• 2043-61-0 cyclohexanecarbaldehyde 
• 17343-88-3 (E)-3-cyclohexyl-acrylic acid ethyl ester 
• 827-15-6 1,2,3,4,5-pentafluoro-6-iodobenzene 
• 602-94-8 Pentafluorobenzoic acid 
• 58649-21-1 (E)-(3-chloroprop-1-en-1-yl)cyclohexane 

Downstream Products

• 1314581-26-4 1-(3-cyclohexylpropyl)-2,3,4,5,6-pentafluorobenzene 

Relevant articles and documents

Palladium-Catalyzed Allylation of Polyfluoroarenes with Allylic Pivalates

An efficient 1,5-cyclooctadiene-PdCl 2 /dicyclohexyl(2′,4′,6′-triisopropylbiphenyl-2-yl)phosphine (XPhos) catalytic system was developed for C-H allylation of polyfluoroarenes with allylic pivalates. The reactions showed excellent functional-group tolerance, good yields, and high regioselectivities. Mechanistic investigations supported a (π-allyl)palladium complex pathway through a directed oxidative addition of the allylic pivalate to palladium, followed by sequential nucleophilic attack by the polyfluorobenzene and reductive elimination. In a gram-scale reaction, a palladium loading of 0.5 mol% was enough to afford the required product in good yield.

Synthesis of allylarenes via catalytic decarboxylation of allyl benzoates

A catalyst system consisting of the palladium(0) complex Pd2(dba)3 and tri(p-tolyl) phos-phine was found to efficiently promote the decarboxylation of allyl benzoates with formation of allylarenes. This catalytic C-O activation followed by extrusion of carbon dioxide and C-C bond formation represents a sustainable alternative to traditional waste-intensive cross-couplings. The scope of the transformation includes allyl and cinnamyl esters of various ortho-substituted benzoic acids. For particularly activated substrates, the palladium catalyst can optionally be replaced by an inexpensive nickel complex.

Regio- and stereoselective allylic C-H arylation with electron-deficient arenes by 1,1′-Bi-2-naphthol-palladium cooperation

A palladium-catalyzed allylic C-H arylation reaction with electron-deficient arenes with high regio- and stereoselectivity is reported. This work represents the first successful use of 1,1′-bi-2-naphthol as the ancillary ligand in allylic C-H activation, which is the key factor for chemoselectivity. Furthermore, high selectivity allylic C-H acetoxylation and amination were also successfully achieved under the same catalytic system.