460743-71-9

Basic information

• Product Name: Naphthalene, 2-[4-(trifluoromethyl)phenyl]-
• CAS NO: 460743-71-9
• Molecular Formula: C17H11F3
• Molecular Weight: 272.27
• Mol File: 460743-71-9.mol
• Article Data: 29

Chemical Properties

• CAS DataBase Reference: Naphthalene, 2-[4-(trifluoromethyl)phenyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Naphthalene, 2-[4-(trifluoromethyl)phenyl]-(460743-71-9)
• EPA Substance Registry System: Naphthalene, 2-[4-(trifluoromethyl)phenyl]-(460743-71-9)

Safety Data

• Hazardous Substances Data: 460743-71-9(Hazardous Substances Data)

Upstream product

• 580-13-2 2-bromonaphthalene 
• 128796-39-4 4-trifluoromethylphenylboronic acid 
• 93-04-9 2-Methoxynaphthalene 
• 501374-30-7 5,5-dimethyl-2-(4-trifluoromethyl-phenyl)-[1,3,2]dioxaborinane 
• 613-46-7 2-naphthalenecarbonitrile 
• 1195761-03-5 potassium 4-(trifluoromethyl)benzoate 
• 7385-85-5 naphthalen-2-yl tosylate 
• 150982-53-9 methyl 2-naphthyl carbonate 
• 135-19-3 β-naphthol 
• 612-55-5 2-iodonaphthalene 
• 455-13-0 4-Iodobenzotrifluoride 
• 573-57-9 1,4-dihydronaphthalene-1,4-epoxide 
• 13406-29-6 tris(para-trifluoromethyl)phenyl phosphine 
• 61912-14-9 2-naphthyl diethylcarbamate 

Relevant articles and documents

Potassium trimethylsilanolate enables rapid, homogeneous suzuki-miyaura cross-coupling of boronic esters

Herein, a mild and operationally simple method for the Suzuki-Miyaura cross-coupling of boronic esters is described. Central to this advance is the use of the organic-soluble base, potassium trimethylsilanolate, which allows for a homogeneous, anhydrous cross-coupling. The coupling proceeds at a rapid rate, often furnishing products in quantitative yield in less than 5 min. By applying this method, a >10-fold decrease in reaction time was observed for three published reactions which required >48 h to reach satisfactory conversion.

Nickel-catalyzed cross-coupling of 2-methoxynaphthalene with methyl 4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)benzoate

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New, potentially chelating NHC ligands; synthesis, complexation studies, and preliminary catalytic evaluation

Two new N-heterocyclic carbene (NHC) ligands bearing 2-morpholino and 2-piperidinyl naphthyl wingtips were synthesised (2-SIMorNap and 2-SIPipNap). Nuclear magnetic resonance studies, in conjunction with crystal structures and derivatisation of the NHC salts using a chiral counteranion, revealed that the ligand wingtips are oriented anti with respect to each other. From the free carbene, palladium, ruthenium and iridium complexes were prepared. NHC-iridium dicarbonyl complexes were made in order to extract the TEP values for these ligands. The study showed that these NHC ligands are more electron-donating than normal, aryl-substituted NHCs. The palladium complexes were tested in representative Suzuki-Miyaura cross-coupling reactions and compared to the state of the art systems. Ruthenium-catalysed ring-closing metathesis with these ligands was also performed. It was found that Grubbs’ 2nd generation catalyst incorporating 2-SIPipNap did not initiate at room temperature and required heating for RCM to occur.