42096-34-4

Basic information

• Product Name: naphthalen-2-yl 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate
• CAS NO: 42096-34-4
• Molecular Formula: C₁₄H₇F₉O₃S
• Molecular Weight: 426.2542
• Mol File: 42096-34-4.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 360.7°C at 760 mmHg
• Flash Point: 171.9°C
• Density: 1.594g/cm³
• Vapor Pressure: 4.53E-05mmHg at 25°C
• Refractive Index: 1.469
• CAS DataBase Reference: naphthalen-2-yl 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: naphthalen-2-yl 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate(42096-34-4)
• EPA Substance Registry System: naphthalen-2-yl 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate(42096-34-4)

Safety Data

• Hazardous Substances Data: 42096-34-4(Hazardous Substances Data)

Upstream product

• 375-72-4 Nonafluorobutanesulfonyl fluoride 
• 135-19-3 β-naphthol 
• 875-83-2 sodium 2-naphtholate 
• 32848-23-0 para-nitrophenyl perfluorobutanesulfonate 

Downstream Products

• 91-20-3 naphthalene 
• 135-88-6 N-Phenyl-2-naphthylamine 
• 28402-08-6 (naphthalen-2-yl)diphenylphosphine oxide 
• 42044-07-5 2-cyclohexylnaphthalene 
• 176896-73-4 methyl (S)-2-[(tert-butoxycarbonyl)amino]-3-(naphthalen-2-yl)propanoate 
• 91-57-6 2-Methylnaphthalene 
• 2876-44-0 2-octylnaphthalene 
• 5751-32-6 2-[(1E)-3-phenylprop-1-en-1-yl]naphthalene 
• 1262210-29-6 2-(6-methoxycyclohex-1-en-1-yl)naphthalene 
• 13672-18-9 benzyl-2-naphthylamine 
• 1009807-63-9 (R)-(+)-2-naphthyl-(1-phenylethyl)amine 
• 473699-18-2 (S)-(-)-2-(α-methylbenzylamino)naphthalene 
• 71182-40-6 N-(naphthalen-2-yl)isobutyramide 

Relevant articles and documents

Palladium-Catalyzed C-P Bond-Forming Reactions of Aryl Nonaflates Accelerated by Iodide

An iodide-accelerated, palladium-catalyzed C-P bond-forming reaction of aryl nonaflates is described. The protocol was optimized for the synthesis of aryl phosphine oxides and was found to be tolerant of a wide range of aryl nonaflates. The general nature of this transformation was established with coupling to other P(O)H compounds for the synthesis of aryl phosphonates and an aryl phosphinate. The straightforward synthesis of stable, isolable aryl nonaflates, in combination with the rapid C-P bond-forming reaction allows facile preparation of aryl phosphorus target compounds from readily available phenol starting materials. The synthetic utility of this general strategy was demonstrated with the efficient preparation of an organic light-emitting diode (OLED) material and a phosphonophenylalanine mimic.

Steric effects in palladium-catalysed amination of aryl triflates and nonaflates with the primary amines PhCH(R)NH2 (R=H, Me)

A systematic study of the effects of aryl triflate and nonaflate structure on the yield of amination with the primary amines PhCH(R)NH2 (R=H, Me) under palladium catalysis has been carried out. High throughput screening indicated that a catalyst composed of X-Phos/Pd2(dba)3/1,4-dioxane was optimal based on a model reaction of Ar(ORf) [Rf=Tf (SO2CF3), Nf (SO2(CF2)3CF3)] with PhCH2NH2. Comparisons of the reactivity of various ArOTf and ArONf [Ar=4-MePh, 2-naphthyl, 1-naphthyl, 2-PhC6H4] indicated that both ortho substitution in the aryl electrophile and at the α-position on the amine are detrimental to the coupling particularly when they occur in combination. Despite being formally a monodentate ligand use of X-Phos leads to only small degrees of racemisation when using (R)-PhCH(Me)NH2 (typically resulting in a reduction from 97 to 86-94% ee for the amine stereocentre).

4-Nitrophenyltriflate and 4-Nitrophenylnonaflate as New Perfluoroalkanesulfonyl Transfer Agents: Experimental and Computational Studies

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