21498-52-2

Basic information

• Product Name: naphthalen-1-yl(diphenyl)arsane
• CAS NO: 21498-52-2
• Molecular Formula: C₂₂H₁₇As
• Molecular Weight: 356.292
• Mol File: 21498-52-2.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 458.8°C at 760 mmHg
• Flash Point: 228.7°C
• Vapor Pressure: 3.64E-08mmHg at 25°C
• CAS DataBase Reference: naphthalen-1-yl(diphenyl)arsane(CAS DataBase Reference)
• NIST Chemistry Reference: naphthalen-1-yl(diphenyl)arsane(21498-52-2)
• EPA Substance Registry System: naphthalen-1-yl(diphenyl)arsane(21498-52-2)

Safety Data

• Hazardous Substances Data: 21498-52-2(Hazardous Substances Data)

Upstream product

• 99747-74-7 1-naphthyl triflate 
• 101319-72-6 n-Bu₃SnAsPh₂ 
• 90-14-2 1-Iodonaphthalene 
• 603-32-7 triphenyl-arsane 
• 21498-51-1 Potassium Diphenylarsenide 
• 90-11-9 1-Bromonaphthalene 
• 829-83-4 diphenylarsane 
• 130-14-3 sodium 1-naphthalenesulfonate 
• 3095-87-2 bromodiphenylarsine 
• 703-55-9 1-naphthylmagnesiumbromide 

Downstream Products

• 17316-47-1 Diphenyl-naphthyl-⁽¹⁾-arsin-sulfid 
• 21498-58-8 [1]naphthyl-diphenyl-arsine oxide 

Relevant articles and documents

One-pot palladium-catalyzed cross-coupling reaction of aryl iodides with stannylarsanes and stannylstibanes

(Formula presented) The reaction of Ph3As and Ph3Sb with Na metal in liquid ammonia gives Ph2M- ions (M = As, Sb) that react with n-Bu3SnCl to afford n-Bu3Sn-MPh 2 (1). The ammonia was allowed to evaporate, and toluene was added. The Pd-catalyzed cross-coupling reactions of these stannanes with aryl iodides afford functionalized triaryl-arsanes and triaryl-stibanes in high yields in a one-pot procedure (80-99%). The use of the commercially available, air-stable, and inexpensive Ph3M as the initial reagent and the one-pot process make this method a useful approach. This is the first report on the synthesis of 1 and the exploration of its chemistry.