104114-99-0

Basic information

• Product Name: Pyridine, 3-(diphenylphosphino)-
• CAS NO: 104114-99-0
• Molecular Formula: C17H14NP
• Molecular Weight: 263.279
• Mol File: 104114-99-0.mol
• Article Data: 17

Chemical Properties

• CAS DataBase Reference: Pyridine, 3-(diphenylphosphino)-(CAS DataBase Reference)
• NIST Chemistry Reference: Pyridine, 3-(diphenylphosphino)-(104114-99-0)
• EPA Substance Registry System: Pyridine, 3-(diphenylphosphino)-(104114-99-0)

Safety Data

• Hazardous Substances Data: 104114-99-0(Hazardous Substances Data)

Upstream product

• 626-60-8 3-Chloropyridine 
• 1079-66-9 chloro-diphenylphosphine 
• 626-55-1 3-Bromopyridine 
• 107658-27-5 pyridin-3-yl trifluoromethanesulfonate 
• 603-35-0 triphenylphosphine 
• 17154-34-6 (trimethylsilyl)diphenylphosphine 
• 40841-62-1 (diphenylphosphino)(p-tolyl)methanone 
• 4559-70-0 Diphenylphosphine oxide 
• 100-58-3 phenylmagnesium bromide 
• 829-85-6 diphenylphosphane 
• 1120-90-7 3-iodopyridine 
• 100-54-9 pyridine-3-carbonitrile 
• 109-00-2 3-HYDROXYPYRIDINE 

Downstream Products

• 104114-96-7 trans,mer-Mo(N₂)2(3-(diphenylphosphino)pyridine)(PMePh₂)3 
• 688764-23-0 RhH((NC₅H₄P(C₆H₅)2)Zn(N₄C₂₀H₈(C₆H₅)3C₆H₄OPO₂C₁₂H₄(C(CH₃)3)4))(CO)2 
• 919122-69-3 [PdCl₂(Zn(OC₆H₂(C(CH₃)3)2CHN)2)2C₆H₂(NC₅H₄P(C₆H₅)2)2] 
• 673485-18-2 3-pyridyldiphenylphosphine zinc(II) tetraphenylporphyrin 

Relevant articles and documents

Dicationic phosphonium salts: Lewis acid initiators for the Mukaiyama-aldol reaction

Two strategies were used to prepare dicationic phosphonium cations. The first method consists of the reaction of 1-chlorocyclopropenium salts with phosphines to obtain cyclopropenium-substituted phosphonium salts 10a-f[BF4]. Anion exchange was performed to access the corresponding [B(C6F5)4]- analogues 10a-f[B(C6F5)4], which showed much higher solubility in organic solvents. In addition, we developed a synthesis of dicationic phosphonium salts containing 2-, 3-, or 4-methylpyridinium substituents 11a-c[TfO], which were converted as well to their [B(C6F5)4]- analogues 11a-c[B(C6F5)4]. Finally, the phenoxy-substituted phosphonium salt 12[B(C6F5)4] was also prepared. All salts demonstrated remarkable stability in air as compared with their fluorinated analogues. The Lewis acidity of these salts was evaluated by means of theoretical calculations and finally, they were shown to be effective in initiating the Mukaiyama-aldol reaction.

Palladium-Catalyzed C-P(III) Bond Formation by Coupling ArBr/ArOTf with Acylphosphines

Palladium-catalyzed C-P bond formation reaction of ArBr/ArOTf using acylphosphines as differential phosphination reagents is reported. The acylphosphines show practicable reactivity with ArBr and ArOTf as the phosphination reagents, though they are inert to the air and moisture. The reaction affords trivalent phosphines directly in good yields with a broad substrate scope and functional group tolerance. This reaction discloses the acylphosphines' capability as new phosphorus sources for the direct synthesis of trivalent phosphines.

Copper-catalyzed C–P cross-coupling of secondary phosphines with (hetero)aromatic bromide

A novel and convenient approach to the synthesis of various tertiary phosphines via a copper-catalyzed cross-coupling of (hetero)aromatic bromide with secondary phosphines has been developed. The reaction employs cheap copper as the catalyst, 2,6-bis(N-methylaminomethyl)pyridine (L4) as a perfect ligand and KOtBu as a base; all reactions are carried out under argon atmosphere. A variety of sterically hindered and/or functionalized substrates were found to react under these reaction conditions to provide products in good to excellent yields. Moreover, ten new tertiary phosphines were first reported in this process.