CAS编号603-35-0 三苯基膦 99%
Triphenylphosphine, 99+% 订购编码： L02502-50g
L02502 Triphenylphosphine, powder, 99%
CAS号：603-35-0
别名：TPP
L02502.18 50g 437.00
L02502.30 250g 1147.00
L02502.0B 1000g 3646.00
Triphenylphosphine, powder, 99%
MDL：MFCD00003043
EINECS：210-036-0
化学性质
化学式：(C6H5)3P
式量：262.29
熔点：79-81°
沸点：360°
闪点：181°(358°F)
密度：1.200
Storage & Sensitivity：Ambient temperatures.
可溶性：Soluble in ether, benzene, carbon tetrachloride, glacial acetic acid, acetone, chloroform and alcohol. Insoluble in water.
应用
Triphenylphosphine is used in the synthesis of organic compounds due to its nucleophilicity and its reducing character. It is involved in the synthesis of biaryl compounds, phosphonium salts and other phosphorus compounds. As a reducing agent, it is used to prepare aromatic amines from the corresponding aromatic N-oxides. The anionic phosphine is usually isolated as the trisodium salt, which reacts with rhodium to form a complex that finds use in industrial hydroformylation reactions. It is also used to prepare Wilkinson’s catalyst, RhCl(PPh3)3 useful to catalyze the hydrogenation of alkenes and tetrakis(triphenylphosphine)palladium(0) that is widely used to catalyse C-C coupling reactions in organic synthesis.
注释
Incompatible with oxidizing agents and acids.
参考文献
Finds widespread use as a complexing agent with transition metals, either in the preparation of stable complexes, or as an additive in metal-promoted reactions. See also Tri(o-tolyl)-phosphine, A12093 and Tri(2-furyl)-phosphine, L13329.
Azides can be converted selectively to amines, in the presence of ester, epoxide or nitro groups, by reduction to iminophosphoranes (Staudinger reaction), followed by hydrolysis. For reviews, see: Tetrahedron, 37, 437 (1981); 48, 1353 (1992):
In suitable circumstances, the iminophosphorane may undergo intramolecular aza-Wittig reaction: Tetrahedron, 45, 6375 (1989):
Reviews: Aza-Wittig reaction in heterocyclic synthesis: Org. Prep. Proced. Int., 24, 209 (1992); Iminophosphoranes as building blocks for the preparation of N-containing heterocycles: Synthesis, 1197 (1994).
For use in peptide and other coupling reactions, see 2,2′-Dipyridyl- disulfide, A11118.
For use in the Mitsunobu reaction for conversion of alcohols to alkylating agents, see N-Guanyl-urea sulfate, A19106, and Diisopropyl- azodicarboxyl-ate, L10386. See also 1,2-Bis(diphenyl-phosphino)-ethane, A11419.
Loghmani, M. H.; Shojaei, A. F. Reduction of cobalt ion improved by lanthanum and zirconium as a triphenylphosphine stabilized nano catalyst for hydrolysis of sodium borohydride. Int. J. Hydrogen Energy 2015, 40 (20), 6573-6581.
Nirmala, M.; Prakash, G.; Viswanathamurthi, P.; Malecki, J. G. An attractive route to transamidation catalysis: Facile synthesis of new o-aryloxide-N-heterocyclic carbene ruthenium (II) complexes containing trans triphenylphosphine donors. J. Mol. Catal. A: Chem. 2015, 403, 15-26.