99128-10-6

Basic information

• Product Name: Phosphonium, (isocyanomethyl)triphenyl-, chloride
• CAS NO: 99128-10-6
• Molecular Formula: C20H17NP.Cl
• Molecular Weight: 337.788
• Mol File: 99128-10-6.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Phosphonium, (isocyanomethyl)triphenyl-, chloride(CAS DataBase Reference)
• NIST Chemistry Reference: Phosphonium, (isocyanomethyl)triphenyl-, chloride(99128-10-6)
• EPA Substance Registry System: Phosphonium, (isocyanomethyl)triphenyl-, chloride(99128-10-6)

Safety Data

• Hazardous Substances Data: 99128-10-6(Hazardous Substances Data)

Upstream product

• 30718-17-3 trimethylsilylmethyl isocyanide 
• 603-35-0 triphenylphosphine 

Downstream Products

• 61168-06-7 (Z)-2-(3-Indolyl)vinyl Isocyanide 
• 90289-56-8 (E)-2-(3-Indolyl)vinyl Isocyanide 
• 41003-16-1 (Z)-1-(2-isocyanovinyl)-4-methoxybenzene 
• 41003-99-0 (E)-1-(2-isocyanovinyl)-4-methoxybenzene 
• 41003-97-8 (E)-2-Phenylvinyl Isocyanide 
• 64630-29-1 (Z)-2-Phenylvinyl Isocyanide 
• 99128-12-8 [CNCH₂P(C₆H₅)3]⁽¹⁺⁾*[PF₆]^(1-)=[CNCH₂P(C₆H₅)3][PF₆] 

Relevant articles and documents

Synthesis of Vinyl Isocyanides and Development of a Convertible Isonitrile

The reaction of isocyanomethylenetriphenylphosphorane, generated in situ from the corresponding phosphonium salt, with a diverse set of aldehydes afforded vinyl isocyanides in good to high yields. Excellent E-selectivity was observed for aliphatic aldehydes and 2,6-disubstituted aromatic aldehydes, whereas Z-olefins were formed predominantly with ortho-substituted aryl aldehydes. (Z)-1-Bromo-2-(2-isocyanovinyl)benzene (5l) was found to be a truly universal isonitrile since, after Ugi reaction, the resulting secondary amide unit (RNHCO-) is convertible under both acidic and basic conditions. The application of 5l in the synthesis of polyheterocycles is also illustrated.