58040-61-2

Basic information

• Product Name: (1,3-diphenylpropa-1,2-dien-1-yl)trimethylsilane
• Synonyms: (1,3-diphenylpropa-1,2-dien-1-yl)trimethylsilane
• CAS NO: 58040-61-2
• Molecular Weight: 264.442
• Mol File: 58040-61-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (1,3-diphenylpropa-1,2-dien-1-yl)trimethylsilane(CAS DataBase Reference)
• NIST Chemistry Reference: (1,3-diphenylpropa-1,2-dien-1-yl)trimethylsilane(58040-61-2)
• EPA Substance Registry System: (1,3-diphenylpropa-1,2-dien-1-yl)trimethylsilane(58040-61-2)

Safety Data

• Hazardous Substances Data: 58040-61-2(Hazardous Substances Data)

Upstream product

• 591-50-4 iodobenzene 
• 31683-47-3 1-(trimethylsilyl)-3-phenylprop-1-yne 
• 100-44-7 benzyl chloride 

Relevant articles and documents

Preparation of Tri- and tetrasubstituted allenes via regioselective lateral metalation of benzylic (Trimethylsilyl)alkynes using TMPZnCl·LiCl

The zincation of various 1-(trimethylsilyl)-3-aryl-1-propynes with TMPZnCl·LiCl followed by a Pd-catalyzed coupling with aryl halides provides arylated allenes in 52-92% yield. Subsequent metalation with TMPZnCl·LiCl and cross-coupling with a second different aryl halide provides regioselectively tetrasubstituted allenes in 42-70% yield. This sequence can be performed in a one-pot procedure. DFT calculations and NMR studies support the formation of allenylzinc and propargyllithium intermediates starting from 1-(trimethylsilyl)-3-phenyl-1-propyne.