56240-41-6

Basic information

• Product Name: (1Z,3E)-2-methyl-1-phenyl-1,3-pentadiene
• CAS NO: 56240-41-6
• Molecular Weight: 158.243
• Mol File: 56240-41-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (1Z,3E)-2-methyl-1-phenyl-1,3-pentadiene(CAS DataBase Reference)
• NIST Chemistry Reference: (1Z,3E)-2-methyl-1-phenyl-1,3-pentadiene(56240-41-6)
• EPA Substance Registry System: (1Z,3E)-2-methyl-1-phenyl-1,3-pentadiene(56240-41-6)

Safety Data

• Hazardous Substances Data: 56240-41-6(Hazardous Substances Data)

Upstream product

• 77494-35-0 1,3-dimethyl-1-(trimethylsilyl)allene 
• 100-52-7 benzaldehyde 

Relevant articles and documents

Stereoselective synthesis of all four geometric isomers of internal 1,3-butadienes by the condensation reaction of aldehydes with the γ-trimethylsilyl-substituted allylboranes

Hydroboration of 2-(trimethylsilyl)-2,3-pentadiene or 4-(trimethylsilyl)-2,3-octadiene with 9-borabicyclo[3.3.1] nonane or dicyclohexylborane produced the corresponding γ-trimethylsilyl-substituted allylborane which condensed smoothly with aldehydes to afford after elimination of hydroxytrimethylsilane by either basic or acidic workup, a variety of internal 1,3-butadienes Apparently high diastereoselectivity was obtained during the condensation step and therefore allowed an easy control of the geometry of one of the two resulting double bonds by simply employing either basic or acidic workup conditions to promote the Peterson olefination reaction. The geometry of the other double bond could also be controlled by selecting either 9-borabicyclo[3.3.1]nonane or dicyclohexylborane as the hydroborating agent. Consequently, all four geometric isomers of several representative interal 1,3-dienes were synthesized with high isomeric purity by utilizing different combinations of the hydroborating agents and the workup conditions. The [1,3] sigmatropic rearrangement of γ-trimethylsilyl-substituted allylboranes was studied by 1H NMR.