144136-75-4

Basic information

• Product Name: Silane, [2-(4-chlorobutyl)-4-[(phenylmethoxy)methyl]-1,4-heptadienyl]trimethyl-
• CAS NO: 144136-75-4
• Molecular Formula: C22H35ClOSi
• Molecular Weight: 379.058
• Mol File: 144136-75-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Silane, [2-(4-chlorobutyl)-4-[(phenylmethoxy)methyl]-1,4-heptadienyl]trimethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Silane, [2-(4-chlorobutyl)-4-[(phenylmethoxy)methyl]-1,4-heptadienyl]trimethyl-(144136-75-4)
• EPA Substance Registry System: Silane, [2-(4-chlorobutyl)-4-[(phenylmethoxy)methyl]-1,4-heptadienyl]trimethyl-(144136-75-4)

Safety Data

• Hazardous Substances Data: 144136-75-4(Hazardous Substances Data)

Upstream product

• 113964-33-3 (6-chlorohex-1-yn-1-yl)trimethylsilane 
• 144115-90-2 1-benzyloxy-2-(chloromethyl)-2-pentene 
• 1066-54-2 trimethylsilylacetylene 
• 144115-85-5 1-(2-tetrahydropyranyloxy)-2-(2-tetrahydropyranyloxymethyl)-2-pentene 
• 144115-86-6 2-(benzyloxymethyl)-2-penten-1-ol 
• 144115-51-5 2-propylidene-1,3-propanediol 

Relevant articles and documents

Allylmetallation of 1-Silylalkynes by 2-(Bromozincmethyl)-2-alkenyl Ethers followed by Pd(0)-catalyzed Cyclization: A one-pot Synthesis of 4-Methylenecyclopentenes

Reaction of 2-(bromozincmethyl)-2-alkenyl ethers 1 a,b,c,d with 1-(trimethylsilyl)-1-alkynes 2 afforded carbometallation products 3, which were converted by Pd(0)-catalyzed cyclization to 4-methylenecyclopentenes 5.The rates of both the addition and cyclization step depend on the concentration of the organozinc compound and the preparation of 5 is best performed using a 1,4-1,8 M solution of 1.At lower concentrations reaction times must be longer and, when 1c is reacted, the addition reaction is incomplete and gives rise to a mixture of products (3 and 14), which on Pd(0)-treatment leads to a mixture of isomeric methylenecyclopentenes (5, 15 and 16). - Key Words: alkyne addition; carbometallation; 2-alkenylzinc compounds; Pd(0)-catalysis; cyclopentenes.