73839-45-9

Basic information

• Product Name: Silane, trimethyl[2-(4-methylphenyl)ethenyl]-, (E)-
• CAS NO: 73839-45-9
• Molecular Formula: C12H18Si
• Molecular Weight: 190.36
• Mol File: 73839-45-9.mol

Chemical Properties

• CAS DataBase Reference: Silane, trimethyl[2-(4-methylphenyl)ethenyl]-, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: Silane, trimethyl[2-(4-methylphenyl)ethenyl]-, (E)-(73839-45-9)
• EPA Substance Registry System: Silane, trimethyl[2-(4-methylphenyl)ethenyl]-, (E)-(73839-45-9)

Safety Data

• Hazardous Substances Data: 73839-45-9(Hazardous Substances Data)

Upstream product

• 622-97-9 1-ethenyl-4-methylbenzene 
• 16029-98-4 trimethylsilyl iodide 
• 938-81-8 N-nitrosoacetanilide 
• 10557-67-2 N-nitroso-p-methyl-acetanilide 
• 51419-59-1 4-methylbenzylsulfonyl chloride 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 2117-28-4 bis(trimethylsilyl)methane 
• 104-87-0 4-methyl-benzaldehyde 
• 754-05-2 ethenyltrimethylsilane 
• 624-31-7 4-tolyl iodide 
• 459-44-9 4-methylbenzenediazonium tetrafluoroborate 
• 1822-00-0 trimethylsilylmethyllithium 
• 4186-14-5 1-(2-(trimethylsilyl)ethynyl)toluene 
• 617-86-7 triethylsilane 

Downstream Products

• 4565-20-2 (E)-1-(4-methyl)phenyl-2-(2-thienyl)ethene 
• 4714-21-0 E-1-methyl-4-styryl-benzene 
• 18869-29-9 (E)-4,4'-dimethylstilbene 
• 17555-94-1 (E)-4'-methoxy-4-methylstilbene 
• 24325-70-0 (E)-4-methyl-4'-nitrostilbene 
• 62856-31-9 (E)-1-(4-bromophenyl)-2-p-tolylethene 
• 72033-82-0 trans,trans-1,4-bis(4-methylphenyl)-1,3-butadiene 
• 26928-22-3 (Z)-1-(2-fluorovinyl)-4-methylbenzene 
• 26928-21-2 (E)-1-(2-fluorovinyl)-4-methylbenzene 
• 622-97-9 1-ethenyl-4-methylbenzene 
• 3160-38-1 (E)-4-p-tolylbut-3-en-2-one 
• 67962-11-2 4-methyl-1-p-tolyl-pent-1-en-3-one 
• 81467-93-8 5-(4-methylpheyl)pent-4-en-3-one 
• 89510-55-4 1-p-nitrophenyl-4-p-nitrophenylbuta-1E,3E-diene 

Relevant articles and documents

Asymmetric Hydrosilylation of β-Silyl Styrenes Catalyzed by a Chiral Palladium Complex

A palladium complex coordinated with a chiral SIPHOS ligand was evaluated as an efficient catalyst for asymmetric hydrosilylation of β-silyl styrenes with trichlorosilane and 23 1,2-bis(silyl) chiral compounds were produced. Good to excellent enantioselec

Synthesis of multinuclear Rh(I) complexes bearing triazolylidenes and their application in C-C and c-Si bond forming reactions

Multidentate carbene ligands are valuable frameworks for the preparation of carbene complexes displaying higher nuclearity. In the present work, we report the synthesis of a series of mono- to tetra-[Rh(COD)I] complexes (3a- d) supported by mesoionic triazol-5-ylidenes. The general synthetic procedure involves the one step reaction of the appropriate triazolium (2a-d) salt in the presence of KHMDS and stoiquiometric amounts of the rhodium(I) precursor. Treatment of complexes 3a-d with an excess of carbon monoxide allows for the quantitative preparation of complexes 4a-d featuring a [Rh(CO)2I] fragment used for the detemination of the donor properties of the new triazolylidene ligands. All complexes have been fully characterized by means of 1H and 13C NMR spectroscopy, melting point, elemental analysis, and in the case of complex 3a, by X-ray crystallography. Comparison of the catalytic activity of the new rhodium complexes in C-C and C-Si bond forming processes demonstrate the enhanced performance of the tetranuclear species suggesting the possibility of strong cooperative effects in these multinuclear complexes.

Palladium-catalyzed olefination of aryl/alkyl halides with trimethylsilyldiazomethane via carbene migratory insertion

The direct olefination of aryl/alkyl halides with trimethylsilyldiazomethane (TMSD) as a C1- or C2-unit was achieved successfully via a metal carbene migratory insertion process, which offered a new access to afford (E)-vinyl silanes and (E)-silyl-substituted α,β-unsaturated amides in good yields and high chemoselectivity.

Stereoselective Transfer Semi-Hydrogenation of Alkynes to E-Olefins with N-Heterocyclic Silylene–Manganese Catalysts

The synthesis and structures of the first SiII-donor supported manganese(II) complexes [L1]MnCl2, [L2]MnCl2, and [L3]2MnCl2 are reported, bearing a pincer-type bis(NHSi)-pyridine ligand L1, bidentate bis(NHSi)-ferrocene ligand L2, and two monodentate NHSi ligands L3 (NHSi = N-heterocyclic silylene), respectively. They act as unprecedented very active and stereoselective Mn-based precatalysts (1 mol % loading) in transfer semi-hydrogenations of alkynes to give the corresponding E-olefins using ammonia–borane as a convenient hydrogen source under mild reaction conditions. Complex [L1]MnCl2 shows the best catalytic performance with quantitative conversion rates and excellent E-stereoselectivities (up to 98 %) for different alkyne substrates. Different types of functional groups can be tolerated, except CN, NH2, NO2, and OH groups at the phenyl group of 1-phenyl substituted alkynes.

Pd-promoted homocoupling reactions of unsaturated silanes in aqueous micelles

Palladium-promoted homocoupling reaction of vinyl- and polyenylsilanes in aqueous conditions has been investigated. The reaction is catalyzed by PdCl 2 in the presence of the reoxidizing system. CuCl2/LiCl and occurs at room temperature in aqueous solutions containing nonionic amphiphiles. Symmetrically α,ω-disubstituted stereodefined all-trans polyenes have been obtained in mild conditions and in good yields (65-87 %), higher than those previously reported for the same reactions carried, out in methanol or HMPA. A comparison between two commercially available surfactants, Triton X-100 and PTS, has been performed.

New one-pot synthesis of (E)-β-aryl vinyl halides from styrenes

A new, efficient protocol for the highly stereoselective one-pot synthesis of (E)-β-aryl vinyl iodides and (￡)-β-aryl vinyl bromides from styrenes based on sequential ruthenium-catalyzed silylative coupling-N-halosuccinimide-mediated halodesilylation reactions is reported.

Synthesis of (E)-alkenes via hydroindation of C{triple bond, long}C in InCl3-NaBH4 system

In InCl3-NaBH4-MeCN system, terminal aryl alkynes could couple with aryl iodides and bromides to give disubstituted alkenes via hydroindation of C{triple bond, long}C. In the similar way, (E)-alkenylsilanes were synthesized via reduction of alkynylsilanes in tetrahydrofuran (THF) in high yields. The processes showed high regio- and stereoselectivity.

Stereoselective one-pot synthesis of vinylsilanes from aromatic aldehydes

Vinylsilanes serve as convenient vinyl anion equivalents, but procedures for their stereoselective synthesis from aldehydes are scarce. A variety of aromatic aldehydes are converted to the corresponding vinylsilanes in a one-pot procedure involving the addition of (trimethylsilylmethyl)lithium to the aldehyde followed by treatment with Cp2TiCH2·AlMe2Cl ('Tebbe's reagent'). Halide and alkoxide substituents are tolerated, and (E)-vinylsilanes are formed exclusively in good yield.

Aromatic β-silylethenylation reactions via organogallium compounds

In the presence of GaCl3, silylethyne reacted electrophilically with aromatic hydrocarbons to give β-silylethenylated arenes. The reaction proceeded via cationic species generated by the interaction of GaCl3 and silylethyne. High reactivity of the intermediate was demonstrated by the rapid reaction rate at -78 °C using close to the equimolar amount of the substrates. ipso-Substitution reaction took place with 1,2,3- trimethoxybenzene. Structures and properties of several organogallium compounds involved in the reactions are discussed.