40595-34-4

Basic information

• Product Name: trimethyl[(2E)-3-phenylprop-2-en-1-yl]silane
• Synonyms: cinnamyltrimethylsilane; Silane, trimethyl(3-phenyl-2-propenyl)-
• CAS NO: 40595-34-4
• Molecular Formula: C₁₂H₁₈Si
• Molecular Weight: 190.3568
• Mol File: 40595-34-4.mol
• Article Data: 57

Chemical Properties

• Boiling Point: 243.4°C at 760 mmHg
• Flash Point: 88.2°C
• Density: 0.882g/cm³
• Vapor Pressure: 0.0503mmHg at 25°C
• Refractive Index: 1.512
• CAS DataBase Reference: trimethyl[(2E)-3-phenylprop-2-en-1-yl]silane(CAS DataBase Reference)
• NIST Chemistry Reference: trimethyl[(2E)-3-phenylprop-2-en-1-yl]silane(40595-34-4)
• EPA Substance Registry System: trimethyl[(2E)-3-phenylprop-2-en-1-yl]silane(40595-34-4)

Safety Data

• Hazardous Substances Data: 40595-34-4(Hazardous Substances Data)

Upstream product

• 300-57-2 allylbenzene 
• 75-77-4 chloro-trimethyl-silane 
• 21087-29-6 trans-3-phenylprop-2-enyl chloride 
• 18000-27-6 trimethylsilyllithium 
• 91899-54-6 (Trimethylsilyl)copper 
• 21040-45-9 Cinnamyl acetate 
• 7217-71-2 1-phenyl-2-propenyl acetate 
• 1450-14-2 1,1,1,2,2,2-hexamethyldisilane 
• 64035-64-9 Trimethylsilylmethyl trifluoromethanesulfonate 
• 4843-72-5 (E)-2-phenylethenyllithium 
• 104107-98-4 1-Phenyl-2,3-bis(trimethylsilyl)-1-propanol 
• 156-60-5 trans-1,2-dichloroethylene 
• 2344-80-1 Chloromethyltrimethylsilane 
• 87802-71-9 (E)-methyl cinnamyl carbonate 

Downstream Products

• 96746-40-6 4-phenyl-5-hexen-1-ol 
• 115546-07-1 5-Phenyl-hept-6-ene-2,4-dione 
• 1825-61-2 Trimethylmethoxysilane 
• 22665-13-0 1-phenylallyl methyl ether 
• 24808-73-9 (E)-(3-methoxyprop-1-en-1-yl)benzene 
• 90929-16-1 (2E)-3-phenylprop-2-en-1-yl nitrate 
• 74120-63-1 (E)-1,4-diphenyl-1,5-hexadiene 
• 76524-55-5 (E)-(5-methylhexa-1,5-dienyl)benzene 
• 73222-66-9 (5-methylhexa-1,5-dien-3-yl)benzene 
• 74203-25-1 1-(1-Phenyl-allyl)-adamantane 
• 80359-96-2 2-methyl-5-phenyl-6-heptene-3-one 
• 82094-55-1 1-Adamantan-1-yl-2-phenyl-but-3-en-1-ol 
• 105140-54-3 (E)-3,3,6,6-Tetramethyl-7-phenyl-nona-4,8-dienal 
• 105140-45-2 ((E)-2,2,5,5-Tetramethyl-1-vinyl-hepta-3,6-dienyl)-benzene 

Relevant articles and documents

Electrophilic difluoro(phenylthio)methylation: Generation, stability, and reactivity of α-fluorocarbocations

Electrophilic difluoro(phenylthio)methylation of allylsilanes has been achieved using bromodifluoro(phenylthio)methane (PhSCF2Br) and silver hexafluoroantimonate (AgSbF6). The structural assignment and observation of α-fluorocarbocation were substantiated by NMR and theoretical calculations. Detailed mechanistic and electronic studies have provided a fundamental understanding of the reactivity and stability of the difluoro(phenylthio)methylium cation (PhSCF2+).

Diastereoselective Addition of Prochiral Nucleophilic Alkenes to α-Chiral N-Sulfonyl Imines

The Lewis-acid-promoted addition of prochiral E- and Z-allyl nucleophiles to chiral α-alkoxy N-tosyl imines is described. Alkene geometry is selectively transferred to the newly formed carbon-carbon bond, resulting in stereochemical control of C1, C2, and C3 of the resulting 2-alkoxy-3-N-tosyl-4-alkyl-5-hexene products. A computational analysis to elucidate the high selectivity is also presented. This methodology was employed in the synthesis of two naturally occurring isomers of clausenamide.

Nickel-Mediated Enantiospecific Silylation via Benzylic C-OMe Bond Cleavage

Benzylic stereocenters are found in bioactive and drug molecules, as enantiopure benzylic alcohols have been used to build such a stereogenic center, but are limited to the construction of a C-C bond. Silylation of alkyl alcohols has the potential to build bioactive molecules and building blocks; however, the development of such a process is challenging and unknown. Herein, we describe an unprecedented AgF-assisted nickel catalysis in the enantiospecific silylation of benzylic ethers.

METHOD FOR PRODUCING ALLYLSILANE COMPOUND

PROBLEM TO BE SOLVED: To provide a method for producing an allylsilane compound which can efficiently produce an allylsilane compound. SOLUTION: An allylsilane compound can be efficiently produced by the reaction between a halogenated allyl compound and a disilane compound in the presence of a palladium element-containing nanoparticle having solvent coordinated on the surface. SELECTED DRAWING: Figure 2 COPYRIGHT: (C)2017,JPOandINPIT