312-75-4

Basic information

• Product Name: Silane, trimethyl[4-(trifluoromethyl)phenyl]-
• CAS NO: 312-75-4
• Molecular Formula: C10H13F3Si
• Molecular Weight: 218.294
• Mol File: 312-75-4.mol
• Article Data: 19

Chemical Properties

• CAS DataBase Reference: Silane, trimethyl[4-(trifluoromethyl)phenyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Silane, trimethyl[4-(trifluoromethyl)phenyl]-(312-75-4)
• EPA Substance Registry System: Silane, trimethyl[4-(trifluoromethyl)phenyl]-(312-75-4)

Safety Data

• Hazardous Substances Data: 312-75-4(Hazardous Substances Data)

Upstream product

• 1209011-62-0 FpSiMe₂C₆H₄-p-CF₃ 
• 1186026-67-4 1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(trimethylsilyl)benzene 
• 17865-11-1 (4-(trimethylsilyl)phenyl)boronic acid 
• 17889-23-5 4-(trimethylsilyl)aniline 
• 75-77-4 chloro-trimethyl-silane 
• 98-56-6 4-chlorobenzotrifluoride 
• 402-51-7 4-(trifluoromethyl)phenylmagnesium bromide 
• 1450-14-2 1,1,1,2,2,2-hexamethyldisilane 
• 1112-54-5 vinyltriethylsilane 
• 455-18-5 4-CF₃C₆H₄CN 
• 54711-92-1 trimethylsilanide ion 
• 455-13-0 4-Iodobenzotrifluoride 
• 2786-01-8 (4-trifluoromethylphenyl)lithium 
• 402-43-7 p-trifluoromethylphenyl bromide 

Downstream Products

• 98-08-8 α,α,α-trifluorotoluene 
• 402-44-8 4-Fluorobenzotrifluoride 
• 109769-57-5 (+/-)-2,2-dimethyl-1-propan-1-ol 
• 1355722-38-1 1-[difluoro(trimethylsilyl)methyl]-4-(trimethylsilyl)benzene 
• 1355722-39-2 1-[fluoro-bis(trimethylsilyl)methyl]-4-(trimethylsilyl)benzene 
• 581-80-6 4,4'-bis(trifluoromethyl)biphenyl 
• 455-24-3 4-trifluoromethylbenzoic acid 
• 1415605-83-2 3-[4-(trifluoromethyl)phenyl]benzo[b]thiophene 
• 957188-75-9 [N-(trifluoromethylsulfonyl)imino][4-(trifluoromethyl)phenyl]-λ³-bromane 
• 402-43-7 p-trifluoromethylphenyl bromide 

Relevant articles and documents

Transition-Metal-Free Coupling of Polyfluorinated Arenes and Functionalized, Masked Aryl Nucleophiles

A chemoselective C(sp2)?C(sp2) coupling of sufficiently electron-deficient fluorinated arenes and functionalized N-aryl-N’-silyldiazenes as masked aryl nucleophiles is reported. The fluoride-promoted transformation involves the in situ generation of the aryl nucleophile decorated with various sensitive functional groups followed by a stepwise nucleophilic aromatic substitution (SNAr). These reactions typically proceed at room temperature within minutes. This catalytic process allows for the functionalization of both coupling partners, furnishing highly fluorinated biaryls in good yields.

Dimethylformamide-stabilised palladium nanoclusters catalysed coupling reactions of aryl halides with hydrosilanes/disilanes

N,N-Dimethylformamide-stabilised Pd nanocluster (NC) catalysed cross-coupling reactions of hydrosilane/disilane have been investigated. In this reaction, the coupling reaction proceeds without ligands with low catalyst loading. N,N-Dimethylacetamide is a crucial solvent in these reactions. The solvent effect was considered by various techniques, such as transmission electron microscopy, X-ray photoelectron spectroscopy, and thermogravimetric analysis. The Pd NCs can be recycled five times under both hydrosilane and disilane reaction conditions.

Highly Selective Addition of a Broad Spectrum of Trimethylsilane Pro-nucleophiles to N-tert-Butanesulfinyl Imines

Addition of organotrimethylsilane reagents to chiral N-tert-butanesulfinyl imines can be achieved in good yields and with excellent diastereoselectivities by employing TMSO-/Bu4N+ as a Lewis base activator in THF. A variety of aliphatic, aromatic, heteroaromatic and organometallic chiral imines were utilised as electrophiles for the synthesis of enantioenriched N-tert-butanesulfinyl amides. Remarkably, the same sets of reaction conditions could be used with a highly diverse range of bench-stable organotrimethylsilane reagents, which highlights the generality and robustness of this methodology. Addition of organotrimethylsilane reagents to chiral N-tert-butanesulfinyl imines can be achieved in good yields and with excellent diastereoselectivities by employing TMSO-/Bu4N+ as a Lewis base activator in THF. A variety of aliphatic, aromatic, heteroaromatic and organometallic chiral imines were utilised as electrophiles for the synthesis of enantioenriched N-tert-butanesulfinyl amides, highlighting the generality and robustness of this methodology.