6844-47-9

Basic information

• Product Name: 4-TRIMETHYLSILYLMETHYLPYRIDINE
• Synonyms: 4-TRIMETHYLSILYLMETHYLPYRIDINE
• CAS NO: 6844-47-9
• Molecular Formula: C₉H₁₅NSi
• Molecular Weight: 165.3076
• Mol File: 6844-47-9.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-TRIMETHYLSILYLMETHYLPYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-TRIMETHYLSILYLMETHYLPYRIDINE(6844-47-9)
• EPA Substance Registry System: 4-TRIMETHYLSILYLMETHYLPYRIDINE(6844-47-9)

Safety Data

• Hazardous Substances Data: 6844-47-9(Hazardous Substances Data)

Upstream product

• 108-89-4 picoline 
• 75-77-4 chloro-trimethyl-silane 
• 620-08-6 4-methoxypyridine 
• 13170-43-9 (trimethylsilyl)methylmagnesium chloride 

Downstream Products

• 108-89-4 picoline 
• 2116-64-5 4-(2-phenylethyl)pyridine 
• 20151-37-5 rac-1-phenyl-2-(4-pyridyl)ethanol 
• 65920-88-9 1-pyridin-4-yl-propan-2-ol 
• 13362-78-2 trans-1,2-bis(pyridin-4-yl)ethene 
• 1245566-10-2 1-phenyl-3-(4-methoxyphenyl)-4-(pyridin-4-yl)-2-aza-1,3-butadiene 
• 138761-45-2 4-pyridine 
• 1007-48-3 4-acetoxymethylpyridine 

Relevant articles and documents

Towards redox-switchable organocatalysts based on bidentate halogen bond donors

Redox-active bidentate halogen bond donors based on halopyridinium groups as halogen-bond donating units were synthesized and their structures were elucidated by X-ray diffraction analyses and DFT calculations.Viareversible twofold reduction, these dicationic species can be transformed to neutral compounds which should be much weaker Lewis acids. The corresponding electrochemical data were obtained, and CV as well as UV-vis and NMR techniques were also used to determine binding constants of these halogen bond donors to halides. While all titrations agree on the relative order of binding strengths (with chloride being bound strongest), there are marked deviations in the overall affinity constants which are discussed. In contrast to earlier azo-bridge analogues, the ethylene-linked variants presented herein do not oxidize halides, and thus the novel halogen bond donors could also be used as Lewis acidic organocatalysts in a halide abstraction benchmark reaction, yielding a performance similar to bis(haloimidazolium)-derived catalysts.

Comparison of carbon-silicon hyperconjugation at the 2- and 4-positions of the N-methylpyridinium cation

(Chemical Equation Presented) N-Methyl-2-trialkylsilylmethylpyridinium cations 6a-c and 4-trialkylsilylmethylpyridinium cations 5a-c were prepared and investigated using 29Si and 13C NMR and single-crystal X-ray crystallography. Syst

Oxidation of substituted pyridines PyrCHRSiMe3 (R=H, Me, Ph) and substituted quinolines QnCH2SiMe3 with hypervalent iodine reagents

Oxidation of a variety of substituted pyridines, PyrCHRSiMe3 (R = H, Me, Ph) and quinolines, QnCH2SiMe3 with hypervalent iodine reagents PIDA, (PhI(OCOCH3)2) and PIFA, (PhI(OCOCF3)2) has been studied. Oxy-desilylation with PIDA/TBAF gives low to moderate yields of PyrCHROR1 and QnCH2OR1 (R1 = H, Ac), while good yields of PyrCHROH and QnCH2OH are obtained when PIFA is used.