62790-75-4

Basic information

• Product Name: Silane, (1,1-dimethylethyl)dimethyl(3-methylphenoxy)-
• Synonyms: tert-butyldimethyl(m-tolyloxy)silane;3-(tert-Butyldimethylsilyloxy)toluene;Silane,(1,1-dimethylethyl)dimethyl(3-methylphenoxy);Benzene,1-[(tert-butyldimethylsilyl)oxy]-3-methyl;tert-Butyl(dimethyl)(3-methylphenoxy)silane;3-(tert-butyldimethylsiloxy)toluene
• CAS NO: 62790-75-4
• Molecular Formula: C13H22OSi
• Molecular Weight: 222.403
• Mol File: 62790-75-4.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: Silane, (1,1-dimethylethyl)dimethyl(3-methylphenoxy)-(CAS DataBase Reference)
• NIST Chemistry Reference: Silane, (1,1-dimethylethyl)dimethyl(3-methylphenoxy)-(62790-75-4)
• EPA Substance Registry System: Silane, (1,1-dimethylethyl)dimethyl(3-methylphenoxy)-(62790-75-4)

Safety Data

• Hazardous Substances Data: 62790-75-4(Hazardous Substances Data)

Upstream product

• 18162-48-6 tert-butyldimethylsilyl chloride 
• 108-39-4 3-methyl-phenol 
• 106-42-3 para-xylene 
• 181648-42-0 tert-butyl-(4-chloro-3-methyl-phenoxy)-dimethyl-silane 
• 69739-34-0 t-butyldimethylsiyl triflate 
• 122-46-3 3-acetoxytoluene 
• 288-32-4 1H-imidazole 

Downstream Products

• 108-39-4 3-methyl-phenol 
• 1583285-80-6 C₂₀H₄₂O₃Si₄ 
• 114302-29-3 tert-butyldimethyl((3-methylcyclohexyl)oxy)silane 
• 834-17-3 3-benzyloxytoluene 
• 62790-95-8 tert-butyldimethyl ((5-methylcyclohexa-1,4-dien-1-yl)oxy)silane 

Relevant articles and documents

Meta C-H Arylation of Electron-Rich Arenes: Reversing the Conventional Site Selectivity

Controlling site selectivity of C-H activation without using a directing group remains a significant challenge. While Pd(II) catalysts modulated by a mutually repulsive pyridine-type ligand have been shown to favor the relatively electron-rich carbon centers of arenes, reversing the selectivity to favor palladation at the relatively electron-deficient positions has not been possible. Herein we report the first catalytic system that effectively performs meta C-H arylation of a variety of alkoxy aromatics including 2,3-dihydrobenzofuran and chromane with exclusive meta site selectivity, thus reversing the conventional site selectivity governed by native electronic effects. The identification of an effective ligand and modified norbornene (NBE-CO2Me), as well as taking advantage of the statistics, are essential for achieving the exclusive meta selectivity.

Rapid assessment of protecting-group stability by using a robustness screen

An experimentally simple method has been developed to rapidly establish the stability of widely utilized silyl, acetal, and carbamate protecting groups to a given set of reaction conditions. Assessment of up to twelve protecting groups in a single experiment has been demonstrated. Evaluation of this protocol in two unrelated synthetic transformations suggests that this method can be used to select appropriate protecting groups in the design of synthetic routes.

Metal-free synthesis of sterically crowded biphenyls by direct Ar-H substitution in alkyl benzenes

(Chemical Equation Presented) Four's definitely a crowd: The chemoselective activation of Ar-H bonds in methylbenzenes by treatment with photogenerated phenyl cations allowed the synthesis of sterically crowded biphenyl compounds, including tetra-ortho-substituted biphenyls, by intermolecular cross-coupling (see scheme). This method is an appealing metal-free alternative to widely used transition-metal catalysis. TFE = 2,2,2-trifluoroethanol.