18412-55-0

Basic information

• Product Name: Silane, triethoxy(2-methylphenyl)-
• Synonyms: o-Tolyl-triethoxysilan;2-tolyltriethoxysilane
• CAS NO: 18412-55-0
• Molecular Formula: C13H22O3Si
• Molecular Weight: 254.401
• Mol File: 18412-55-0.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Silane, triethoxy(2-methylphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Silane, triethoxy(2-methylphenyl)-(18412-55-0)
• EPA Substance Registry System: Silane, triethoxy(2-methylphenyl)-(18412-55-0)

Safety Data

• Hazardous Substances Data: 18412-55-0(Hazardous Substances Data)

Upstream product

• 4667-99-6 chlorotriethoxysilane 
• 95-52-3 2-Fluorotoluene 
• 78-10-4 tetraethoxy orthosilicate 
• 615-37-2 ortho-methylphenyl iodide 
• 998-30-1 Triethoxysilane 
• 95-46-5 2-methylphenyl bromide 

Downstream Products

• 38262-85-0 2'-methyl-[1,1'-biphenyl]-4-ol 
• 581-80-6 4,4'-bis(trifluoromethyl)biphenyl 
• 167021-49-0 4-(2-methylphenyl)benzotrifluoride 
• 31815-61-9 1-methyl-2-(o-tolyl)-1H-benzo[d]imidazole 
• 15903-58-9 2-(o-Tolyl)benzo[d]thiazole 
• 32959-60-7 2-(2-methylphenyl)-1,3-benzoxazole 
• 84174-38-9 (Z)-4-(2-methylphenyl)but-2-en-1-ol 
• 84174-39-0 (E)-4-(2-methylphenyl)but-2-en-1-ol 
• 56917-39-6 4-acetyl-2'-methylbiphenyl 
• 32469-12-8 2-methoxy-5,6-dimethyl-pyridine 
• 189828-30-6 4-cyano-2'-methyl-1,1'-biphenyl 
• 125102-11-6 2-methoxy-5-(2'-methylphenyl)cyclohepta-2,4,6-trien-1-one 
• 163977-61-5 butyl (2E)-3-(2-methylphenyl)acrylate 
• 376353-49-0 1-(cyclohex-2-enyl)-2-methylbenzene 

Relevant articles and documents

Rhodium(I)-Catalyzed Silylation of Aryl Halides with Triethoxysilane: Practical Synthetic Route to Aryltriethoxysilanes

(Equation Presented) The specific silylation of aryl iodides and bromides with triethoxysilane (EtO)3SiH in the presence of NEt3 and a catalytic amount of [Rh-(cod)(MeCN)2]BF4 provides the corresponding aryltriethoxysilanes in high yield.

Cobalt-Catalyzed Defluorosilylation of Aryl Fluorides via Grignard Reagent Formation

Transition-metal-catalyzed transformations of the carbon-fluorine bond not only tackle an interesting problem of challenging bond activation but also offer new synthetic strategies where the relatively inert C-F bond is converted to versatile functional groups. Herein we report a practical cobalt-catalyzed silylation of aryl fluorides that uses a cheap electrophilic silicon source with magnesium. This method is compatible with various silicon sources and can be operated under aerobic conditions. Mechanistic studies support the in situ formation of a Grignard reagent, which is captured by the electrophilic silicon source.

In Situ Generation of ArCu from CuF2 Makes Coupling of Bulky Aryl Silanes Feasible and Highly Efficient

A bimetallic system of Pd/CuF2, catalytic in Pd and stoichiometric in Cu, is very efficient and selective for the coupling of fairly hindered aryl silanes with aryl, anisyl, phenylaldehyde, p-cyanophenyl, p-nitrophenyl, or pyridyl iodides of conventional size. The reaction involves the activation of the silane by CuII, followed by disproportionation and transmetalation from the CuI(aryl) to PdII, upon which coupling takes place. CuIII formed during disproportionation is reduced to CuI(aryl) by excess aryl silane, so that the CuF2 system is fully converted into CuI(aryl) and used in the coupling. Moreover, no extra source of fluoride is needed. Interesting size selectivity towards coupling is found in competitive reactions of hindered aryl silanes. Easily accessible [PdCl2(IDM)(AsPh3)] (IDM = 1,3-dimethylimidazol-2-ylidene) is by far the best catalyst, and the isolated products are essentially free from As or Pd (2: In the Cu-promoted Hiyama process, CuF2 plays the role of two reagents to provide full conversion into the fluoride and copper is also required to transform bulky trialkoxysilanes in situ into CuAr. CuAr immediately transmetalates to Pd, which makes the otherwise inaccessible Pd-catalyzed coupling of bulky arylsilanes feasible and highly efficient.