21130-91-6

Basic information

• Product Name: TRIETHOXY(4-METHOXYPHENYL)SILANE 97
• Synonyms: TRIETHOXY(4-METHOXYPHENYL)SILANE 97;triethoxy(4-methoxyphenyl)silane;4-(Triethoxysilyl)anisole;4-Methoxyphenyl TriethoxySilane;Triethoxy(4-methoxyphenyl)silane 97%
• CAS NO: 21130-91-6
• Molecular Formula: C₁₃H₂₂O₄Si
• Molecular Weight: 270.4
• Product Categories: Organometallic Reagents;Organosilicon;Trialkoxysilanes
• Mol File: 21130-91-6.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 128 °C3 mm Hg(lit.)
• Flash Point: 110 °C
• Appearance: /
• Density: 1.030 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.00489mmHg at 25°C
• Refractive Index: n20/D 1.474(lit.)
• CAS DataBase Reference: TRIETHOXY(4-METHOXYPHENYL)SILANE 97(CAS DataBase Reference)
• NIST Chemistry Reference: TRIETHOXY(4-METHOXYPHENYL)SILANE 97(21130-91-6)
• EPA Substance Registry System: TRIETHOXY(4-METHOXYPHENYL)SILANE 97(21130-91-6)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 21130-91-6(Hazardous Substances Data)

Usage

Uses

A silicon-based nucleophile shown to be reactive in Pd-catalyzed cross-coupling reactions.

InChI:InChI=1/C13H22O4Si/c1-5-15-18(16-6-2,17-7-3)13-10-8-12(14-4)9-11-13/h8-11H,5-7H2,1-4H3

Upstream product

• 998-30-1 Triethoxysilane 
• 696-62-8 para-iodoanisole 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 78-10-4 tetraethoxy orthosilicate 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 66107-29-7 4-methoxyphenyl triflate 
• 123155-78-2 4-methoxybenzenediazonium 4-methylbenzenesulfonate 

Downstream Products

• 2132-80-1 4,4'-Dimethoxybiphenyl 
• 40141-09-1 3-(4-methoxyphenyl)cyclohexene 
• 13021-18-6 1-(4'-methoxy-biphenyl-4-yl)-ethanone 
• 173464-57-8 (E)-3-(4-methoxyphenyl)acrylic acid butyl ester 
• 92804-32-5 3-(4-methoxyphenyl)-3-phenylpropanal 
• 51431-52-8 1-(p-methoxyphenyl)-2-nitro-1-phenylethane 
• 62557-94-2 (R,S)-3-p-methoxyphenyl-1-phenylbutan-1-one 
• 696-64-0 (4-methoxy-phenyl)-silane 
• 107752-76-1 2-methoxy-5-(4'-methoxyphenyl)cyclohepta-2,4,6-trien-1-one 
• 5958-02-1 3-(4-methoxyphenyl)pyridine 
• 53040-92-9 4-(4-tolyl)anisole 
• 613-37-6 4-methoxylbiphenyl 
• 479586-33-9 (3R)-3-(4-methoxyphenyl)cyclohexanone 
• 1071149-12-6 Boc-Phe-DL-Phe(4-OMe)-OMe 

Relevant articles and documents

Rhodium(III)-Catalyzed Direct C-H Arylation of Various Acyclic Enamides with Arylsilanes

The stereoselective β-C(sp2)-H arylation of various acyclic enamides with arylsilanes via Rh(III)-catalyzed cross-coupling reaction was illustrated. The methodology was characterized by extraordinary efficacy and stereoselectivity, a wide scope of substrates, good functional group tolerance, and the adoption of environmentally friendly arylsilanes. The utility of this present method was evidenced by the gram-scale synthesis and further elaboration of the product. In addition, Rh(III)-catalyzed C-H activation is considered to be the critical step in the reaction mechanism.

One-pot synthesis and structural characterization of poly(alkoxysilane)s catalyzed by silver-gold complexes

Combinative one-pot Si-Si/Si-O dehydrocoupling of hydrosilanes with alcohols (1:1.5 mole ratio), mediated by a mixture of AgNO3-AuCl 3 (100/1 mole ratio) rapidly produced poly(alkoxysilane)s in reasonably high yield. The addition of small amount of gold complex to the reaction mixture effectively accelerated the coupling reaction compared to the reaction rate with AgNO3 alone. The hydrosilanes include p-X-C 6H4SiH3 (X = H, CH3, OCH 3, F), PhCH2SiH3, and (PhSiH2) 2. The alcohols include MeOH, EtOH, iPrOH, PhOH, and CF 3(CF2)2CH2OH. The weight average molecular weight and polydispersity of the poly(alkoxysilane)s were in the range of 1,600～8,000 Dalton and 1.4～3.5, respectively. The dehydrocoupling reactions of phenylsilane with ethanol (1:3 mole ratio) in the presence of the Ag-Au complexes gave only triethoxyphenylsilane. Copyright

Rhodium(I)-catalyzed synthesis of aryltriethoxysilanes from arenediazonium tosylate salts with triethoxysilane

An efficient method for the preparation of aryltriethoxy-silanes from arenediazonium tosylate salts has been developed, which expands the substrates of rhodium-catalyzed silylation from iodides, bromides, and triflates to diazonium salts. A new method for hydrodediazoniation has also been explored.