438569-05-2

Basic information

• Product Name: p-(TRIETHOXYSILYL)ACETOPHENONE
• Synonyms: p-(TRIETHOXYSILYL)ACETOPHENONE;1-(4-(triethoxysilyl)phenyl)ethanone
• CAS NO: 438569-05-2
• Molecular Formula: C₁₄H₂₂O₄Si
• Molecular Weight: 282.41
• Mol File: 438569-05-2.mol

Chemical Properties

• Boiling Point: 317.029°C at 760 mmHg
• Flash Point: 120.977°C
• Appearance: /
• Density: 1.037g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.484
• CAS DataBase Reference: p-(TRIETHOXYSILYL)ACETOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: p-(TRIETHOXYSILYL)ACETOPHENONE(438569-05-2)
• EPA Substance Registry System: p-(TRIETHOXYSILYL)ACETOPHENONE(438569-05-2)

Safety Data

• TSCA: No
• Hazardous Substances Data: 438569-05-2(Hazardous Substances Data)

Usage

Uses

Used in Polymer Science:
p-(TRIETHOXYSILYL)ACETOPHENONE is used as a photo-initiator for photopolymerization reactions, facilitating the conversion of monomers into polymers under the influence of UV light.
Used in Materials Chemistry:
In the synthesis of organic-inorganic hybrid materials, p-(TRIETHOXYSILYL)ACETOPHENONE is used as a coupling agent to enhance the interfacial adhesion between organic and inorganic components, thereby improving the overall properties of the composite material.
Used in Adhesives Production:
p-(TRIETHOXYSILYL)ACETOPHENONE is used as a component in adhesive formulations to improve bonding strength and durability through its ability to form covalent bonds with substrates.
Used in Coatings Industry:
p-(TRIETHOXYSILYL)ACETOPHENONE is used as a key ingredient in the development of UV-curable coatings, providing rapid curing and excellent adhesion properties.
Used in Dental Composites:
In dental applications, p-(TRIETHOXYSILYL)ACETOPHENONE is used in the formulation of dental composites to ensure strong bonding with tooth structures and to enable light-activated curing for quick and effective restorations.
Used in Surface Modification:
p-(TRIETHOXYSILYL)ACETOPHENONE is utilized for modifying surfaces to improve adhesion, wettability, and other surface properties, particularly by creating a bridge between organic and inorganic materials.

InChI:InChI=1/C14H22O4Si/c1-5-16-19(17-6-2,18-7-3)14-10-8-13(9-11-14)12(4)15/h8-11H,5-7H2,1-4H3

Upstream product

• 142770-06-7 2-(4-(triethoxysilyl)phenyl)propene 
• 998-30-1 Triethoxysilane 
• 109613-00-5 4-acetophenyl triflate 
• 13329-40-3 4-Iodoacetophenone 

Downstream Products

• 403-42-9 1-(4-fluorophenyl)ethanone 
• 35294-37-2 1-(4-(thiophen-2-yl)phenyl)ethanone 
• 62926-84-5 1-(4-allylphenyl)ethanone 

Relevant articles and documents

The synthesis of 1-(4-triethoxysilyl)phenyl-4,4,4-trifluoro-1,3- butanedione, a novel trialkoxysilane monomer for the preparation of functionalized sol-gel matrix materials

The title compound, 1-(4-triethoxysilyl)phenyl)-4,4,4-trifluoro-1,3- butanedione, was synthesized in a three-step sequence starting from 2-(4-bromophenyl)propene. Containing both a trialkoxysilyl and a substituted 1,3-butanedione functional grouping within its structure, this new silane is a viable starting material for the preparation of functionalized sol-gel materials.

Silver-mediated fluorination of aryl silanes

A regiospecific silver-mediated fluorination of aryl silanes is reported. The reaction is operationally simple, and employs Ag2O as readily available, inexpensive silver source, which can be recovered.

FLUORINATION OF ORGANIC COMPOUNDS

Methods for fluorinating organic compounds are described herein.

Synthesis of aryltriethoxysilanes via rhodium(I)-catalyzed cross-coupling of aryl electrophiles with triethoxysilane

The general and efficient silylation of aryl halides has been developed utilizing triethoxysilane and a rhodium catalyst. The substrate scope is broad and includes ortho-, meta-, and para-substituted electron-rich and -deficient aryl iodides. In addition, the silylation of aryl bromides and fluoroalkanesulfonates proceeded in the presence of tetra-n-butylammonium iodide.

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.

Improved synthesis of aryltriethoxysilanes via palladium(O)-catalyzed silylation of aryl iodides and bromides with triethoxysilane

The scope of the palladium-catalyzed silylation of aryl halides with triethoxysilane has been expanded to include aryl bromides. A more general Pd(0) catalyst/ligand system has been developed that activates bromides and iodides: palladium(O) dibenzylideneacetone (Pd(dba)2) is activated with 2-(di-tert-butylphosphino)biphenyl (Buchwald's ligand) (1:2 mol ratio of Pd/phosphine). Electronrich para- and meta-substituted aryl halides (including unprotected aniline and phenol derivatives) undergo silylation to form the corresponding aryltriethoxysilane in fair to excellent yield; however, ortho-substituted aryl halides failed to be silylated.