870238-65-6

Basic information

• Product Name: 4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenylethynyl-trimethylsilane
• Synonyms: 4-[(Trimethylsilyl)ethynyl]phenylboronic acid pinacol ester;4-[2-(TriMethylsilyl)ethynyl]benzeneboronic acid pinacol ester, 97%;4,4,5,5-Tetramethyl-2-(4-trimethylsilanylethynyl-phenyl)-[1,3,2]dioxaborolane;4-[(Trimethylsilyl)ethynyl]phenylboronic acid pinacol ester 97%
• CAS NO: 870238-65-6
• Molecular Formula: C₁₇H₂₅BO₂Si
• Molecular Weight: 300.28
• Mol File: 870238-65-6.mol
• Article Data: 13

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenylethynyl-trimethylsilane(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenylethynyl-trimethylsilane(870238-65-6)
• EPA Substance Registry System: 4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenylethynyl-trimethylsilane(870238-65-6)

Safety Data

• Hazardous Substances Data: 870238-65-6(Hazardous Substances Data)

Usage

General Description

4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenylethynyl-trimethylsilane is a chemical compound used in organic synthesis and materials science. It is a silicon-containing compound that contains a boronate ester functional group. 4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenylethynyl-trimethylsilane is commonly used as a building block for the synthesis of various organic molecules, such as pharmaceuticals and agrochemicals. It is also utilized in the development of advanced materials, such as polymers and electronic devices. The presence of the boronate ester and silicon groups in this compound provides it with unique reactivity and properties, making it a valuable tool in the field of organic chemistry.

Upstream product

• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 630127-51-4 4-[(trimethylsilyl)ethynyl]phenyl boronic acid 
• 61676-62-8 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 16116-78-2 (4-bromophenyl)(trimethylsilyl)acetylene 
• 73183-34-3 bis(pinacol)diborane 
• 196599-76-5 1-(4-trimethylsilylethynylphenyl)-3,3-tetramethylenetriazene 
• 1034287-04-1 3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetylene 
• 16029-98-4 trimethylsilyl iodide 
• 589-87-7 1,4-bromoiodobenzene 
• 1066-54-2 trimethylsilylacetylene 
• 5122-99-6 4-iodophenylboronic acid 
• 73852-88-7 2-(4-iodophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 40230-97-5 N,N-dimethyl-4-[(trimethylsilyl)ethynyl]aniline 

Downstream Products

• 1204504-33-5 C₃₇H₄₀N₂Si₂ 
• 669090-75-9 4-(trimethylsilylethynyl)phenyl azide 
• 1190376-20-5 4,4,5,5-tetramethyl-2-[4-(2-phenylethynyl)phenyl]-1,3,2-dioxaborolane 

Relevant articles and documents

Unreactive C-N Bond Activation of Anilines via Photoinduced Aerobic Borylation

Unreactive C-N bond activation of anilines was achieved by photoinduced aerobic borylation. A diverse range of tertiary and secondary anilines were converted to aryl boronate esters in moderate to good yields with wide functional group tolerance under simple and ambient photochemical conditions. This transformation achieved the direct and facile C-N bond activation of unreactive anilines, providing a convenient and practical route transforming widely available anilines into useful aryl boronate esters.

BTK Inhibitors and uses thereof

The invention discloses a bruton's tyrosine kinase (BTK) inhibitor and use thereof. Specifically, the invention provides heteroaromatic compounds or stereoisomers, geometrical isomers, tautomers, racemates, nitrogen oxides, hydrates, solvates, metabolites and pharmaceutically acceptable salts or prodrugs thereof, and pharmaceutical compositions containing the heteroaromatic compounds; the invention also discloses use of the heteroaromatic compounds or the pharmaceutical compositions containing the heteroaromatic compounds in preparation of medicines; the medicines can be used for treating autoimmune diseases, inflammatory diseases or proliferative diseases.

Long-Distance Rate Acceleration by Bulk Gold

We report on a very unusual case of surface catalysis involving azobenzenes in contact with a Au(111) surface. A rate acceleration of the cis–trans isomerization on gold up to a factor of 1300 compared to solution is observed. By using carefully designed molecular frameworks, the electronic coupling to the surface can be systematically tuned. The isomerization kinetics of molecules with very weak coupling to the metal is similar to that found in solution. For their counterparts with strong coupling, the relaxation rate is shown to depend on the spin-density distribution in the triplet states of the molecules. This suggests that an intersystem crossing is involved in the relaxation process. Aside from their impact on catalytic processes, these effects could be used to trigger reactions over long distances.