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

Downstream Products

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

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.

Sulfo-Phenylated Polyphenylenes Containing Sterically Hindered Pyridines

We systematically investigated the effect of incorporating a sterically hindered pyridyl group into a sulfo-phenylated polyphenylene to control the polymer's physicochemical properties through acid-base interactions. Homopolymers with similar molecular weights and comparable structures that vary by only one atom (N- vs C-) per repeat unit along the polymer chain were prepared. Compared to a non-pyridyl reference membrane, incorporation of a pyridyl group improves the oxidative stability against free radicals, increases the elongation at break to 55% (from 37%), and enhances the thermal stability to 326 °C (from 246 °C). In an accelerated fuel cell degradation test, polymeric membranes containing the sterically encumbered pyridyl unit exhibited exceptional stability (0.16 mV h-1 degradation rate over 1000 h) and retained ～80% of their peak power density over this time.