4-(tert-Butyldimethylsilyloxy)phenylboronic acid
4-(tert-Butyldimethylsilyloxy)phenylboronic acid (CAS 159191-56-7) is a versatile aryl boronic acid derivative with a molecular weight of 252.19. This compound serves as a key reactant in various organic synthesis applications, including asymmetric additions, hydroarylation, and Suzuki-Miyaura coupling reactions. It is also employed as a starting material for creating advanced materials and biologically active molecules, demonstrating its significance in chemical research and development.
- IUPAC
- 4-(tert-Butyldimethylsilyloxy)benzeneboronic acid
- Synonyms
- 4-(tert-Butyldimethylsilyloxy)benzeneboronic acid
Organic Synthesis Reagent
Utilised in asymmetric addition reactions with $\beta$-substituted cyclic enones and hydroarylation/heterocyclization with phenylpropiolates. It is also a participant in double Suzuki-Miyaura coupling reactions.
Materials Science Precursor
Serves as a starting material for the synthesis of red electroluminescent polyfluorenes, contributing to the development of organic electronic materials.
Biologically Active Molecule Synthesis
A reactant in the synthesis of various biologically relevant compounds, including phenylpyridone derivatives, atromentin and its derivatives, and inhibitors for gelatinases and MT1-MMP.
| Molecular weight | 252.19 |
|---|---|
| Linear formula | (CH3)3CSi(CH3)2OC6H4B(OH)2 |
| Assay | ≥95% |
| Application | Reactant involved in:• Asymmetric addition reactions with β-substituted cyclic enones1• Hydroarylation and heterocyclization with phenylpropiolates2• Double Suzuki-Miyaura coupling reactions3Starting material for the synthesis of red electroluminescent polyfluorenes4Reactant involved in the synthesis of biologically active molecules including:• Phenylpyridone derivatives as MCH1R antagonists5• Atromentin and its O-alkylated derivatives3• Gelatinases and MT1-MMP inhibitors6 |
| Melting point | 194-198 °C(lit.) |
| Protective equipment | Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter |
|---|---|
| Water hazard class (WGK, DE) | 3 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is 4-(tert-Butyldimethylsilyloxy)phenylboronic acid used for?
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This compound is used as a reactant in asymmetric addition reactions, hydroarylation, heterocyclization, and double Suzuki-Miyaura coupling reactions. It is also a starting material for synthesizing electroluminescent materials and various biologically active molecules like phenylpyridone derivatives and enzyme inhibitors.
What is the CAS number and formula for 4-(tert-Butyldimethylsilyloxy)phenylboronic acid?
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The CAS number is 159191-56-7 and the linear formula is (CH3)3CSi(CH3)2OC6H4B(OH)2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies 4-(tert-Butyldimethylsilyloxy)phenylboronic acid with an assay of \u226595%. This is a technical/research grade chemical, and TSS does not represent it as USP, BP, or EP.
What are the safety and handling considerations for this chemical?
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This compound carries a WGK 3 (Germany) classification. Users should wear eyeshields, gloves, and a type N95 (US) or type P1 (EN143) respirator filter for safe handling.
How is 4-(tert-Butyldimethylsilyloxy)phenylboronic acid packed, shipped, and exported?
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Tech Serve Solutions packs, ships, and exports fine chemicals with rigorous attention to safety and regulatory compliance, ensuring products reach customers worldwide in optimal condition.
How can I request a sample or quote for this product?
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To request a sample or quote, please contact our sales team through the website or by phone, providing the product name and CAS number.
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