4-Nitrophenylboronic acid pinacol ester
4-Nitrophenylboronic acid pinacol ester (CAS: 171364-83-3) is an organoboron compound with the formula C12H16BNO4 and a molecular weight of 249.07 g/mol. This white to off-white solid serves as a valuable reactant in various synthetic organic chemistry applications. Its utility spans the preparation of aryl azides, arylation of allylic chlorides, synthesis of RNA conjugates, alkoxycarbonylation reactions, and the development of potential antitumor agents.
- IUPAC
- 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)nitrobenzene
Synthesis of Aryl Azides
4-Nitrophenylboronic acid pinacol ester is employed as a key reactant in the synthesis of aryl azides, contributing to the construction of complex nitrogen-containing organic molecules.
Arylation Reactions
This boronate ester participates in the arylation of allylic chlorides, a crucial transformation for introducing aryl groups onto carbon frameworks.
Bioconjugation Chemistry
The compound finds application in the synthesis of RNA conjugates, facilitating the modification and functionalisation of nucleic acids for various research purposes.
Alkoxycarbonylation
It serves as a reactant in alkoxycarbonylation reactions, enabling the formation of ester functionalities within organic structures.
Medicinal Chemistry Research
4-Nitrophenylboronic acid pinacol ester is involved in the synthesis of potential mTOR and PI3K inhibitors, which are investigated for their antitumor properties.
Biaryl Synthesis
The compound is utilised in electrooxidative synthesis methods for the preparation of biaryl compounds, important structural motifs in pharmaceuticals and materials science.
| Molecular weight | 249.07 |
|---|---|
| Empirical formula | C12H16BNO4 |
| Application | Reactant involved in: • Synthesis of aryl azides 1• Arylation of allylic chlorides2• Syntehsis of RNA conjugates3• Alkoxycarbonylation4• Synthesis of mTOR and PI3K inhibitors as antitumor agents5• Electrooxidative synthesis of biaryls6 |
| Melting point | 112-116 °C(lit.) |
Hazard statements
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Water hazard class (WGK, DE) | 3 |
|---|---|
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26 |
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-Nitrophenylboronic acid pinacol ester used for?
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4-Nitrophenylboronic acid pinacol ester is used as a reactant in the synthesis of aryl azides, for the arylation of allylic chlorides, in the synthesis of RNA conjugates, for alkoxycarbonylation, and in the synthesis of potential antitumor agents like mTOR and PI3K inhibitors, as well as in electrooxidative synthesis of biaryls.
What is the CAS number and chemical formula for 4-Nitrophenylboronic acid pinacol ester?
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The CAS number is 171364-83-3 and the chemical formula is C12H16BNO4.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this chemical typically as a research or technical grade material. We do not represent it as USP, BP, or EP grade unless explicitly stated otherwise on the Certificate of Analysis.
How should 4-Nitrophenylboronic acid pinacol ester be handled?
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Caution is advised during handling. This compound is classified with GHS07 signal word 'Warning' and hazard statements H315 (Causes skin irritation), H319 (Causes serious eye irritation), and H335 (May cause respiratory irritation). Ensure adequate ventilation and wear appropriate personal protective equipment, including gloves, eye protection, and respiratory protection if dust is generated. Avoid breathing dust. In case of contact with eyes, rinse cautiously with water for several minutes and seek medical advice. For skin contact, wash immediately with plenty of water.
Is 4-Nitrophenylboronic acid pinacol ester a controlled substance?
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The provided data does not indicate that 4-Nitrophenylboronic acid pinacol ester is a controlled substance.
How is 4-Nitrophenylboronic acid pinacol ester packed and exported?
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Tech Serve Solutions packs and exports chemicals according to international shipping regulations to ensure safe transit. Specific packaging details are available upon request.
How can I request a sample or quote for 4-Nitrophenylboronic acid pinacol ester?
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To request a sample or a quote, please contact our sales team through the website or by phone, providing the product name and CAS number (171364-83-3).
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