2-Nitrophenylboronic acid
2-Nitrophenylboronic acid (CAS: 5570-19-4) is a specialized aryl boronic acid with the linear formula (O₂N)C₆H₄(B(OH)₂) and a molecular weight of 166.93. This compound serves as a key intermediate in organic synthesis, particularly noted for its utility in constructing complex molecular architectures. Its primary application involves Suzuki-Miyaura cross-coupling reactions to prepare unsymmetrical 2,2′-dinitrobiphenyls, contributing to advanced chemical research and development.
- IUPAC
- o-Nitrobenzeneboronic acid
- Synonyms
- o-Nitrobenzeneboronic acid
Suzuki-Miyaura Cross-Coupling Reagent
2-Nitrophenylboronic acid is effectively employed in Suzuki-Miyaura cross-coupling reactions. It facilitates the synthesis of unsymmetrical 2,2′-dinitrobiphenyls when reacted with corresponding nitrophenyl halides.
Intermediate for Organic Synthesis
As a functionalized boronic acid derivative, it acts as a valuable building block in multi-step organic syntheses. Its specific structure allows for the targeted introduction of the nitrophenyl moiety into larger molecules.
Preparation of Biphenyl Derivatives
This compound is crucial for the preparation of specifically substituted biphenyls, which are structures found in various advanced materials and biologically active compounds.
| Molecular weight | 166.93 |
|---|---|
| Linear formula | (O2N)C6H4(B(OH)2) |
| Application | Used in a preparation of unsymmetrical 2,2′-dinitrobiphenyls via Suzuki-Miyaura cross-coupling with nitrophenyl halides.7 |
| Melting point | 155-160 °C |
Hazard statements
- H302Harmful if swallowed
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xn |
| Risk statements (R) | 22-36/37/38 |
| 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 2-Nitrophenylboronic acid primarily used for?
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2-Nitrophenylboronic acid is primarily used in Suzuki-Miyaura cross-coupling reactions for the preparation of unsymmetrical 2,2′-dinitrobiphenyls and as a versatile intermediate in organic synthesis.
What is the CAS number and molecular formula for 2-Nitrophenylboronic acid?
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The CAS number for 2-Nitrophenylboronic acid is 5570-19-4. Its linear formula is (O₂N)C₆H₄(B(OH)₂).
What grade and purity does Tech Serve Solutions supply for 2-Nitrophenylboronic acid?
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Tech Serve Solutions supplies 2-Nitrophenylboronic acid typically as a research or technical grade material. We do not represent it as USP, BP, EP, or any other pharmacopoeia grade unless explicitly stated in the product specifications.
How should 2-Nitrophenylboronic acid be handled safely?
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2-Nitrophenylboronic acid is classified with GHS07, carries a Warning signal word, and has hazard statements H302 (Harmful if swallowed), H315 (Causes skin irritation), H319 (Causes serious eye irritation), and H335 (May cause respiratory irritation). Recommended personal protective equipment includes a dust mask type N95 (US), eyeshields, and gloves. Handle in a well-ventilated area and avoid dust formation.
Is 2-Nitrophenylboronic acid a controlled substance?
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The provided data does not indicate that 2-Nitrophenylboronic acid (CAS: 5570-19-4) is a controlled substance.
How can I request a quote or sample for 2-Nitrophenylboronic acid?
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To request a quote or sample of 2-Nitrophenylboronic acid, please contact our sales team through the website or designated contact channels, providing your details and the product's CAS number (5570-19-4).
How is 2-Nitrophenylboronic acid packed and shipped?
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2-Nitrophenylboronic acid is carefully packed according to industry standards to ensure safe transit. TSS exports chemicals globally, adhering to all relevant shipping and customs regulations.
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