8-Quinolinylboronic acid
8-Quinolinylboronic acid (CAS: 86-58-8, Formula: C9H8BNO2, MW: 172.98) is a heteroaryl boronic acid derivative primarily used as a reactant in various organic synthesis applications. It plays a role in C-H and C-S bond activations, Suzuki-Miyaura coupling reactions for creating biaryl compounds, and the synthesis of complex heterocyclic structures. This compound is an important building block for researchers in medicinal chemistry and materials science.
- IUPAC
- 8-Quinolineboronic acid
C-H and C-S Bond Activations
8-Quinolinylboronic acid serves as a key reactant in catalytic processes for activating carbon-hydrogen and carbon-sulfur bonds, facilitating the formation of new chemical linkages.
Suzuki-Miyaura Coupling Reactions
This boronic acid is employed in Suzuki-Miyaura coupling reactions to synthesize a variety of valuable compounds, including biaryl monophosphorus ligands and fused tricyclic oxa-quinolones.
Synthesis of Heterocycles
It is utilised in multi-step synthetic pathways, such as the synthesis of pyridazine derivatives through sequential amination and Suzuki coupling, as well as for producing substituted beta-amino acids.
Copper-Catalyzed Azidation
8-Quinolinylboronic acid participates in copper-catalyzed reactions involving sodium azide for the introduction of azide functionalities into organic molecules.
| Molecular weight | 172.98 |
|---|---|
| Empirical formula | C9H8BNO2 |
| Application | Reactant involved in:• C-H and C-S bond activations1• Synthesis of pyridazine via sequential amination / Suzuki coupling / alkylation reactions2• Suzuki-Miyaura coupling reactions for synthesis of biaryl monophosphorus ligands3, fused tricyclic oxa-quinolones4, or substituted β-amino acids5• Copper-catalyzed azidation with sodium azide6• Studies of the affect of fluoride on the stability of boronic acids during click reactions7 |
| Melting point | >300 °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
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| 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 8-Quinolinylboronic acid used for?
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8-Quinolinylboronic acid is primarily used as a reactant in organic synthesis for C-H and C-S bond activations, Suzuki-Miyaura coupling reactions, and the synthesis of various heterocyclic compounds.
What is the CAS number and formula for 8-Quinolinylboronic acid?
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The CAS number for 8-Quinolinylboronic acid is 86-58-8, and its molecular formula is C9H8BNO2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies 8-Quinolinylboronic acid. While specific assay details are available upon request, we do not represent this product as USP, BP, or EP grade. It is typically supplied for research or technical applications.
How should 8-Quinolinylboronic acid be handled?
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8-Quinolinylboronic acid is classified as an irritant. Handle with appropriate personal protective equipment, including a dust mask (NIOSH N95 approved), safety eyeshields, and gloves. Ensure good ventilation and avoid inhaling dust. It is labelled with GHS07 and carries the warning signal word. It may cause skin irritation (H315), serious eye irritation (H319), and respiratory irritation (H335).
Is 8-Quinolinylboronic acid exported by Tech Serve Solutions?
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Yes, Tech Serve Solutions is a global supplier and exporter of fine chemicals, including 8-Quinolinylboronic acid, serving customers worldwide.
How can I request a sample or quote for 8-Quinolinylboronic acid?
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To request a sample or a quote for 8-Quinolinylboronic acid, please contact our sales team via the website or by phone, providing your contact details and the quantity required.
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