1,4-Benzodioxane-6-boronic acid
1,4-Benzodioxane-6-boronic acid (CAS: 164014-95-3) is an organoboron compound with the molecular formula C8H9BO4 and a molecular weight of 179.97. As a key building block, it participates in various palladium-catalyzed cross-coupling reactions. This compound is essential in synthetic organic chemistry for the construction of complex molecules, finding utility in the development of novel pharmaceutical candidates and advanced materials.
- IUPAC
- 1,4-Benzodioxan-6-boronic acid,6-(1,4-Benzodioxanyl)boronic acid
- Synonyms
- C8H9BO41,4-Benzodioxan-6-ylboronic acid6-(1,4-Benzodioxanyl)boronic acid
Suzuki-Miyaura Coupling Reactions
Utilised in Suzuki-Miyaura coupling reactions for the synthesis of aryl-substituted oxabenzindoles and methanobenzindoles, contributing to the creation of diverse heterocyclic structures.
Addition and Cyclization Reactions
Serves as a reactant in addition reactions with 1,8-naphthyridine N-oxides and is involved in iodocyclization reactions for the synthesis of pyranoquinolines.
Synthesis of Combretastatin Analogs
Employed in Suzuki coupling reactions for the preparation of combretastatin analogs, which are compounds of interest in medicinal chemistry research.
Palladium-Catalyzed Processes
Participates in palladium-catalyzed oxyarylation of Heck reaction intermediates and C-H functionalization of quinones, enabling advanced synthetic transformations.
| Molecular weight | 179.97 |
|---|---|
| Empirical formula | C8H9BO4 |
| Application | Reactant involved in:• Addition reactions with 1,8-naphthyridine N-oxides1• Iodocyclization and palladium-catalyzed coupling reactions for synthesis of pyranoquinolines2• Suzuki coupling reactions for synthesis of combretastatin analogs3• Suzuki-Miyaura coupling reactions for synthesis of aryl-substituted oxabenzindoles and methanobenzindoles4• Palladium-catalyzed oxyarylation of Heck reaction intermediates5• C-H functionalization of quinones6 |
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) | 26-36/37 |
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 1,4-Benzodioxane-6-boronic acid used for?
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1,4-Benzodioxane-6-boronic acid is used as a reactant and building block in various organic synthesis reactions, particularly in palladium-catalyzed cross-coupling reactions like Suzuki coupling, for the synthesis of complex molecules, including combretastatin analogs and substituted heterocycles.
What is the CAS number and formula for 1,4-Benzodioxane-6-boronic acid?
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The CAS number is 164014-95-3, and the molecular formula is C8H9BO4.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this chemical for research and development purposes. Purity and assay information are available on the Certificate of Analysis. We do not represent this product as USP, BP, or EP grade.
How should 1,4-Benzodioxane-6-boronic acid be handled?
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Handle with appropriate personal protective equipment, including a dust mask (N95), eyeshields, and gloves. Avoid breathing dust and ensure adequate ventilation. This compound is a skin, eye, and respiratory irritant (H315-H319-H335).
Is 1,4-Benzodioxane-6-boronic acid shipped internationally?
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Yes, Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals and laboratory reagents.
How can I request a sample or quote for 1,4-Benzodioxane-6-boronic acid?
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Please contact our sales team via the website or direct email to request a sample or obtain a quotation for 1,4-Benzodioxane-6-boronic acid.
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