6-Methoxy-2-naphthaleneboronic acid
6-Methoxy-2-naphthaleneboronic acid (CAS: 156641-98-4) is a boronic acid derivative with the molecular formula C10H6OCH3B(OH)2 and a molar mass of 202.01 g/mol. This compound serves as a valuable reactant in various organic synthesis applications, particularly in cross-coupling reactions and the enantioselective synthesis of complex molecules. Its utility spans academic research and industrial chemical development.
- IUPAC
- 6-Methoxy-2-naphthalenylboronic acid,6-Methoxy-2-naphthylboronic acid,6-Methoxynaphthalene-2-boronic acid
- Synonyms
- 6-Methoxy-2-naphthylboronic acid6-Methoxynaphthalene-2-boronic acid
Suzuki-Miyaura Coupling
6-Methoxy-2-naphthaleneboronic acid is a key reactant in the Suzuki-Miyaura coupling reaction, enabling the formation of carbon-carbon bonds. This is crucial for the synthesis of biaryl compounds and other complex organic structures.
Enantioselective Synthesis
This boronic acid derivative facilitates enantioselective arylation of carbonyl compounds. It plays a role in the stereoselective synthesis of aryl ketones, leading to enantiomerically enriched products.
Organometallic Chemistry
The compound participates in various organometallic transformations, including copper-catalyzed trifluoromethylation and rhodium-catalyzed oxidative coupling with alkynes. These reactions are vital for introducing specific functional groups into molecules.
| Molecular weight | 202.01 |
|---|---|
| Linear formula | C10H6OCH3B(OH)2 |
| Assay | ≥95% |
| Application | Reactant for:• Suzuki-Miyaura coupling1• Enantioselective a-arylation of carbonyls via copper-bisoxazoline catalysis2• Enantioselective synthesis of aryl ketones3• Copper-catalyzed trifluoromethylation4• Rhodium-catalyzed oxidative coupling with alkynes5 |
| Melting point | >295 °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) | 26-36 |
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 6-Methoxy-2-naphthaleneboronic acid used for?
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6-Methoxy-2-naphthaleneboronic acid is primarily used as a reactant in Suzuki-Miyaura coupling, enantioselective arylation of carbonyls, synthesis of aryl ketones, copper-catalyzed trifluoromethylation, and rhodium-catalyzed oxidative coupling with alkynes.
What are the CAS number and molecular formula for 6-Methoxy-2-naphthaleneboronic acid?
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The CAS number is 156641-98-4 and the molecular formula is C10H6OCH3B(OH)2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies 6-Methoxy-2-naphthaleneboronic acid with an assay of ≥95%. We do not represent this product as USP, BP, or EP grade; it is supplied for research and chemical synthesis purposes.
What are the safety and handling precautions for 6-Methoxy-2-naphthaleneboronic acid?
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This compound is classified as a Warning. It can cause skin irritation (H315), serious eye irritation (H319), and may cause respiratory irritation (H335). Appropriate personal protective equipment, including a dust mask (type N95), eyeshields, and gloves, should be used. Ensure adequate ventilation.
How is 6-Methoxy-2-naphthaleneboronic acid packed, shipped, and exported?
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Tech Serve Solutions packs and ships chemicals in compliance with international regulations. We are a global supplier and exporter of fine chemicals, pharmaceutical intermediates, and laboratory reagents.
How can I request a quote or sample for 6-Methoxy-2-naphthaleneboronic acid?
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To request a quote or sample, please use the contact form on our website or contact our sales department directly. Please specify the quantity required.
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