(3-Hydroxy-2-naphthyl)boronic acid

Basic Information

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CAS Number

849404-37-1

Molecular Formula

C10H9BO3

Molecular Weight

187.99 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Hydrocarbons

Basic Physical Properties

SMILES

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OB(O)c1cc2ccccc2cc1O

InChI

InChI=1S/C10H9BO3/c12-10-6-8-4-2-1-3-7(8)5-9(10)11(13)14/h1-6,12-14H

InChIKey

PREHQRCCCIFBPF-UHFFFAOYSA-N

LogP

0.2252

Topological Polar Surface Area

60.69 Å²

Hydrogen Bond Donor/Acceptor

3 / 3

Synonyms & References

English

(3-Hydroxynaphthalen-2-yl)boronic acid
(3-Hydroxyphthalen-2-yl)boronic acid
2-naphtholboronic acid
3-hydroxynaphthalen-2-ylboronic acid
3-HYDROXYNAPHTHALENE-2-BORONIC ACID

MDL Number

MFCD18417836

FAQ

What are the physical and chemical properties of (3-Hydroxy-2-naphthyl)boronic acid (CAS: 849404-37-1)?

(3-Hydroxy-2-naphthyl)boronic acid is a crystalline compound with a molecular weight of approximately 271.23 g/mol. It has a low solubility in water but is soluble in organic solvents. The compound displays moderate reactivity towards nucleophilic substitution reactions. It is stable under normal storage conditions but should avoid prolonged exposure to moisture and strong acids.

How is (3-Hydroxy-2-naphthyl)boronic acid (CAS: 849404-37-1) typically synthesized?

(3-Hydroxy-2-naphthyl)boronic acid can be synthesized via a typical boronation reaction, where 2-naphthol is treated with boronic acid in the presence of a suitable catalyst, such as Pd(PPh3)4, and a base like sodium carbonate. The reaction yields (3-hydroxy-2-naphthyl)boronic acid with good selectivity and high yield under optimized conditions.

What industries use (3-Hydroxy-2-naphthyl)boronic acid (CAS: 849404-37-1)?

(3-Hydroxy-2-naphthyl)boronic acid finds applications in the pharmaceutical industry for its role in organic synthesis and as a precursor for the synthesis of complex molecules. It is also used in the polymer industry for the preparation of functional polymers and in the semiconductor industry for the fabrication of electronic materials.

What precautions should be taken when handling (3-Hydroxy-2-naphthyl)boronic acid (CAS: 849404-37-1)?

When handling (3-Hydroxy-2-naphthyl)boronic acid, it is essential to wear protective equipment such as gloves and goggles. Ensure that the work area is well-ventilated, and use a fume hood during operations that could release harmful vapors. Keep the compound away from strong acids and moisture. In case of a spill, neutralize it with a basic solution and dispose of according to local regulations. Always refer to the Safety Data Sheet (SDS) for detailed safety information.