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Catalog Number:
40165
CAS Number:
173194-95-1
6-Hydroxy-2-naphthaleneboronic acid
Purity:
97 - 105% (Assay by titration)
Synonym(s):
6-Hydroxy-2-naphthylboronic acid
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Product Information

6-Hydroxy-2-naphthaleneboronic acid is a versatile boronic acid derivative that plays a crucial role in organic synthesis and medicinal chemistry. Known for its ability to form stable complexes with diols, this compound is particularly valuable in the development of sensors and catalysts. Its unique hydroxyl group enhances its reactivity, making it an ideal candidate for Suzuki-Miyaura cross-coupling reactions, which are essential for constructing complex organic molecules. Researchers have utilized this compound in the synthesis of biologically active compounds, including pharmaceuticals and agrochemicals, highlighting its significance in drug discovery and development.

In addition to its synthetic applications, 6-Hydroxy-2-naphthaleneboronic acid is also employed in the field of materials science, particularly in the creation of functionalized polymers and nanomaterials. Its compatibility with various substrates allows for the development of innovative materials with tailored properties. With its broad range of applications and the ability to facilitate complex chemical transformations, this compound stands out as a valuable tool for researchers and industry professionals alike.

Synonyms
6-Hydroxy-2-naphthylboronic acid
CAS Number
173194-95-1
Purity
97 - 105% (Assay by titration)
Molecular Formula
C10H9BO3
Molecular Weight
187.99
MDL Number
MFCD00092986
PubChem ID
4349738
Melting Point
224 °C (dec.)
Appearance
Light yellow to yellow crystalline powder
Conditions
Store at RT
General Information
Synonyms
6-Hydroxy-2-naphthylboronic acid
CAS Number
173194-95-1
Purity
97 - 105% (Assay by titration)
Molecular Formula
C10H9BO3
Molecular Weight
187.99
MDL Number
MFCD00092986
PubChem ID
4349738
Melting Point
224 °C (dec.)
Appearance
Light yellow to yellow crystalline powder
Conditions
Store at RT
Properties
Additional property information coming soon!
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Safety and Regulations
Hazmat
No
Antibiotic
No
DEA-regulated
No
Warnings
-
Applications

6-Hydroxy-2-naphthaleneboronic acid is widely utilized in research focused on:

  • Drug Development: This compound serves as a crucial building block in the synthesis of various pharmaceuticals, particularly in the development of targeted cancer therapies that utilize boron-containing compounds for enhanced efficacy.
  • Bioconjugation: Its boronic acid functionality allows for selective binding to diols, making it valuable in bioconjugation techniques for labeling biomolecules, which is essential in diagnostics and therapeutic applications.
  • Organic Electronics: The compound is used in the fabrication of organic semiconductors, contributing to the development of more efficient electronic devices, such as organic light-emitting diodes (OLEDs) and solar cells.
  • Environmental Monitoring: It plays a role in the detection of environmental pollutants, particularly phenolic compounds, by serving as a reagent in analytical chemistry methods, enhancing the accuracy of water quality assessments.
  • Material Science: This chemical is utilized in the creation of advanced materials with specific properties, such as enhanced thermal stability and mechanical strength, which are important in various industrial applications.

Citations