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1-Naphthaleneboronic Acid

Catalog Number
ACM13922413-3
CAS Number
13922-41-3
Product Name
1-Naphthaleneboronic Acid
Structure
Category
Electroluminescence Materials; Organic Light-Emitting Diode (OLED) Materials
IUPAC Name
naphthalen-1-ylboronic acid
Molecular Weight
171.99g/mol
Molecular Formula
C10H9BO2
Canonical SMILES
B(C1=CC=CC2=CC=CC=C12)(O)O
InChI
InChI=1S/C10H9BO2/c12-11(13)10-7-3-5-8-4-1-2-6-9(8)10/h1-7,12-13H
InChI Key
HUMMCEUVDBVXTQ-UHFFFAOYSA-N
Application
1-Naphthaleneboronic acid, appearing as an off-white to pink beige powder, serves multiple purposes, primarily due to its solubility in methanol and insolubility in water. It is instrumental in the synthesis of advanced materials, such as methyl 5-bromo-2-(naphthalene-1-yl)benzoate, which acts as a precursor in creating 9-anthracene-spirobenzofluorene host materials. Additionally, it plays a role in the development of a bifunctional polymer for cellulose hydrolysis. The compound is also vital for producing 9-(naphthalene-1-yl)anthracene, a crucial intermediate in crafting blue-emitting anthracene-derived molecular glasses. Moreover, 1-naphthaleneboronic acid serves as a substrate in boronic acid-based saccharide sensors that utilize Suzuki homocoupling reactions to facilitate fluorometric detection.
Complexity
172
Covalently-Bonded Unit Count
1
EC Number
604-119-4
Exact Mass
172.06956g/mol
Formal Charge
0
Heavy Atom Count
13
Monoisotopic Mass
172.06956g/mol
NSC Number
78936
Rotatable Bond Count
1
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