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Naphthalene-1,4-diol

Catalog Number
ACM571608-2
CAS Number
571-60-8
Product Name
Naphthalene-1,4-diol
Category
Monomers
IUPAC Name
naphthalene-1,4-diol
Molecular Weight
160.17g/mol
Molecular Formula
C10H8O2
Canonical SMILES
C1=CC=C2C(=C1)C(=CC=C2O)O
InChI
InChI=1S/C10H8O2/c11-9-5-6-10(12)8-4-2-1-3-7(8)9/h1-6,11-12H
InChI Key
PCILLCXFKWDRMK-UHFFFAOYSA-N
Purity
technical
Application
Naphthalene-1,4-diol is a versatile organic compound, presented as a brown to greyish powder, primarily used in organic synthesis. This compound acts as a key reagent in the preparation of other chemical entities, such as fluorescent dyes that are pH independent and capable of permeating cells. These dyes, like the hydroxyl regioisomeric 3'',4''-benzorhodol, serve as effective fluorescent chemosensors and biomarkers, making them highly valuable for various biological applications. Naphthalene-1,4-diol can be synthesized through the reduction of 1,4-naphthoquinone with sodium dithionite or the hydrolysis of 4-amino-1-naphthol using 20% sulfuric acid. Additionally, it easily undergoes transformations such as oxidation, amination, and methylation, further enhancing its utility in diverse chemical syntheses.
Complexity
140
Covalently-Bonded Unit Count
1
EC Number
209-336-4
Exact Mass
160.052429g/mol
Formal Charge
0
Heavy Atom Count
12
Log P
1.9 (LogP)
MeSH Entry Terms
1,4-dihydroxynaphthalene;1,4-naphthohydroquinone
Monoisotopic Mass
160.052429g/mol
Rotatable Bond Count
0
UNII
AML1P6T42C
XLogP3
1.8
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