CAS 92-44-4 2,3-Dihydroxynaphthalene - Materials / Alfa Chemistry

NAVIGATION

2,3-Dihydroxynaphthalene

PRICE INQUIRY

Catalog Number

ACM92444

CAS Number

92-44-4

Product Name

2,3-Dihydroxynaphthalene

Structure

Category

Ligands for Functional Metal Complexes; Monomers

IUPAC Name

naphthalene-2,3-diol

Molecular Weight

160.17g/mol

Molecular Formula

C10H8O2

Canonical SMILES

C1=CC=C2C=C(C(=CC2=C1)O)O

InChI

InChI=1S/C10H8O2/c11-9-5-7-3-1-2-4-8(7)6-10(9)12/h1-6,11-12H

InChI Key

JRNGUTKWMSBIBF-UHFFFAOYSA-N

Melting Point

162.0 °C

Solubility

0.00 M

Application

2,3-Dihydroxynaphthalene serves multiple purposes in various chemical studies and applications due to its unique properties. This off-white to reddish-white powder, also known by its chemical name 2,3-Naphthalenediol, is notable for its reactivity and versatility. When it reacts with iron(III) chloride, it produces a distinct dark blue color. At elevated temperatures, it can be transformed into 2-amino-3-naphthol and 2,3-naphthalenediamine, making it valuable in synthesis processes. It is used in constructing complex organic compounds, such as dinaphtho[2,1-b;2',3'-d]furan-6-ol, through dehydration reactions with strong acids. Additionally, it acts as a fused ring catecholate type ligand to modify the surface of nanocrystalline TiO2 particles and serves as an adsorptive and competing ligand for studying chemical speciation of iron in seawater via cathodic stripping voltammetry. Furthermore, it is instrumental in the synthesis of cyclotriphosphazene derivatives, which are employed as non-halogen flame retardants, showcasing its wide range of applications in both industrial and research settings.

Complexity

140

Covalently-Bonded Unit Count

EC Number

202-156-7

Exact Mass

160.052429g/mol

Formal Charge

Heavy Atom Count

Log P

2.24 (LogP)

MeSH Entry Terms