37760
2,3-Dihydroxynaphthalene
≥98.0% (HPLC)
Synonym(s):
2,3-Naphthalenediol
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About This Item
Linear Formula:
C10H6(OH)2
CAS Number:
Molecular Weight:
160.17
Beilstein:
742375
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
≥98.0% (HPLC)
sublimation residue
≤1%
mp
161-165 °C (lit.)
162-164 °C
SMILES string
Oc1cc2ccccc2cc1O
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
Gene Information
human ... BAD(572)
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General description
2,3-Dihydroxynaphthalene is a polyhydroxy phenol. It is an aromatic dihydroxy compound having hydroxyl groups at ortho positions. Its reaction with molybdenum(VI) complexes has been reported. The asymmetric oxidative coupling polymerization of 2,3-dihydroxynaphthalene using the Cu(I)-bisoxazoline complex as catalyst has been reported to afford poly(2,3-dihydroxy-1,4-naphthylene), having a continuous 1,1′-bi-2-naphthol main chain structure. The nitrodisplacement reaction between nitrophthalodinitriles and 2,3-dihydroxynaphthalene has been investigated.
Application
2,3-Dihydroxynaphthalene may be used in the following studies:
- Construction of dinaphtho[2,1-b;2′,3′-d]furan-6-ol, via dehydration reaction in the presence of strong acid.
- As fused ring catecholate type ligand for the surface modification of nanocrystalline TiO2 particles.
- As adsorptive and competing ligand during the chemical speciation of iron in seawater by cathodic stripping voltammetry.
- Synthesis of cyclotriphosphazene derivatives, used as non-halogen flame retardants
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Eye Dam. 1
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
347.0 °F
Flash Point(C)
175 °C
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Copper (I)-catalyzed asymmetric oxidative coupling polymerization of 2, 3-dihydroxynaphthalene using bisoxazoline ligands.
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Eastmond GC and Paprotny J.
Macromolecules, 28(7), 2140-2146 (1995)
Tatjana D Savić et al.
Nanoscale, 4(5), 1612-1619 (2012-02-09)
Surface modification of nanocrystalline TiO(2) particles (45 Å) with catecholate-type ligands consisting of an extended aromatic ring system, i.e., 2,3-dihydroxynaphthalene and anthrarobin, was found to alter the optical properties of the nanoparticles in a similar way to modification with catechol.
Kentaro Nakanishi et al.
The Journal of organic chemistry, 79(6), 2625-2631 (2014-02-26)
The construction of dinaphtho[2,1-b;2',3'-d]furan-6-ol was developed via a dehydration reaction involving two molecules of 2,3-dihydroxynaphthalene in the presence of a strong acid. Starting from the dinaphthofuran, a variety of butterfly shaped derivatives were synthesized. The optical properties of these compounds
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