2,3-Dihydroxynaphthalene

Base Information

• Chemical Name: 2,3-Dihydroxynaphthalene
• CAS No.: 92-44-4
• Molecular Formula: C10H8O2
• Molecular Weight: 160.172
• Hs Code.: 29072900
• European Community (EC) Number: 202-156-7
• NSC Number: 8707
• UNII: O9U131030Z
• DSSTox Substance ID: DTXSID2043903
• Nikkaji Number: J30.353D
• Wikidata: Q27117387
• Metabolomics Workbench ID: 55782
• ChEMBL ID: CHEMBL205007
• Mol file: 92-44-4.mol

Synonyms:2,3-dihydroxynaphthalene

Chemical Property of 2,3-Dihydroxynaphthalene

Chemical Property:

• Appearance/Colour: Off white to redish white powder
• Vapor Pressure: 1.71E-05mmHg at 25°C
• Melting Point: 161-165 °C(lit.)
• Refractive Index: 1.725
• Boiling Point: 353.9 °C at 760 mmHg
• PKA: 9.10±0.40(Predicted)
• Flash Point: 181 °C
• PSA: 40.46000
• Density: 1.33 g/cm³
• LogP: 2.25100
• Storage Temp.: 2-8°C
• Solubility.: 4g/l
• Water Solubility.: slightly soluble
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 160.052429494
• Heavy Atom Count: 12
• Complexity: 140

Purity/Quality:

99% ^*data from raw suppliers

2,3-Dihydroxynaphthalene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Naphthols
• Canonical SMILES: C1=CC=C2C=C(C(=CC2=C1)O)O
• Uses: 2,3-Naphthalenediol is used in cosmetics asa component of oxidative hair dye. It is usedat a concentration of <0.1%. 2,3-Dihydroxynaphthalene is used in making dyes, pigments, fluorescent whiteners, tanning agents, antioxidants, and antiseptics. 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

Technology Process of 2,3-Dihydroxynaphthalene

There total 37 articles about 2,3-Dihydroxynaphthalene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

C14H16O4 → 2,3-naphthalenediol (92-44-4)

Guidance literature:

With toluene-4-sulfonic acid; In neat (no solvent, solid phase); at 20 ℃; for 0.583333h; Green chemistry;

DOI:10.2174/1570178614666170321103650

Reference yield: 92.0%

3,4-dihydro-2H-naphtho[2,3-b]1,4-dioxepine → 2,3-naphthalenediol (92-44-4)

Guidance literature:

With aluminum (III) chloride; In benzene; for 5h; Reflux;

DOI:10.1055/s-0032-1318332

Reference yield: 83.8%

naphthalene (91-20-3,71998-51-1,72931-45-4) → 2,3-naphthalenediol (92-44-4)

Guidance literature:

With 2,4,6-trimethylphenylcarbene copper; dihydrogen peroxide; trimethyldodecylammonium chloride; In octane; at 50 ℃; for 7h; Reagent/catalyst;

upstream raw materials:

tetrachloromethane

2-naphthol-3,6-disulphonic acid

naphtho<2,3-d>-1,3-dioxole

syn-1,2:3,4-naphthalene dioxide

Downstream raw materials:

1,2-dihydroxy-pleiadene-7,12-dione

3-benzyloxynaphthalen-2-ol

2,3-bis(benzyloxy)naphthalene

(2,3-dihydroxy-[1]naphthyl)-phenyl ketone

Refernces

• 1、 Balk, Stefan,Maitra, Uday,Koenig, Burkhard. "Terbium(iii)-cholate functionalized vesicles as luminescent indicators for the enzymatic conversion of dihydroxynaphthalene diesters". . p. 7852 - 7854. Retrieved 2014.
• 2、 Bolte, Michael,Jin, Tao,John, Alexandra,Kaehler, Tanja,Lerner, Hans-Wolfram,Wagner, Matthias. "Selective Vicinal Diiodination of Polycyclic Aromatic Hydrocarbons". . p. 5847 - 5851. Retrieved 2020/09/09.
• 3、 de Léséleuc, Mylène,Kukor, Andrew,Abbott, Shaun D.,Zacharie, Boulos. "Practical Cleavage of Acetals by Using an Odorless Thiol Immobilized on Silica". . p. 7389 - 7393. Retrieved 2019/12/03.