2,6-Naphthalenediol

Base Information

• Chemical Name: 2,6-Naphthalenediol
• CAS No.: 581-43-1
• Molecular Formula: C10H8 O2
• Molecular Weight: 160.172
• Hs Code.: 29309090
• European Community (EC) Number: 209-465-6
• NSC Number: 62687
• UNII: 4XX2ND0257
• DSSTox Substance ID: DTXSID7060384
• Nikkaji Number: J70.177G
• Wikidata: Q27260648
• ChEMBL ID: CHEMBL205074
• Mol file: 581-43-1.mol

Synonyms:2,6-dihydroxynaphthalene

Chemical Property of 2,6-Naphthalenediol

Chemical Property:

• Appearance/Colour: grey to brown powder
• Vapor Pressure: 3.62E-06mmHg at 25°C
• Melting Point: 223 - 225 C (Decomposes)
• Refractive Index: 1.5418 (estimate)
• PKA: 9.55±0.40(Predicted)
• Flash Point: 193.5 °C
• PSA: 40.46000
• Density: 1.33 g/cm³
• LogP: 2.25100
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: Soluble in methanol and hot water. Slightly soluble in water.
• XLogP3: 2.3
• 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:

98%min ^*data from raw suppliers

2,6-Dihydroxynaphthalene ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Naphthols
• Canonical SMILES: C1=CC2=C(C=CC(=C2)O)C=C1O
• Uses: 2,6-Dihydroxynaphthalene is used in the preparation of 1,5-dichloro-2,6-diethynylnaphthalenes. It is used to produce convulsions in mice. It exhibits antiproliferative activity towards certain cells. It is also employed in the preparation of the first-generation rotaxane dendrimer. Further, it is used in the production of several dyes, pigments, fluorescent whiteners, tanning agents, antioxidants and antiseptics. In addition to this, it is converted into amines, esters, ethers and carboxylic derivatives.

Technology Process of 2,6-Naphthalenediol

There total 33 articles about 2,6-Naphthalenediol 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: 96.9%

disodium 2,6-naphthalenedisulfonate (1655-45-4) → 2.6-dihydroxynaphthalene (581-43-1)

Guidance literature:

With potassium hydroxide; at 200 ℃; for 4h; Reagent/catalyst;

Reference yield: 96.0%

2,6-dimethoxylnaphthalene (5486-55-5,117119-43-4) → 2.6-dihydroxynaphthalene (581-43-1)

Guidance literature:

With hexamethyldisilathiane; sodium methylate; In various solvent(s); at 185 ℃; for 24h;

DOI:10.1021/jo00311a016

Reference yield: 95.1%

dipotassium 2,6-naphthalenedisulfonate (121807-17-8) → 2.6-dihydroxynaphthalene (581-43-1)

Guidance literature:

With magnesium; sodium hydroxide; at 180 ℃; for 3h; Reagent/catalyst; Temperature;

upstream raw materials:

2,6-naphthoquinone

Cholesteryl acetate

3,7-dihydroxy-naphthalene-1-sulfonic acid

2-naphthol-6-sulfonic acid

Downstream raw materials:

2,6-dimethoxylnaphthalene

6-Benzoyloxy-[2]naphthol

N,N'-Diphenyl-2,6-naphthylenediamine

3,9-diphenyl-2,3,4,8,9,10-hexahydronaphtho[1,2-e:5,6-e']bis([1,3]oxazine)

Refernces

• 1、 -. "Preparation method of 2, 6-dihydroxy naphthalene". Paragraph 0024-0037. . Retrieved 2021/02/10.
• 2、 Hall, Emma A.,Sarkar, Md Raihan,Bell, Stephen G.. "The selective oxidation of substituted aromatic hydrocarbons and the observation of uncoupling via redox cycling during naphthalene oxidation by the CYP101B1 system". . p. 1537 - 1548. Retrieved 2017/06/05.