Naphthalene-1,4,5-triol

Base Information

• Chemical Name: Naphthalene-1,4,5-triol
• CAS No.: 481-40-3
• Molecular Formula: C10H8O3
• Molecular Weight: 176.172
• European Community (EC) Number: 207-568-0
• UNII: 41I30K2F5W
• DSSTox Substance ID: DTXSID3032759
• Nikkaji Number: J156.583D
• Wikidata: Q27258440
• Metabolomics Workbench ID: 45766
• ChEMBL ID: CHEMBL1331245
• Mol file: 481-40-3.mol

Synonyms:Naphthalene-1,4,5-triol;1,4,5-Naphthalenetriol;481-40-3;1,4,5-Trihydroxynaphthalene;UNII-41I30K2F5W;41I30K2F5W;EINECS 207-568-0;DTXSID3032759;a-Hydrojuglone;alpha-Hydrojuglone;NCGC00091508-01;SCHEMBL2407577;CHEMBL1331245;DTXCID1012759;CHEBI:173810;Tox21_201120;1,4,5-THN;4,5-DIHYDROXY-.ALPHA.-NAPHTHOL;NCGC00091508-02;NCGC00258672-01;CAS-481-40-3;Q27258440

Chemical Property of Naphthalene-1,4,5-triol

Chemical Property:

• Vapor Pressure: 3.95E-05mmHg at 25°C
• Melting Point: 168 °C(Solv: ethanol (64-17-5))
• Boiling Point: 341.9°C at 760 mmHg
• PKA: 6.84±0.40(Predicted)
• Flash Point: 172.6°C
• PSA: 60.69000
• Density: 1.482g/cm³
• LogP: 1.95660
• XLogP3: 2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 176.047344113
• Heavy Atom Count: 13
• Complexity: 183

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=CC(=C2C(=C1)O)O)O

Technology Process of Naphthalene-1,4,5-triol

There total 6 articles about Naphthalene-1,4,5-triol 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: 99.0%

5-hydroxynaphtho-1,4-quinone (481-39-0) → 1,4,5-trihydroxynaphthalene (481-40-3)

Guidance literature:

With sodium dithionite; In water; ethyl acetate; at 30 ℃; for 0.5h; Inert atmosphere;

DOI:10.1002/ejoc.201800207

Reference yield:

1,5-dihydroxynaphthalene (83-56-7) → 1,4,5-trihydroxynaphthalene (481-40-3)

Guidance literature:

Multi-step reaction with 2 steps

1: dihydrogen peroxide; acetic anhydride / dichloromethane; methanol / 5 h / 40 - 60 °C

2: sodium dithionite / ethyl acetate; water / 0.5 h / 30 °C / Inert atmosphere

With sodium dithionite; dihydrogen peroxide; acetic anhydride; In methanol; dichloromethane; water; ethyl acetate;

Reference yield:

succinic acid anhydride (108-30-5) + phenol (108-95-2,27073-41-2) → 1,4,5-trihydroxynaphthalene (481-40-3)

Guidance literature:

With aluminium trichloride; sodium chloride; at 200 - 210 ℃;

upstream raw materials:

succinic acid anhydride

phenol

5-hydroxynaphtho-1,4-quinone

juglone

Downstream raw materials:

5-hydroxynaphtho-1,4-quinone

benzene-1,2-diol

3-Carboxyphenol

salicylic acid