2,5-Dihydroxynaphthalene-1,4-dione

Base Information

• Chemical Name: 2,5-Dihydroxynaphthalene-1,4-dione
• CAS No.: 4923-55-1
• Molecular Formula: C10H6 O4
• Molecular Weight: 190.155
• DSSTox Substance ID: DTXSID20964190
• Nikkaji Number: J13.304C
• Wikidata: Q82946123,Q105310299
• ChEMBL ID: CHEMBL1576702,CHEMBL1089486
• Mol file: 4923-55-1.mol

Synonyms:2-hydroxyjuglone

Chemical Property of 2,5-Dihydroxynaphthalene-1,4-dione

Chemical Property:

• Vapor Pressure: 3.71E-08mmHg at 25°C
• Boiling Point: 430°Cat760mmHg
• Flash Point: 228°C
• PSA: 74.60000
• Density: 1.639g/cm³
• LogP: 1.21310
• Storage Temp.: 2-8°C
• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 190.02660867
• Heavy Atom Count: 14
• Complexity: 318

Purity/Quality:

99% ^*data from raw suppliers

2,5-Dihydroxynaphthalene-1,4-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C(=C1)O)C(=CC(=O)C2=O)O
• Uses: 2,5-Dihydroxynaphthalene-1,4-dione is a useful reagent in the preparation of substituted 1,?4-?naphthoquinones, a potential anti-cancer agent.

Technology Process of 2,5-Dihydroxynaphthalene-1,4-dione

There total 35 articles about 2,5-Dihydroxynaphthalene-1,4-dione 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: 98.0%

2-(dimethylamino)-5-hydroxy-1,4-naphthalenedione (18512-17-9) → 2-Hydroxyjuglon (4923-55-1)

Guidance literature:

With hydrogenchloride; water; for 5h; Reflux;

DOI:10.1016/j.bmc.2010.02.032

Reference yield: 95.0%

5-hydroxynaphtho-1,4-quinone (481-39-0) → 2-Hydroxyjuglon (4923-55-1)

Guidance literature:

5-hydroxynaphtho-1,4-quinone; With dimethyl amine; In water; for 1h;

With hydrogenchloride; water; for 24h; Reflux;

DOI:10.1002/ejoc.201800207

Reference yield: 92.0%

2-methoxy-5-hydroxy-1,4-naphthoquinone (15127-94-3) → 2-Hydroxyjuglon (4923-55-1)

Guidance literature:

With potassium carbonate; In methanol; water; at 80 ℃; for 0.666667h;

DOI:10.1002/ejoc.201402272

upstream raw materials:

2-hydroxy-5-methoxynaphthalene-1,4-dione

2,3-Dihydro-naphtho-purpurin

5-hydroxy-2-(phenylamino)naphthalene-1,4-dione

ethanol

Downstream raw materials:

6-Acetyl-2-hydroxy-juglon

2,5-Dihydroxy-3-methyl-[1,4]naphthochinon

(–)-5-hydroxy-2-(1'-hydoxyethyl)naphtho[2,3-b]furan-4,9-dione

(S)-NQ₈₀₁ MTPA ester