3-HJ

Base Information

• Chemical Name: 3-HJ
• CAS No.: 4923-58-4
• Molecular Formula: C10H6O4
• Molecular Weight: 190.155
• Mol file: 4923-58-4.mol

Synonyms:2,8-dihydroxy-1,4-naphthalenedione;3,5-dihydroxy-2,3-dihydro-1,4-naphthoquinone;2,8-Dihydroxynaphthoquinone;3-hydroxyjuglone;8-hydroxy-lawsone;3,5-dihydroxy-1,4-naphthoquinone;

Chemical Property of 3-HJ

Chemical Property:

• Melting Point: 218-220 °C (decomp)(Solv: acetic acid (64-19-7))
• Boiling Point: 428.9±45.0 °C(Predicted)
• PKA: 4.50±1.00(Predicted)
• PSA: 74.60000
• Density: 1.639±0.06 g/cm3(Predicted)
• LogP: 1.05650

Purity/Quality:

95% ^*data from raw suppliers

2,8-DIHYDROXY-1,4-DIHYDRONAPHTHALENE-1,4-DIONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-HJ

There total 12 articles about 3-HJ 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: 33.0%

2,3-epoxy-5-hydroxy-2,3-dihydro-1,4-naphthoquinone (15255-29-5) → 5-hydroxynaphtho-1,4-quinone (481-39-0) + 3,5-dihydroxy-2,3-dihydro-1,4-naphthoquinone (4923-58-4) + 2-Hydroxyjuglon (4923-55-1)

Guidance literature:

With sodium acetate; acetic acid; sodium iodide; zinc; for 1.5h; Ambient temperature;

Reference yield:

2-methoxy-1,4-benzoquinone (2880-58-2) → 3,5-dihydroxy-2,3-dihydro-1,4-naphthoquinone (4923-58-4)

Guidance literature:

Multi-step reaction with 5 steps

1: benzene

2: (i) KOtBu, (ii) Ag₂O

3: 120 °C

4: OH^-, H₂O

5: BBr₃

With water; hydroxide; boron tribromide; In benzene;

Reference yield:

1,7-Dihydroxynaphthalene (575-38-2) → 3,5-dihydroxy-2,3-dihydro-1,4-naphthoquinone (4923-58-4) + 2,7-dihydroxy-[1,4]-naphthoquinone (31039-63-1)

Guidance literature:

With KO₂; In toluene; at -10 ℃; for 6h; Yield given. Yields of byproduct given;

DOI:10.1016/S0040-4020(01)88511-2

upstream raw materials:

ethanol

2,3-epoxy-5-hydroxy-2,3-dihydro-1,4-naphthoquinone

1,7-Dihydroxynaphthalene

5-hydroxynaphtho-1,4-quinone

Downstream raw materials:

2,8-dimethoxynaphthalene-1,4-dione

4,8-Dimethoxy-1,2-naphthochinon

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

9-hydroxy-2-methyl-2-phenyl-3,4-dihydro-2H-benzo[g]chromene-5,10-dione