1,4-Naphthalenedione, 5-methoxy-

Base Information

• Chemical Name: 1,4-Naphthalenedione, 5-methoxy-
• CAS No.: 4923-61-9
• Molecular Formula: C11H8O3
• Molecular Weight: 188.183
• NSC Number: 618315
• DSSTox Substance ID: DTXSID80197740
• Nikkaji Number: J272.432D
• ChEMBL ID: CHEMBL1989223
• Mol file: 4923-61-9.mol

Synonyms:1,4-Naphthalenedione, 5-methoxy-;5-methoxynaphthalene-1,4-dione;4923-61-9;CHEMBL1989223;O-Methyljuglone;5-methoxy-1,4-naphthoquinone;8-Methoxy-1,4-naphthoquinone;NSC618315;1, 5-methoxy-;5-methoxynaphthoquinone;ghl.PD_Mitscher_leg0.1;SCHEMBL3414850;5-methoxy-naphthalene-1,4-dione;DTXSID80197740;DBDLTJRCKGCKSK-UHFFFAOYSA-N;BDBM50569358;NSC-618315;NCI60_005544;PD138962;AH-357/04340044

Chemical Property of 1,4-Naphthalenedione, 5-methoxy-

Chemical Property:

• Vapor Pressure: 8.17E-06mmHg at 25°C
• Melting Point: 189 °C
• Boiling Point: 374.7°C at 760 mmHg
• Flash Point: 170.5°C
• PSA: 43.37000
• Density: 1.284g/cm³
• LogP: 1.63040
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 188.047344113
• Heavy Atom Count: 14
• Complexity: 293

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=CC2=C1C(=O)C=CC2=O

Technology Process of 1,4-Naphthalenedione, 5-methoxy-

There total 28 articles about 1,4-Naphthalenedione, 5-methoxy- 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: 100.0%

5-hydroxynaphtho-1,4-quinone (481-39-0) + methyl iodide (74-88-4) → 5-methoxynaphthoquinone (4923-61-9)

Guidance literature:

With silver(l) oxide; In dichloromethane; for 25h; Ambient temperature;

DOI:10.1055/s-1999-3482

Reference yield: 100.0%

4,8-dimethoxy-1-naphthol (3843-55-8) → 5-methoxynaphthoquinone (4923-61-9)

Guidance literature:

With bis-[(trifluoroacetoxy)iodo]benzene; In water; acetonitrile; for 0.166667h; Ambient temperature;

DOI:10.1055/s-1989-27170

Reference yield: 86.0%

1,4-dihydro-4,4-(ethylenedioxy)-5-methoxy-1-oxonaphthalene (74555-12-7) → 5-methoxynaphthoquinone (4923-61-9)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; at 60 ℃; for 12h;

DOI:10.1021/jo00322a013

upstream raw materials:

5-methoxynaphthalen-1-ol

5-hydroxynaphtho-1,4-quinone

methyl iodide

1,4-dihydro-4,4-(ethylenedioxy)-5-methoxy-1-oxonaphthalene

Downstream raw materials:

N-(2-methoxy-4-methlphenyl)-3-amino-5-methoxy-1,4-napthoquinone

1-(N-Benzoyl-N-benzylamino)-5-methoxy-1,4,4a,9a-tetrahydro-9,10-anthraquinone

8-O-methylchrysophanol

1-hydroxy-5-methoxy-3-methyl-9,10 dihydroanthracene 9,10-dione

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