2-Methoxy-1,4-naphthoquinone

Base Information

• Chemical Name: 2-Methoxy-1,4-naphthoquinone
• CAS No.: 2348-82-5
• Molecular Formula: C11H8 O3
• Molecular Weight: 188.183
• Hs Code.: 2914690090
• European Community (EC) Number: 627-454-8
• NSC Number: 31530
• UNII: 39020BUT1D
• DSSTox Substance ID: DTXSID1062338
• Nikkaji Number: J40.498E
• Wikidata: Q27137861
• Pharos Ligand ID: 17LJRVAZ68AN
• Metabolomics Workbench ID: 121276
• ChEMBL ID: CHEMBL106562
• Mol file: 2348-82-5.mol

Synonyms:2-methoxy-1,4-naphthoquinone;lawsone methyl ether

Chemical Property of 2-Methoxy-1,4-naphthoquinone

Chemical Property:

• Vapor Pressure: 8.98E-05mmHg at 25°C
• Melting Point: 184-187 °C(lit.)
• Refractive Index: 1.6400 (estimate)
• Boiling Point: 339.8°Cat760mmHg
• Flash Point: 152.7°C
• PSA: 43.37000
• Density: 1.28g/cm³
• LogP: 1.59590
• Water Solubility.: 31.23mg/L(temperature not stated)
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 188.047344113
• Heavy Atom Count: 14
• Complexity: 304

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Methoxy-1,4-naphthoquinone 98% ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC(=O)C2=CC=CC=C2C1=O
• Uses: 2-Methoxy-1,4-naphthoquinone was used in the preparation of 2-(4-X-phenylene)amine-1,4-naphthoquinones (X= ferrocenyl, OMe, Me, I, Cl and NO2).

Technology Process of 2-Methoxy-1,4-naphthoquinone

There total 5 articles about 2-Methoxy-1,4-naphthoquinone 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: 45.3%

methyl bromide (74-83-9) + 2-hydroxynaphtho-1,4-quinone (83-72-7) → phthiocol (483-55-6) + 2-methoxy-1,4-naphthoquinone (2348-82-5)

Guidance literature:

With triethylamine; sodium iodide; In N,N-dimethyl-formamide; at 40 ℃; for 72h;

DOI:10.3390/molecules200711994

Reference yield: 14.0%

2-Methoxynaphthalene (93-04-9) → 2-hydroxynaphtho-1,4-quinone (83-72-7) + 2-methoxy-1,4-naphthoquinone (2348-82-5)

Guidance literature:

With dihydrogen peroxide; methyltrioxorhenium(VII); In acetic acid; at 20 ℃; for 3h;

Reference yield: 7.0%

1,2-dimethoxynaphthalene (57189-64-7) → 2-methoxy-1,4-naphthoquinone (2348-82-5) + 1,2-naphthoquinone (524-42-5)

Guidance literature:

With 2-Iodobenzoic acid; oxone||potassium monopersulfate triple salt; In water; acetonitrile; at 20 ℃; for 1h; Reagent/catalyst;

DOI:10.1016/j.cattod.2019.08.060

upstream raw materials:

2-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyloxy)-1,4-naphthoquinone

2-Methoxynaphthalene

methyl bromide

2-hydroxynaphtho-1,4-quinone

Downstream raw materials:

1-hydroxy-1,4-diphenyl-1H-naphthalen-2-one

2-(2-morpholin-4-yl-ethylamino)-[1,4]naphthoquinone

2-<<2-(2-hydroxyphenyl)ethyl>amino>-1,4-naphthoquinone

2-<<2-(3-hydroxyphenyl)ethyl>amino>-1,4-naphthoquinone

Refernces

• 1、 China, Hideyasu,Tanihara, Kokoro,Sasa, Hirotaka,Kikushima, Kotaro,Dohi, Toshifumi. "Regiodivergent oxidation of alkoxyarenes by hypervalent iodine/oxone system". . p. 2 - 8. Retrieved 2019/09/10.
• 2、 Adam, Waldemar,Herrmann, Wolfgang A.,Lin, Jianhua,Saha-Moeller, Chantu R.,Fischer, Richard W.,Correia, Joao D. G.. "Homogenkatalytische Oxidation von Arenen und eine neue Synthese von Vitamin K3". . p. 2545 - 2546. Retrieved 2007/10/02.