2-Dimethylamino-1,4-naphthoquinone

Base Information

• Chemical Name: 2-Dimethylamino-1,4-naphthoquinone
• CAS No.: 2348-79-0
• Molecular Formula: C₁₂H₁₁NO₂
• Molecular Weight: 201.225
• DSSTox Substance ID: DTXSID0073291
• Nikkaji Number: J42.458G
• Wikidata: Q82001662
• ChEMBL ID: CHEMBL162460
• Mol file: 2348-79-0.mol

Synonyms:2-dimethylamino-1,4-naphthoquinone

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

Chemical Property:

• Vapor Pressure: 0.000219mmHg at 25°C
• Boiling Point: 326.2°C at 760 mmHg
• Flash Point: 143.7°C
• Density: 1.23g/cm³
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 201.078978594
• Heavy Atom Count: 15
• Complexity: 331

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1=CC(=O)C2=CC=CC=C2C1=O

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

There total 7 articles about 2-Dimethylamino-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: 95.0%

methyl 2-(1,4-dioxo-1,4-dihydronaphthalen-2-yloxy)acetate + dimethyl amine (124-40-3) → 2-dimethylamino-1,4-naphthoquinone (2348-79-0)

Guidance literature:

In tetrahydrofuran; at -10 ℃; for 24h;

DOI:10.1016/j.bmcl.2018.04.060

Reference yield: 90.0%

2-bromo-1,4-naphthoquinone (2065-37-4) + dimethyl amine (124-40-3) → 2-dimethylamino-1,4-naphthoquinone (2348-79-0)

Guidance literature:

In tetrahydrofuran; toluene; at 0 ℃; for 12h; Inert atmosphere;

DOI:10.1248/cpb.c13-00102

Reference yield: 53.0%

2-bromo-1,4-naphthoquinone (2065-37-4) + methyl (E)-4-dimethylhydrazono-2-butenoate (111843-59-5) → 2-dimethylamino-1,4-naphthoquinone (2348-79-0) + 4-methoxycarbonyl-5,10-benzoquinolinequinone (167954-74-7)

Guidance literature:

With sodium hydrogencarbonate; In xylene; at 140 ℃; for 24h;

upstream raw materials:

2-bromo-1,4-naphthoquinone

methyl (E)-4-dimethylhydrazono-2-butenoate

dimethyl amine

[1,4]naphthoquinone

Downstream raw materials:

2-chloro-3-(dimethylamino)naphthalene-1,4-dione

2-(1-hydroxy-ethyl)-naphtho[2,3-b]furan-4,9-dione