4-{2,2-Bis[4-(dimethylamino)phenyl]ethenyl}naphthalene-1,2-dione

Base Information

• Chemical Name: 4-{2,2-Bis[4-(dimethylamino)phenyl]ethenyl}naphthalene-1,2-dione
• CAS No.: 79971-22-5
• Molecular Formula: C28H26N2O2
• Molecular Weight: 422.527
• NSC Number: 157886
• DSSTox Substance ID: DTXSID80303329

Synonyms:79971-22-5;4-{2,2-bis[4-(dimethylamino)phenyl]ethenyl}naphthalene-1,2-dione;NSC157886;SCHEMBL8399712;DTXSID80303329;VEYHQRRNDSKGMM-UHFFFAOYSA-N;NSC-157886;2-(1,2-naphthoquinon-4-yl)-1,1-bis(p-dimethylaminophenyl)ethylene

Chemical Property of 4-{2,2-Bis[4-(dimethylamino)phenyl]ethenyl}naphthalene-1,2-dione

Chemical Property:

• Vapor Pressure: 3.5E-16mmHg at 25°C
• Boiling Point: 638.1°Cat760mmHg
• Flash Point: 280.7°C
• Density: 1.238g/cm³
• XLogP3: 5.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 422.199428076
• Heavy Atom Count: 32
• Complexity: 719

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1=CC=C(C=C1)C(=CC2=CC(=O)C(=O)C3=CC=CC=C32)C4=CC=C(C=C4)N(C)C

Technology Process of 4-{2,2-Bis[4-(dimethylamino)phenyl]ethenyl}naphthalene-1,2-dione

There total 3 articles about 4-{2,2-Bis[4-(dimethylamino)phenyl]ethenyl}naphthalene-1,2-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: 95.0%

1,1-Bisethylene (7478-69-5) + 1,2-naphthoquinone (524-42-5) → 4-<2,2-Bisethenyl>-1,2-naphthoquinone (79971-22-5)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at -10 ℃; for 0.5h;

DOI:10.1021/jo961824v

Reference yield: 75.0%

1,1-Bisethylene (7478-69-5) + sodium 1,2-naphthoquinone-4-sulfonate (521-24-4) → 4-<2,2-Bisethenyl>-1,2-naphthoquinone (79971-22-5)

Guidance literature:

With nickel diacetate; In acetic acid; at 30 ℃; for 25h;

DOI:10.1039/c39890000708

Reference yield:

methanol (67-56-1) + 1,1-Bisethylene (7478-69-5) + 1,2-naphthoquinone (524-42-5) → 4-<2,2-Bisethenyl>-1,2-naphthoquinone (79971-22-5)

Guidance literature:

DOI:10.1021/ja01229a036

upstream raw materials:

methanol

1,1-Bisethylene

1,2-naphthoquinone

sodium 1,2-naphthoquinone-4-sulfonate

Downstream raw materials:

5-[2,2-bis-(4-dimethylamino-phenyl)-vinyl]-benzo[a]phenazine

1,2-dimethoxy-4-<2,2-bisvinyl>naphthalene

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