benzo[j]fluoranthene-2,3-dione

Base Information

• Chemical Name: benzo[j]fluoranthene-2,3-dione
• CAS No.: 106521-02-2
• Molecular Formula: C₂₀H₁₀O₂
• Molecular Weight: 282.298
• Mol file: 106521-02-2.mol

Synonyms:Benzo[j]fluoranthene-4,5-dione(9CI)

Chemical Property of benzo[j]fluoranthene-2,3-dione

Chemical Property:

• Vapor Pressure: 1.87E-11mmHg at 25°C
• Boiling Point: 533.4°C at 760 mmHg
• Flash Point: 234.7°C
• Density: 1.42g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of benzo[j]fluoranthene-2,3-dione

There total 13 articles about benzo[j]fluoranthene-2,3-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: 94.0%

4-hydroxybenzofluoranthene (106521-01-1) → benzofluoranthene-4,5-dione (106521-02-2)

Guidance literature:

With potassium dihydrogenphosphate; adogen 464; potassiuim nitrosodisulfonate; In water; benzene; for 2h; Ambient temperature;

DOI:10.1021/jo00381a025

Reference yield:

9-methoxy-11H-benzofluorene (6235-04-7) → benzofluoranthene-4,5-dione (106521-02-2)

Guidance literature:

Multi-step reaction with 10 steps

1: 1.) n-BuLi / 1.) ether, hexane, -30 deg C, 1 h, 2.) ether, hexane, from -30 deg C to RT

2: 69 percent / conc,. H₂SO₄ / benzene / 20 h / Heating

3: 96 percent / 10 N NaOH / pyridine / 3 h / Ambient temperature

4: 97 percent / 10 N NaOH / ethanol / 17 h / Heating

5: 70 percent / methanesulfonic acid / 19 h / Ambient temperature

6: NaBH₄ / methanol / 0.67 h / Ambient temperature

7: p-toluenesulfonic acid / benzene / 2 h / Heating

8: 100 percent / 1-methylnaphthalene / benzene / 7 h / Heating

9: 96 percent / BBr₃ / CH₂Cl₂ / 1.) -78 deg C, 1 h, 2.) RT, 2 h

10: 94 percent / Adogen 464, potassium nitrosodisulfonate, 1/6 M KH₂PO₄ / benzene; H₂O / 2 h / Ambient temperature

With sodium hydroxide; sodium tetrahydroborate; potassium dihydrogenphosphate; n-butyllithium; adogen 464; methanesulfonic acid; potassiuim nitrosodisulfonate; sulfuric acid; boron tribromide; toluene-4-sulfonic acid; 1-Methylnaphthalene; In pyridine; methanol; ethanol; dichloromethane; water; benzene;

DOI:10.1021/jo00381a025

Reference yield:

phenyl 2-methoxy-1-naphthoate (106542-96-5) → benzofluoranthene-4,5-dione (106521-02-2)

Guidance literature:

Multi-step reaction with 13 steps

1: 68 percent / diethyl ether; benzene / 1.) reflux, 3 h, 2.) RT, overnight

2: 100 percent / methanesulfonic acid / 1.5 h / Ambient temperature

3: 59 percent / zinc amalgam, conc. HCl / toluene; acetic acid / 27 h / Heating

4: 1.) n-BuLi / 1.) ether, hexane, -30 deg C, 1 h, 2.) ether, hexane, from -30 deg C to RT

5: 69 percent / conc,. H₂SO₄ / benzene / 20 h / Heating

6: 96 percent / 10 N NaOH / pyridine / 3 h / Ambient temperature

7: 97 percent / 10 N NaOH / ethanol / 17 h / Heating

8: 70 percent / methanesulfonic acid / 19 h / Ambient temperature

9: NaBH₄ / methanol / 0.67 h / Ambient temperature

10: p-toluenesulfonic acid / benzene / 2 h / Heating

11: 100 percent / 1-methylnaphthalene / benzene / 7 h / Heating

12: 96 percent / BBr₃ / CH₂Cl₂ / 1.) -78 deg C, 1 h, 2.) RT, 2 h

13: 94 percent / Adogen 464, potassium nitrosodisulfonate, 1/6 M KH₂PO₄ / benzene; H₂O / 2 h / Ambient temperature

With hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; potassium dihydrogenphosphate; amalgamated zinc; n-butyllithium; adogen 464; methanesulfonic acid; potassiuim nitrosodisulfonate; sulfuric acid; boron tribromide; toluene-4-sulfonic acid; 1-Methylnaphthalene; In pyridine; methanol; diethyl ether; ethanol; dichloromethane; water; acetic acid; toluene; benzene;

DOI:10.1021/jo00381a025

upstream raw materials:

4-hydroxybenzofluoranthene

9-methoxy-11H-benzofluorene

phenyl 2-methoxy-1-naphthoate

9-methoxy-11H-benzofluoren-11-one

Downstream raw materials:

trans-4,5-dihydroxy-syn-6,6a-epoxy-4,5,6,6a-tetrahydrobenzofluoranthene

trans-4,5-dihydroxy-anti-6,6a-epoxy-4,5,6,6a-tetrahydrobenzofluoranthene

trans-4,5-dihydro-4,5-dihydroxybenzofluoranthene

Refernces