9,10-Dihydrobenz(e)acephenanthrylene-9,10-diol trans-

Base Information

• Chemical Name: 9,10-Dihydrobenz(e)acephenanthrylene-9,10-diol trans-
• CAS No.: 77060-93-6
• Molecular Formula: C₂₀H₁₄O₂
• Molecular Weight: 286.33
• Hs Code.: 2906299090
• Mol file: 77060-93-6.mol

Synonyms:trans-9,10-Dihydro-9,10-dihydroxybenzo[b]fluoranthene;trans-9,10-Dihydrobenzo[b]fluoranthene-9,10-diol

Chemical Property of 9,10-Dihydrobenz(e)acephenanthrylene-9,10-diol trans-

Chemical Property:

• Vapor Pressure: 4.47E-13mmHg at 25°C
• Melting Point: 144-145 °C
• Boiling Point: 553.3°C at 760 mmHg
• Flash Point: 268.6°C
• PSA: 40.46000
• Density: 1.46g/cm³
• LogP: 3.90830

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 9,10-Dihydrobenz(e)acephenanthrylene-9,10-diol trans-

There total 10 articles about 9,10-Dihydrobenz(e)acephenanthrylene-9,10-diol trans- 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: 36.0%

trans-9,10-bis(benzoyloxy)-9,10-dihydrobenzofluoranthene (77061-06-4) → trans-9,10-dihydro-9,10-dihydroxybenzofluoranthene (77060-93-6)

Guidance literature:

With sodium methylate; In tetrahydrofuran; methanol; for 0.5h; Ambient temperature;

DOI:10.1021/jo00325a028

Reference yield:

6b,7,10,10a-tetrahydrofluoranthene (58485-91-9) → trans-9,10-dihydro-9,10-dihydroxybenzofluoranthene (77060-93-6)

Guidance literature:

Multi-step reaction with 10 steps

1: 95 percent / H₂ / 10percent Pd/C / ethyl acetate / 2 h / 1034.3 Torr

3: SOCl₂ / benzene / 3 h / Heating

4: AlCl₃ / CS₂ / 1.) 0 deg C, 2.) reflux, 10 min

5: 88 percent / LiAlH₄ / tetrahydrofuran / 0.33 h / 20 °C

6: 78 percent / conc. H₂SO₄ / acetic acid / 0.83 h / 70 °C

7: 65 percent / 1.) I₂ / benzene / 1.) reflux, 2) reflux, 2.5 h

8: 48 percent / N-bromosuccinimide, α,α'-azobis(isobutyronitrile) / CCl4 / 2 h / Heating

9: 80 percent / 1,5-diazabicyclo<4.3.0>non-5-ene / tetrahydrofuran / 3 h / 0 °C

10: 36 percent / sodium methoxide / tetrahydrofuran; methanol / 0.5 h / Ambient temperature

With N-Bromosuccinimide; lithium aluminium tetrahydride; aluminium trichloride; thionyl chloride; sulfuric acid; azobisisobutyronitrile; DBN; hydrogen; iodine; sodium methylate; palladium on activated charcoal; In tetrahydrofuran; methanol; carbon disulfide; tetrachloromethane; acetic acid; ethyl acetate; benzene;

DOI:10.1021/jo00325a028

Reference yield:

4-(3-fluoranthenyl)butyric acid (6886-64-2) → trans-9,10-dihydro-9,10-dihydroxybenzofluoranthene (77060-93-6)

Guidance literature:

Multi-step reaction with 8 steps

1: SOCl₂ / benzene / 3 h / Heating

2: AlCl₃ / CS₂ / 1.) 0 deg C, 2.) reflux, 10 min

3: 88 percent / LiAlH₄ / tetrahydrofuran / 0.33 h / 20 °C

4: 78 percent / conc. H₂SO₄ / acetic acid / 0.83 h / 70 °C

5: 65 percent / 1.) I₂ / benzene / 1.) reflux, 2) reflux, 2.5 h

6: 48 percent / N-bromosuccinimide, α,α'-azobis(isobutyronitrile) / CCl4 / 2 h / Heating

7: 80 percent / 1,5-diazabicyclo<4.3.0>non-5-ene / tetrahydrofuran / 3 h / 0 °C

8: 36 percent / sodium methoxide / tetrahydrofuran; methanol / 0.5 h / Ambient temperature

With N-Bromosuccinimide; lithium aluminium tetrahydride; aluminium trichloride; thionyl chloride; sulfuric acid; azobisisobutyronitrile; DBN; iodine; sodium methylate; In tetrahydrofuran; methanol; carbon disulfide; tetrachloromethane; acetic acid; benzene;

DOI:10.1021/jo00325a028

upstream raw materials:

trans-9,10-bis(benzoyloxy)-9,10-dihydrobenzofluoranthene

4-(3-fluoranthenyl)butyric acid

6b,7,8,9,10,10a-hexahydrofluoranthene

9-oxo-9,10,11,12-tetrahydrobenzofluoranthene

Refernces