4H-cyclopentaphenanthrene-8,9-dione

Base Information

• Chemical Name: 4H-cyclopentaphenanthrene-8,9-dione
• CAS No.: 27018-91-3
• Molecular Formula: C₁₅H₈O₂
• Molecular Weight: 220.227
• Mol file: 27018-91-3.mol

Synonyms:4H-cyclopentaphenanthrene-8,9-dione

Chemical Property of 4H-cyclopentaphenanthrene-8,9-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4H-cyclopentaphenanthrene-8,9-dione

There total 2 articles about 4H-cyclopentaphenanthrene-8,9-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: 56.0%

8,9-dihydro-4H-cyclopenta[def]phenanthrene (27410-55-5) → 4H-Cyclopenta[def]phenanthrene (203-64-5) + cyclopenta[def]phenanthren-4-one (5737-13-3) + 4H-cyclopentaphenanthrene-8,9-dione (27018-91-3)

Guidance literature:

With sodium dichromate; In acetic acid; for 0.75h; Heating;

DOI:10.1246/bcsj.53.1179

Reference yield: 2.0%

4H-Cyclopenta[def]phenanthrene (203-64-5) → cyclopenta[def]phenanthren-4-one (5737-13-3) + 4H-cyclopentaphenanthrene-8,9-dione (27018-91-3) + 1,7-diiodo-4H-cyclopentaphenanthrene (75304-90-4)

Guidance literature:

With water; iodic acid; acetic acid; In 1,4-dioxane;

DOI:10.1246/bcsj.53.1179

Reference yield:

4H-cyclopentaphenanthrene-8,9-dione (27018-91-3) → cyclopenta[def]fluorene-4,8-dione (23702-27-4)

Guidance literature:

Multi-step reaction with 6 steps

1: TsNHNH₂

2: (i) (UV-irradiation), tBuNH₂, (ii) aq. HCl, AcOH

3: 220 - 225 °C

4: Br₂ / Irradiation

5: AgOAc, AcOH

6: AgOAc, AcOH

With bromine; silver(I) acetate; acetic acid; toluene-4-sulfonic acid hydrazide;

DOI:10.1021/ja00842a022

upstream raw materials:

8,9-dihydro-4H-cyclopenta[def]phenanthrene

4H-Cyclopenta[def]phenanthrene

Downstream raw materials:

9-diazo-8,9-dihydro-4H-cyclopentaphenanthren-8-one

cyclopenta[def]fluorene-4,8-dione