N-Hydroxy-2-aminofluoranthene

Base Information

• Chemical Name: N-Hydroxy-2-aminofluoranthene
• CAS No.: 144386-83-4
• Molecular Formula: C₁₆H₁₁NO
• Molecular Weight: 233.269
• DSSTox Substance ID: DTXSID40162691
• Nikkaji Number: J528.651D
• Wikidata: Q83031426
• Mol file: 144386-83-4.mol

Synonyms:N-Hydroxy-2-aminofluoranthene;144386-83-4;N-Hydroxyfluoranthen-2-amine;DTXSID40162691

Chemical Property of N-Hydroxy-2-aminofluoranthene

Chemical Property:

• Vapor Pressure: 8.64E-10mmHg at 25°C
• Boiling Point: 474°Cat760mmHg
• Flash Point: 212.6°C
• Density: 1.436g/cm³
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 233.084063974
• Heavy Atom Count: 18
• Complexity: 318

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C3=CC=CC4=CC(=CC2=C43)NO

Technology Process of N-Hydroxy-2-aminofluoranthene

There total 8 articles about N-Hydroxy-2-aminofluoranthene 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:

2-nitrofluoranthene (13177-29-2) → 2-Hydroxylaminofluoranthene (144386-83-4)

Guidance literature:

With hydrazine hydrate; palladium on activated charcoal; In tetrahydrofuran; at 0 ℃; for 1h;

DOI:10.1002/recl.19921110701

Reference yield:

9H-fluorene (86-73-7) → 2-Hydroxylaminofluoranthene (144386-83-4)

Guidance literature:

Multi-step reaction with 8 steps

2: 95 percent / 20percent aq. KOH / ethanol / 48 h / Heating

3: thionyl chloride (SOCl₂) / 1 h / Heating

4: AlCl₃ / CH₂Cl₂ / 0.33 h / 0 °C

5: NaBH₄ / CH₂Cl₂; methanol / 2 h / Ambient temperature

6: p-toluenesulfonic acid / toluene / 3 h / Heating

7: 32 percent / AgNO₂, NaNO₂, I₂ / acetonitrile / 48 h / Ambient temperature

8: hydrazine monohydrate / Pd/C / tetrahydrofuran / 1 h / 0 °C

With potassium hydroxide; sodium tetrahydroborate; silver(I) nitrite; aluminium trichloride; thionyl chloride; iodine; toluene-4-sulfonic acid; hydrazine hydrate; sodium nitrite; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; toluene; acetonitrile;

DOI:10.1002/recl.19921110701

Reference yield:

3-(fluoren-9-yl)propionic acid (97634-43-0) → 2-Hydroxylaminofluoranthene (144386-83-4)

Guidance literature:

Multi-step reaction with 6 steps

1: thionyl chloride (SOCl₂) / 1 h / Heating

2: AlCl₃ / CH₂Cl₂ / 0.33 h / 0 °C

3: NaBH₄ / CH₂Cl₂; methanol / 2 h / Ambient temperature

4: p-toluenesulfonic acid / toluene / 3 h / Heating

5: 32 percent / AgNO₂, NaNO₂, I₂ / acetonitrile / 48 h / Ambient temperature

6: hydrazine monohydrate / Pd/C / tetrahydrofuran / 1 h / 0 °C

With sodium tetrahydroborate; silver(I) nitrite; aluminium trichloride; thionyl chloride; iodine; toluene-4-sulfonic acid; hydrazine hydrate; sodium nitrite; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; toluene; acetonitrile;

DOI:10.1002/recl.19921110701

upstream raw materials:

2-nitrofluoranthene

9H-fluorene

3-(fluoren-9-yl)propionic acid

3-oxo-1,2,3,10b-tetrahydrofluoranthene

Refernces