1-Nitropyrene-3-ol

Base Information

• Chemical Name: 1-Nitropyrene-3-ol
• CAS No.: 86674-49-9
• Molecular Formula: C₁₆H₉NO₃
• Molecular Weight: 263.252
• DSSTox Substance ID: DTXSID00235754
• Nikkaji Number: J66.511H
• Wikidata: Q83117642
• ChEMBL ID: CHEMBL167221
• Mol file: 86674-49-9.mol

Synonyms:1-nitropyrene-3-ol

Chemical Property of 1-Nitropyrene-3-ol

Chemical Property:

• Vapor Pressure: 9.95E-11mmHg at 25°C
• Boiling Point: 502.7°C at 760 mmHg
• Flash Point: 215.3°C
• Density: 1.528g/cm³
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 263.058243149
• Heavy Atom Count: 20
• Complexity: 407

Purity/Quality:

3-Nitro-1-pyrenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Polycyclic Aromatic Hydrocarbons
• Canonical SMILES: C1=CC2=C3C(=C1)C=CC4=C(C=C(C(=C43)C=C2)[N+](=O)[O-])O
• Uses: 3-Nitro-1-pyrenol is an nitroarene which may contribute to genotoxicity associated with air pollution.

Technology Process of 1-Nitropyrene-3-ol

There total 2 articles about 1-Nitropyrene-3-ol 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: 98.0%

1,3-dinitropyrene (75321-20-9) → 1-hydroxy-3-nitropyrene (86674-49-9)

Guidance literature:

With perhydrodibenzo-18-crown-6; In N,N-dimethyl-formamide; at 20 ℃; for 0.166667h;

DOI:10.1021/tx00043a003

Reference yield:

pyren-1-yl acetate (78751-40-3) → 1-hydroxy-8-nitropyrene (1732-29-2) + 1-hydroxy-6-nitropyrene (1767-28-8) + 1-hydroxy-3-nitropyrene (86674-49-9)

Guidance literature:

With hydrogenchloride; nitric acid; Multistep reaction. Title compound not separated from byproducts; 1) dioxan, 60 deg C, 15 min, 2) methanol;

DOI:10.1021/ac00262a027

Reference yield:

1-hydroxy-3-nitropyrene (86674-49-9) → 1-Acetamidopyren-3-ol (99026-65-0)

Guidance literature:

Multi-step reaction with 2 steps

1: Zn; NH₄Cl / ethanol / 20 °C

2: ethanol

With ammonium chloride; zinc; In ethanol; 1: Reduction / 2: Acetylation;

DOI:10.1016/S0165-1218(96)90026-9

upstream raw materials:

pyren-1-yl acetate

1,3-dinitropyrene

Downstream raw materials:

1-Acetamidopyren-3-ol