1-Nitro-9,10-dihydrobenzo(a)pyrene

Base Information

• Chemical Name: 1-Nitro-9,10-dihydrobenzo(a)pyrene
• CAS No.: 132929-89-6
• Molecular Formula: C20H13NO2
• Molecular Weight: 299.3227
• DSSTox Substance ID: DTXSID00157861
• Wikidata: Q83026026
• Mol file: 132929-89-6.mol

Synonyms:Benzo(a)pyrene, 9,10-dihydro-1-nitro-;1-Nitro-9,10-dihydrobenzo(a)pyrene;1-nitro-9,10-dihydrobenzo[a]pyrene;132929-89-6;CCRIS 4095;9,10-Dihydro-1-nitrobenzo(a)pyrene;DTXSID00157861

Chemical Property of 1-Nitro-9,10-dihydrobenzo(a)pyrene

Chemical Property:

• Vapor Pressure: 3.12E-10mmHg at 25°C
• Boiling Point: 515.7°Cat760mmHg
• Flash Point: 252.5°C
• Density: 1.399g/cm³
• XLogP3: 5.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 299.094628657
• Heavy Atom Count: 23
• Complexity: 524

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=C(C=C1)C=C3C=CC4=C5C3=C2C=CC5=C(C=C4)[N+](=O)[O-]

Technology Process of 1-Nitro-9,10-dihydrobenzo(a)pyrene

There total 3 articles about 1-Nitro-9,10-dihydrobenzo(a)pyrene 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%

7-Hydroxy-7,8,9,10-tetrahydro-1-nitrobenzopyrene (120014-85-9) → 9,10-Dihydro-1-nitrobenzopyrene (132929-89-6)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; for 1.66667h; Heating;

DOI:10.1021/jo00077a063

Reference yield:

9,10-dihydrobenzo[a]pyren-(8H)-none (3331-46-2) → 9,10-Dihydro-1-nitrobenzopyrene (132929-89-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 41 percent / N₂O₄ / CH₂Cl₂

2: 96 percent / NaBH₄ / tetrahydrofuran; methanol / 0.67 h / Ambient temperature

3: 98 percent / p-toluenesulfonic acid / benzene / 1.67 h / Heating

With sodium tetrahydroborate; dinitrogen tetraoxide; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; dichloromethane; benzene;

DOI:10.1021/jo00077a063

Reference yield:

1-Nitro-9,10-dihydrobenzopyren-7(8H)-one (120014-82-6) → 9,10-Dihydro-1-nitrobenzopyrene (132929-89-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / NaBH₄ / tetrahydrofuran; methanol / 0.67 h / Ambient temperature

2: 98 percent / p-toluenesulfonic acid / benzene / 1.67 h / Heating

With sodium tetrahydroborate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; benzene;

DOI:10.1021/jo00077a063

upstream raw materials:

7-Hydroxy-7,8,9,10-tetrahydro-1-nitrobenzopyrene

9,10-dihydrobenzo[a]pyren-(8H)-none

1-Nitro-9,10-dihydrobenzopyren-7(8H)-one

Downstream raw materials:

trans-7,8-Dihydroxy-7,8-dihydro-1-nitrobenzopyrene

7,8-Dihydroxy-7,8,9,10-tetrahydro-1-nitrobenzopyrene

trans-7,8-Dihydroxy-anti-9,10-epoxy-7,8,9,10-tetrahydro-1-nitrobenzo[a]pyrene

Refernces