1-Hydroxybenzo(a)pyrene

Base Information

Chemical Name:1-Hydroxybenzo(a)pyrene
CAS No.:13345-23-8
Molecular Formula:C₂₀H₁₂O
Molecular Weight:268.315
Hs Code.:2906299090
DSSTox Substance ID:DTXSID40158115
Nikkaji Number:J41.989C
Wikidata:Q83026268
ChEMBL ID:CHEMBL1907999
Mol file:13345-23-8.mol

Synonyms:1-hydroxybenzo(a)pyrene;1-hydroxybenzo(a)pyrene, 3H-labeled

Suppliers and Price of 1-Hydroxybenzo(a)pyrene

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 7 raw suppliers

Chemical Property of 1-Hydroxybenzo(a)pyrene

Chemical Property:

Vapor Pressure:9.85E-12mmHg at 25°C
Refractive Index:1.6220 (estimate)
Boiling Point:527.2°Cat760mmHg
Flash Point:252.9°C
PSA：20.23000
Density:1.379g/cm³
LogP:5.44280
XLogP3:5.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:0
Exact Mass:268.088815002
Heavy Atom Count:21
Complexity:405

Purity/Quality:: 98%min ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1=CC=C2C3=C4C(=CC2=C1)C=CC5=C4C(=C(C=C5)O)C=C3
General Description 1-Hydroxybenzo(a)pyrene is a monohydroxylated metabolite of benzo(a)pyrene, a polycyclic aromatic hydrocarbon (PAH) known for its carcinogenic properties. This metabolite is formed through the enzymatic oxidation of benzo(a)pyrene, primarily by cytochrome P450 enzymes, and is often used as a biomarker for exposure to PAHs. Its presence in biological samples, such as urine, indicates recent exposure to benzo(a)pyrene and other related compounds, reflecting the body's metabolic processing of these environmental pollutants.

Technology Process of 1-Hydroxybenzo(a)pyrene

There total 28 articles about 1-Hydroxybenzo(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: 80.0%

: 54522-82-6
10-methoxybenzo pyrene

: 13345-23-8
1-Hydroxybenzo[a]pyrene

Guidance literature:: With hydrogen iodide; acetic acid; at 140 ℃; for 1.5h; Inert atmosphere;
DOI:10.1021/jo801864m

Reference yield:

: 123125-96-2
1-acetoxybenzo pyrene

: 13345-23-8
1-Hydroxybenzo[a]pyrene

Guidance literature:: With potassium carbonate; In tetrahydrofuran; methanol; at 0 ℃; for 0.5h;
DOI:10.1021/jo00283a020

Reference yield:

: 93656-82-7
1-methoxypyrene-8-carboxaldehyde

: 13345-23-8
1-Hydroxybenzo[a]pyrene

Guidance literature:: Multi-step reaction with 13 steps

1: 100 percent / pyridine, piperidine / 1.) from 80 deg C to 85 deg C, 30 min, 2.) reflux, 4 h

2: H₂ / 10percent Pd/C / tetrahydrofuran / 5 h / 1810.02 Torr

3: LiAlH₄ / tetrahydrofuran / 0.5 h / Heating

4: Et₃N / CH₂Cl₂ / 0.25 h / 0 - 5 °C

5: aq. tricaprylylmethylammonium chloride / benzene / 15 h / Heating

6: aq. KOH / ethane-1,2-diol / 8 h / Heating

7: polyphosphoric acid / 1 h / 100 - 105 °C

8: 48percent aq. HBr, CH₃CO₂H / 2 h / Heating

9: NaBH₄ / ethanol / 0.5 h

10: p-toluenesulfonic acid / benzene / 1 h / Heating

11: pyridine / 3 h

12: 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / dioxane / 1 h / Heating

13: K₂CO₃ / methanol; tetrahydrofuran / 0.5 h / 0 °C

With piperidine; pyridine; potassium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; PPA; hydrogen bromide; hydrogen; Aliquat 336; potassium carbonate; toluene-4-sulfonic acid; acetic acid; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; ethylene glycol; benzene;
DOI:10.1021/jo00283a020