10-Hydroxybenzo(a)pyrene

Base Information

• Chemical Name: 10-Hydroxybenzo(a)pyrene
• CAS No.: 56892-31-0
• Molecular Formula: C₂₀H₁₂O
• Molecular Weight: 268.315
• UNII: 7F2SW447RI
• DSSTox Substance ID: DTXSID40205416
• Nikkaji Number: J1.079K
• Wikidata: Q27115830
• ChEMBL ID: CHEMBL1908000
• Mol file: 56892-31-0.mol

Synonyms:10-Hydroxybenzo(a)pyrene;10-Hydroxybenzo[a]pyrene;56892-31-0;benzo[a]pyren-10-ol;BENZO(a)PYREN-10-OL;Benzo(a)pyrene, 10-hydroxy-;BRN 2464216;UNII-7F2SW447RI;7F2SW447RI;CHEBI:34124;10-Hydroxy benzo[a]pyrene;10-HYDROXY BENZO(A)PYRENE;10-Hydroxybenz[a]pyrene;BIDD:ER0542;CHEMBL1908000;DTXSID40205416;BENZO(PQR)TETRAPHEN-10-OL;HYDROXYBENZO(A)PYRENE, 10-;LS-40104;Q27115830

Chemical Property of 10-Hydroxybenzo(a)pyrene

Chemical Property:

• Vapor Pressure: 9.85E-12mmHg at 25°C
• Melting Point: 200.5°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:

99% ^*data from raw suppliers

10-HYDROXYBENZO[A]PYRENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C3C(=C1)C=CC4=C5C(=CC(=C43)C=C2)C=CC=C5O

Technology Process of 10-Hydroxybenzo(a)pyrene

There total 4 articles about 10-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: 57.0%

10-acetoxybenzo[a]pyrene (61441-27-8) → 10-hydroxybenzopyrene (56892-31-0)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; Reflux;

DOI:10.1016/j.tet.2009.12.022

Reference yield:

trans-9,10-dihydroxy-9,10-dihydrobenzopyrene (58030-91-4,58886-98-9,24909-09-9,56484-47-0,62600-11-7,64474-17-5) → 9-Hydroxybenzo[a]pyrene (17573-21-6) + 10-hydroxybenzopyrene (56892-31-0)

Guidance literature:

With phosphoric acid; In methanol; at 60 ℃; for 5h; Yield given. Yields of byproduct given;

DOI:10.1021/jo00334a010

Reference yield:

10-hydroxy-7,8,9,10-tetrahydrobenzopyrene (17573-24-9) → 10-hydroxybenzopyrene (56892-31-0)

Guidance literature:

Multi-step reaction with 2 steps

1: CrO₃, Py

2: Pd / (heating)

With pyridine; chromium(VI) oxide; palladium;

DOI:10.1021/jo00868a017

upstream raw materials:

trans-9,10-dihydroxy-9,10-dihydrobenzopyrene

7,8,9,10-tetrahydrobenzopyren-10-one

10-hydroxy-7,8,9,10-tetrahydrobenzopyrene

10-acetoxybenzo[a]pyrene

Downstream raw materials:

benzopyrene-9,10-dione

benzopyrene-7,10-dione

Refernces

• 1、 McCourt, David W.,Roller, Peter P.,Gelboin Harry V.. "Tetrabutylammonium Hydroxide: A Reagent for the Base-Catalyzed Dehydration of Vicinal Dihydro Diols of Aromatic Hydrocarbons. Implications to Ion-Pair Chromatography". . p. 4157 - 4161. Retrieved 2007/10/02.