7-Hydroxybenzo(a)pyrene

Base Information

• Chemical Name: 7-Hydroxybenzo(a)pyrene
• CAS No.: 37994-82-4
• Molecular Formula: C20H12O
• Molecular Weight: 268.315
• Hs Code.: 2906299090
• European Community (EC) Number: 881-744-0
• DSSTox Substance ID: DTXSID20958973
• Nikkaji Number: J2.778B
• Wikidata: Q27116100
• ChEMBL ID: CHEMBL1908055
• Mol file: 37994-82-4.mol

Synonyms:7-Hydroxybenzo(a)pyrene;benzo[a]pyren-7-ol;37994-82-4;7-Hydroxybenzo[a]pyrene;BENZO(a)PYREN-7-OL;Benzo(a)pyrene, 7-hydroxy-;Benzo[pqr]tetraphen-7-ol;BRN 1980309;CHEBI:34482;starbld0021837;7-Hydroxy benzo[a]pyrene;BIDD:ER0465;SCHEMBL3343900;CHEMBL1908055;DTXSID20958973;AKOS015905882;LS-40102;Q27116100

Chemical Property of 7-Hydroxybenzo(a)pyrene

Chemical Property:

• Vapor Pressure: 9.85E-12mmHg at 25°C
• Melting Point: 218.5°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
• Storage Temp.: Refrigerator
• Solubility.: Dichlorormethane (Slightly), DMSO (Slightly)
• 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

7-Hydroxybenzo[a]pyrene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC2=C3C(=C1)C=CC4=C3C(=CC5=C4C=CC=C5O)C=C2
• Uses: 7-Hydroxybenzo[a]pyrene is a metabolite of Benzopyrene (BaP), a carcinogenic component of tobacco smoke implicated in lung cancer.

Technology Process of 7-Hydroxybenzo(a)pyrene

There total 2 articles about 7-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:

benzopyrene (50-32-8,42299-33-2,34505-58-3) → 7-Hydroxybenzo[a]pyrene (37994-82-4) + 1-Methylbenzopyrene (40568-90-9) + 6-Methylbenzopyrene (2381-39-7) + 1,6-Dimethylbenzopyrene (16757-90-7)

Guidance literature:

With oxygen; In ethanol; at 18 ℃; for 3h; Kinetics; Product distribution; Irradiation; radiolysis, addition of phenol or 5-methylresorcinol;

Reference yield:

(-)-trans-7,8-dihydroxy-7,8-dihydrobenzo[a]pyrene (57404-88-3,13345-25-0,60657-25-2,60864-95-1,61443-57-0,62314-67-4,76188-90-4) → 7-Hydroxybenzo[a]pyrene (37994-82-4) + 7-hydroxy benzopyrene (13345-26-1)

Guidance literature:

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

DOI:10.1021/jo00334a010

Reference yield: 90.0%

7-Hydroxybenzo[a]pyrene (37994-82-4) → sodium benzopyrene-7-sulphate

Guidance literature:

With sulfuric acid; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide;

DOI:10.1039/C3980000598a

upstream raw materials:

benzopyrene

(-)-trans-7,8-dihydroxy-7,8-dihydrobenzo[a]pyrene

Downstream raw materials:

4-methoxybenzopyrene

4-amino-benzoic acid benzo[def]chrysen-7-yl ester

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.