6-Chlorobenzo[a]pyrene

Base Information

• Chemical Name: 6-Chlorobenzo[a]pyrene
• CAS No.: 21248-01-1
• Molecular Formula: C20H11 Cl
• Molecular Weight: 286.69
• Hs Code.: 2903999090
• DSSTox Substance ID: DTXSID50175494
• Nikkaji Number: J87.905C
• Wikidata: Q83045847
• Mol file: 21248-01-1.mol

Synonyms:6-chlorobenzo[a]pyrene;6-Chlorobenzo(a)pyrene;21248-01-1;BENZO(a)PYRENE, 6-CHLORO-;6-Chlorobenzeno(a)pyrene;Benzo[a]pyrene, 6-chloro-;BRN 2464084;6-Chlorobenzo[pqr]tetraphene;DTXSID50175494;MFCD01662880;LS-39941;SY297988;3-05-00-02520 (Beilstein Handbook Reference)

Chemical Property of 6-Chlorobenzo[a]pyrene

Chemical Property:

• Vapor Pressure: 1.87E-09mmHg at 25°C
• Melting Point: 209.5°C
• Refractive Index: 1.6281 (estimate)
• Boiling Point: 495°C at 760 mmHg
• Flash Point: 243.7°C
• PSA: 0.00000
• Density: 1.378g/cm³
• LogP: 6.39060
• XLogP3: 6.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 286.0549280
• Heavy Atom Count: 21
• Complexity: 405

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C3=C4C(=C2Cl)C=CC5=CC=CC(=C54)C=C3

Technology Process of 6-Chlorobenzo[a]pyrene

There total 3 articles about 6-Chlorobenzo[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: 95.0%

benzopyrene (50-32-8,42299-33-2,34505-58-3) → 6-Chlorobenzo[a]pyrene (21248-01-1)

Guidance literature:

With copper dichloride; In tetrachloromethane; for 16h; Heating;

DOI:10.1002/ejoc.200300216

Reference yield:

→ 6-Chlorobenzo[a]pyrene (21248-01-1)

Guidance literature:

With tetrachloromethane; sulfuryl dichloride; at 75 ℃;

Reference yield:

C20H11Cl(1+)*ClO4(1-) → benzo[a]pyrene-6,12-dione (3067-12-7,64133-80-8) + benzo[a]pyrene-1,6-quinone (3067-13-8) + benzo[a]pyrene-3,6-dione (3067-14-9) + 6-Chlorobenzo[a]pyrene (21248-01-1)

Guidance literature:

With water; for 0.25h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/jo00104a024

upstream raw materials:

benzopyrene

Downstream raw materials:

benzo[def]chrysene-6-carbonitrile

1-bromo-6-chlorobenzopyrene

3-bromo-6-chlorobenzopyrene

2-(6-Chloro-benzo[def]chrysen-3-yl)-cyclohexanol

Refernces

• 1、 Laali, Kenneth K.,Tanaka, Mutsuo,Hansen, Poul Erik. "First examples of fluorinated and chlorinated polycyclic aromatic hydrocarbon (PAH) dications from benzo[a]pyrene, pyrene, and their alkyl- substituted derivatives". . p. 8217 - 8223. Retrieved 1998.
• 2、 Cremonesi, Paolo,Stack, Douglas E.,Rogan, Eleanor G.,Cavalieri, Ercole L.. "Radical Cations of Benzopyrene and 6-Substituted Derivatives: Synthesis and Reaction with Nucleophiles". . p. 7683 - 7687. Retrieved 2007/10/02.