Cyclopenta[cd]pyrene

Base Information

• Chemical Name: Cyclopenta[cd]pyrene
• CAS No.: 27208-37-3
• Molecular Formula: C18H10
• Molecular Weight: 226.277
• Hs Code.: 2902909090
• UNII: 29XD62TN4D
• DSSTox Substance ID: DTXSID7074822
• Nikkaji Number: J3.480K
• Wikidata: Q27155853
• NCI Thesaurus Code: C29818
• ChEMBL ID: CHEMBL350278
• Mol file: 27208-37-3.mol

Synonyms:cyclopenta(c,d)pyrene;cyclopenteno(cd)pyrene

Chemical Property of Cyclopenta[cd]pyrene

Chemical Property:

• Vapor Pressure: 1.8E-07mmHg at 25°C
• Melting Point: 175°C
• Refractive Index: 1.5500 (estimate)
• Boiling Point: 438.3 °C at 760 mmHg
• Flash Point: 209.2 °C
• PSA: 0.00000
• Density: 1.357 g/cm³
• LogP: 5.06780
• Storage Temp.: Amber Vial, -20°C Freezer, Under Inert Atmosphere
• Solubility.: Acetone (Slightly), Benzene (Slightly), Methanol (Slightly)
• XLogP3: 5.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 226.078250319
• Heavy Atom Count: 18
• Complexity: 382

Purity/Quality:

99%, ^*data from raw suppliers

Acepyrene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C3C(=C1)C=C4C=CC5=C4C3=C(C=C2)C=C5
• Uses: Acepyrene is a novel constituent discovered that belongs to the pyrene class of the polycyclic aromatic hydrocarbons. Acepyrene occurs in a large variety of carbon black soots, in cigarette smoke and is the major representative of PAH in car engine exhaust gases.

Technology Process of Cyclopenta[cd]pyrene

There total 66 articles about Cyclopenta[cd]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: 85.0%

3,9-Diethynyl-phenanthrene (198780-91-5) → fluoranthene (206-44-0) + cyclopenta[c,d]pyrene (27208-37-3) + acephenanthrylene (201-06-9) + 8-ethynylfluoranthene + 9-ethynylacephenanthrylene

Guidance literature:

at 1000 ℃; under 0.01 Torr; Mechanism; var. of temp.; other polyclic aromatic hydrocarbon with ethynyl subst.;

DOI:10.1016/S0040-4039(97)01685-7

Reference yield: 16.0%

3,9-Diethynyl-phenanthrene (198780-91-5) → fluoranthene (206-44-0) + cyclopenta[c,d]pyrene (27208-37-3) + acephenanthrylene (201-06-9) + 8-ethynylfluoranthene

Guidance literature:

at 1025 ℃; under 0.01 Torr; Further byproducts given;

DOI:10.1016/S0040-4039(97)01685-7

Reference yield: 15.0%

3-(4H-cyclopentaphenanthrylidene)-1,5-bis(trimethylsilyl)-1,4-pentadiyne (157729-37-8) → pyrene (129-00-0) + benzo[e]pyrene (192-97-2) + 4H-Cyclopenta[def]phenanthrene (203-64-5) + cyclopenta[c,d]pyrene (27208-37-3) + benzo[ghi]fluoranthene (203-12-3) + Coarannulen (5821-51-2)

Guidance literature:

With hydrogen; In gas; at 900 ℃; Product distribution; electrically heated vertical laboratory tubular furnace;

DOI:10.1016/S0040-4039(00)76957-7

upstream raw materials:

ethene

benzo[ghi]fluoranthene

cyclopentapyrene-3(4H)-one

1-ethynylpyrene

Downstream raw materials:

cyclopentapyrene-3(4H)-one

4-nitrocyclopentapyrene

pyrene

benzo[ghi]fluoranthene

Refernces

• 1、 Sarobe, Martin,Zwikker, Jan W.,Snoeijer, Judith D.,Wiersum, Ulfert E.,Jenneskens, Leonardus W.. "Preparative Flash Vacuum Thermolysis. A Short Synthesis of Cyclopentapyrene". . p. 89 - 90. Retrieved 1994.
• 2、 Sangaiah, R.,Gold, A.. "Cyclopentapyrene and Monomethyl Isomers". . p. 6717 - 6720. Retrieved 1991.
• 3、 Ruehle et al.. "". . p. 302. Retrieved 1979.
• 4、 Amick, Aaron W.,Martin, Sara E.. "Use of external radical sources in flash vacuum pyrolysis to facilitate cyclodehydrogenation reactions in polycyclic aromatic hydrocarbons". . p. 1338 - 1343. Retrieved 2014/11/08.
• 5、 Amick, Aaron W.,Wakamiya, Atsushi,Scott, Lawrence T.. "Aryl-aryl bond formation by flash vacuum pyrolysis of benzannulated thiopyrans". . p. 5119 - 5122. Retrieved 2008/12/20.