Pyrene-4,5-oxide

Base Information

• Chemical Name: Pyrene-4,5-oxide
• CAS No.: 37496-00-7
• Molecular Formula: C16H10 O
• Molecular Weight: 218.255
• DSSTox Substance ID: DTXSID60958598
• Nikkaji Number: J9.165K
• Wikidata: Q27155492
• ChEMBL ID: CHEMBL47703
• Mol file: 37496-00-7.mol

Synonyms:pyrene 4,5-oxide

Chemical Property of Pyrene-4,5-oxide

Chemical Property:

• Vapor Pressure: 4.02E-07mmHg at 25°C
• Boiling Point: 427.6°Cat760mmHg
• Flash Point: 202°C
• PSA: 12.53000
• Density: 1.374g/cm³
• LogP: 4.11900
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 218.073164938
• Heavy Atom Count: 17
• Complexity: 306

Purity/Quality:

PYRENE-4,5-OXIDE 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)C4C(O4)C5=CC=CC(=C53)C=C2

Technology Process of Pyrene-4,5-oxide

There total 3 articles about Pyrene-4,5-oxide 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: 12.0%

pyrene (129-00-0) → 4,5-epoxy-4,5-dihydro-pyrene (37496-00-7)

Guidance literature:

With 18-crown-6 ether; (COCl₂)2; In hexane; at -10 - -5 ℃;

DOI:10.1016/S0040-4039(00)86018-9

Reference yield: 10.0%

pyrene (129-00-0) + methyltrifluoromethyldioxirane (115464-59-0) → 4,5-epoxy-4,5-dihydro-pyrene (37496-00-7)

Guidance literature:

In dichloromethane; 1,1,2-Trichloro-1,2,2-trifluoroethane; at -20 ℃; for 0.0833333h;

DOI:10.1016/S0040-4039(00)98039-0

Reference yield:

→ 4,5-epoxy-4,5-dihydro-pyrene (37496-00-7)

Guidance literature:

DOI:10.1248/cpb.26.2014 DOI:10.1021/ja00466a093 DOI:10.1021/jo00922a003 DOI:10.1021/ja00845a032 DOI:10.1016/S0040-4039(01)93118-1

upstream raw materials:

pyrene

methyltrifluoromethyldioxirane

Downstream raw materials:

(4R,5R)-trans-4,5-dihydroxy-4,5-dihydropyrene

pyrene

Refernces

• 1、 LEE, Hyeon Kye,KIM, Kyoung Soo,KIM, Jack C.,KIM, Yong Hae. "Direct Oxidation of Arenes to Arene Oxides by 2-Nitrobenzene Peroxysulfur Intermediate Generated from 2-Nitrobenzenesulfonyl Chloride and Superoxide". . p. 561 - 564. Retrieved 1988.
• 2、 Mello, Rossella,Ciminale, Francesco,Fiorentino, Michele,Fusco, Caterina,Prencipe, Teresa,Curci, Ruggero. "Oxidations by methyl(trifluoromethyl)dioxirane. 4.1 Oxyfunctionalization of aromatic hydrocarbons". . p. 6097 - 6100. Retrieved 1990.