2,3:8,9-Di[1,3]butadienoperylene

Base Information

• Chemical Name: 2,3:8,9-Di[1,3]butadienoperylene
• CAS No.: 197-74-0
• Molecular Formula: C28H16
• Molecular Weight: 352.435
• Hs Code.: 2902909090
• Mol file: 197-74-0.mol

Synonyms:2,3: 8,9-Dibenzoperylen;Dibenzopentacene;Dibenzo-perylen;Dibenzopentacen;

Chemical Property of 2,3:8,9-Di[1,3]butadienoperylene

Chemical Property:

• Vapor Pressure: 4.58E-15mmHg at 25°C
• Melting Point: 340-343 °C(Solv: xylene (1330-20-7))
• Boiling Point: 629.3°C at 760 mmHg
• Flash Point: 330.5°C
• PSA: 0.00000
• Density: 1.333g/cm³
• LogP: 8.04360

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,3:8,9-Di[1,3]butadienoperylene

There total 2 articles about 2,3:8,9-Di[1,3]butadienoperylene 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:

phenanthrene (85-01-8) → pyrene (129-00-0) + anthracene (120-12-7) + 2,3:10,11-dibenzoperylene (197-69-3) + Dibenzoperylen (197-74-0)

Guidance literature:

at 850 ℃; Further byproducts given;

Reference yield:

9,10-dibenzyl-1,2,3,4,5,6,7,8-octahydro-anthracene (103280-24-6) → Dibenzoperylen (197-74-0) + 1.2,4.5,8.9-tribenzopyrene (192-47-2)

Guidance literature:

at 400 - 420 ℃;

DOI:10.1039/jr9490002168

upstream raw materials:

phenanthrene

9,10-dibenzyl-1,2,3,4,5,6,7,8-octahydro-anthracene

Refernces

Synthesis of Dibenzo[h,rst]pentaphenes and Dibenzo[fg,qr]pentacenes by the Chemoselective C-O Arylation of Dimethoxyanthraquinones

10.1021/acs.orglett.7b01666

This research describes a convenient method for synthesizing dibenzo[h,rst]pentaphenes and dibenzo[fg,qr]pentacenes, which are polycyclic aromatic hydrocarbons (PAHs) with potential applications as organic semiconductors. The process involves ruthenium-catalyzed chemoselective C?O arylation of dimethoxyanthraquinones with arylboronates, leading to diarylation products that can be further transformed into the target PAHs through a two-step procedure consisting of a Corey?Chaykovsky reaction and subsequent dehydrative aromatization. The synthesized compounds were found to exhibit hole-transporting characteristics, making them suitable for use in organic field-effect transistors (OFETs). Key chemicals used in the process include 1,4- and 1,5-dimethoxyanthraquinones, arylboronates, trimethylsulfonium iodide, sodium hydride, and various Lewis acid catalysts such as InCl3 and SnCl2.

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