Quaterrylene

Base Information

• Chemical Name: Quaterrylene
• CAS No.: 188-73-8
• Molecular Formula: C40H20
• Molecular Weight: 500.59
• Hs Code.: 2902909090
• DSSTox Substance ID: DTXSID00940275
• Nikkaji Number: J1.240.339I
• Wikidata: Q27122594
• Metabolomics Workbench ID: 57736
• Mol file: 188-73-8.mol

Synonyms:quaterrylene;188-73-8;Benzo[1,2,3-cd:4,5,6-c'd']diperylene;Benzo(1,2,3-cd:4,5,6-c'd')diperylene;benzo[5,10]anthra[9,1,2-cde]dibenzo[kl,rst]pentaphene;undecacyclo[20.12.2.22,5.16,10.123,27.03,18.04,15.019,35.032,36.014,38.031,37]tetraconta-1(35),2,4,6,8,10(38),11,13,15,17,19,21,23,25,27(37),28,30,32(36),33,39-icosaene;Benzo[10,5]anthra[9,1,2-cde]dibenzo[kl,rst]pentaphene;Benzo(1,2,3-cd;4,5,6-c'd')diperylene;CHEBI:51410;DTXSID00940275;Benzo[1,2,3-cd:4,5,6-c'd]diperylene;Benzo[1,2,3-cd:4,5,6-c/'d/']diperylene;Q27122594;Benzo[10,5]anthra[9,1,2-cde]dibenzo[kl,rst]pentaphene #

Chemical Property of Quaterrylene

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 0.00000
• Density: 1.467g/cm³
• LogP: 11.53200
• XLogP3: 10.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 500.156500638
• Heavy Atom Count: 40
• Complexity: 860

Purity/Quality:

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

Quaterrylene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C3C(=C1)C4=C5C(=CC=C6C5=C(C=C4)C7=C8C6=CC=C9C8=C(C=C7)C1=CC=CC4=C1C9=CC=C4)C3=CC=C2
• Uses: A promising candidate for organic electronic applications because it absorbs a broad spectrum of UV and visible light, while possessing excellent thermal and oxidative stability and a low HOMO-LUMO band gap.Organic ElectronicsPhotovoltaic Components Graphene NanoribbonsElectroactive Polymers

Technology Process of Quaterrylene

There total 4 articles about Quaterrylene 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: 92.0%

PERYLENE (198-55-0) → quaterrylene (188-73-8)

Guidance literature:

With trifluorormethanesulfonic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; at 20 ℃; for 24h; Inert atmosphere; Reflux;

DOI:10.1039/c3cc46270f

Reference yield: 80.0%

PERYLENE (198-55-0) → quaterrylene (188-73-8) + perylene (1394136-65-2)

Guidance literature:

With trifluorormethanesulfonic acid; oxygen; In chlorobenzene; for 24h; under 760.051 Torr; Reflux;

DOI:10.1039/c3cc46270f

Reference yield:

2,5,12,15-Tetra-tert-butylquaterrylen (126822-84-2) → quaterrylene (188-73-8)

Guidance literature:

With aluminium trichloride; sodium chloride; at 130 ℃; for 0.25h;

upstream raw materials:

PERYLENE

2,5,12,15-Tetra-tert-butylquaterrylen

Refernces

• 1、 Zinke et al.. "". . p. 445,448. Retrieved 1960.
• 2、 Thamatam, Rajesh,Skraba, Sarah L.,Johnson, Richard P.. "Scalable synthesis of quaterrylene: Solution-phase 1H NMR spectroscopy of its oxidative dication". supporting information. p. 9122 - 9124. Retrieved 2013/09/24.