Anthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10(2H,9H)-tetrone, 2,9-bis(2-phenylethyl)-

Base Information

• Chemical Name: Anthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10(2H,9H)-tetrone, 2,9-bis(2-phenylethyl)-
• CAS No.: 67075-37-0
• Deprecated CAS: 110157-95-4,153343-37-4,948550-71-8,153343-37-4
• Molecular Formula: C40H26N2O4
• Molecular Weight: 598.657
• European Community (EC) Number: 266-564-7
• DSSTox Substance ID: DTXSID6070485
• Nikkaji Number: J213.083A
• Wikidata: Q81997805
• Mol file: 67075-37-0.mol

Synonyms:67075-37-0;PEPTC;Anthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10(2H,9H)-tetrone, 2,9-bis(2-phenylethyl)-;EINECS 266-564-7;EC 266-564-7;2,9-Bis(2-phenylethyl)anthra(2,1,9-def:6,5,10-d'e'f')diisoquinoline-1,3,8,10(2H,9H)-tetrone;7,18-bis(2-phenylethyl)-7,18-diazaheptacyclo[14.6.2.22,5.03,12.04,9.013,23.020,24]hexacosa-1(23),2,4,9,11,13,15,20(24),21,25-decaene-6,8,17,19-tetrone;N,N'-DI(2-PHENYLETHYL)-PERYLENE-TETRACARBONIC ACID, AMIDE;Anthra(2,1,9-def:6,5,10-d'e'f')diisoquinoline-1,3,8,10(2H,9H)-tetrone, 2,9-bis(2-phenylethyl)-;2,9-bis(2-phenylethyl)anthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10(2H,9H)-tetrone;Paliogen Black L-0084;SCHEMBL1630714;DTXSID6070485;W-111280;n,n'-bis(2-phenylethyl)perylene-3,4:9,10-bis(dicarboximide);N,N-DI(2-PHENYLETHYL)-PERYLENE-TETRACARBONICACID,AMIDE;N,N inverted exclamation mark -Bis(2-phenyl-ethyl)-3,4,9,10-perylene dicarboximide;1,3,8,10(2H,9H)-Tetraone, 2,9-bis(2-phenylethyl)anthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline;1,3,8,10(2H,9H)-Tetraone, 2,9-bis(2-phenylethyl)anthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline, 98% (elemental analysis);1,3,8,10(2H,9H)-Tetraone, 2,9-bis(2-phenylethyl)anthra[2,1,9-def:6,5,10-def]diisoquinoline;2,9-bis(2-Phenylethyl)anthra[2,1,9-def:6,5,10-d'e'e']diisoquinoline-1,3,8,10(2H,9H)-tetrone;Anthra[2,1,9-def:6,5,10-d'e'f'] diisoquinoline-1,3,8,10(2H,9H)-tetrone, 2,9-bis(2-phenylethyl)-

Chemical Property of Anthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10(2H,9H)-tetrone, 2,9-bis(2-phenylethyl)-

Chemical Property:

• Melting Point: 415-420°C
• PKA: -2.34±0.20(Predicted)
• Density: 1.428 g/cm³
• XLogP3: 7.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 598.18925731
• Heavy Atom Count: 46
• Complexity: 1070

Purity/Quality:

99.9% ^*data from raw suppliers

1,3,8,10(2H,9H)-Tetraone, 2,9-bis(2-phenylethyl)anthra[2,1,9-def:6,5,10-d′e′f′]diisoquinoline 98% (elemental analysis) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CCN2C(=O)C3=C4C(=CC=C5C4=C(C=C3)C6=C7C5=CC=C8C7=C(C=C6)C(=O)N(C8=O)CCC9=CC=CC=C9)C2=O
• Uses: Used as an n-type semiconducting material in organic and printed electronics.

Technology Process of Anthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10(2H,9H)-tetrone, 2,9-bis(2-phenylethyl)-

There total 3 articles about Anthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10(2H,9H)-tetrone, 2,9-bis(2-phenylethyl)- 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%

2-(2-phenylethyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione (89931-08-8) → anthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10(2H,9H)-tetrone,2,9-bis(2-phenylethyl) (67075-37-0)

Guidance literature:

With 1-methyl-1H-imidazole; DBN; potassium isopropoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; at 145 ℃; for 5h;

Reference yield: 93.0%

phenethylamine (64-04-0) + perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride (128-69-8) → anthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10(2H,9H)-tetrone,2,9-bis(2-phenylethyl) (67075-37-0)

Guidance literature:

In neat (no solvent); at 150 ℃; for 0.166667h; Green chemistry;

DOI:10.1002/anie.201913625

Reference yield:

→ anthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10(2H,9H)-tetrone,2,9-bis(2-phenylethyl) (67075-37-0)

Guidance literature:

upstream raw materials:

phenethylamine

perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride

2-(2-phenylethyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione

Refernces

• 1、 -. "High-performance black color paste and preparation method thereof". Paragraph 0034-0036. . Retrieved 2021/11/03.
• 2、 -. "A perylene pigment preparation method". Paragraph 0037; 0038. . Retrieved 2019/04/11.