Anthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10(2H,9H)-tetrone, 2,9-bis(4-methoxyphenyl)-

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(4-methoxyphenyl)-
• CAS No.: 6424-77-7
• Deprecated CAS: 52276-77-4,55777-33-8,60083-91-2,241813-57-0,948554-05-0,55777-33-8,60083-91-2
• Molecular Formula: C38H22N2O6
• Molecular Weight: 602.602
• European Community (EC) Number: 229-187-9
• UNII: 489VV3O90B
• DSSTox Substance ID: DTXSID3064352
• Nikkaji Number: J93.163B
• Wikipedia: Pigment_Red_190
• Wikidata: Q18388558
• Mol file: 6424-77-7.mol

Synonyms:6424-77-7;Anthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10(2H,9H)-tetrone, 2,9-bis(4-methoxyphenyl)-;EINECS 229-187-9;UNII-489VV3O90B;489VV3O90B;N,N'-Bis(4-methoxyphenyl)-3,4,9,10-perylenetetracarboxylic Diimide;2,9-Bis(p-anisyl)anthra(2,1,9-def:6,5,10-d'e'f')diisoquinoline-1,3,8,10(2H,9H)-tetrone;7,18-bis(4-methoxyphenyl)-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;Anthra(2,1,9-def:6,5,10-d'e'f')diisoquinoline-1,3,8,10(2H,9H)-tetrone, 2,9-bis(4-methoxyphenyl)-;Anthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10(2H,9H)-tetrone,2,9-bis(4-methoxyphenyl)-;3,4,9,10-Perylenetetracarboxylic 3,4:9,10-diimide, N,N'-bis(p-methoxyphenyl)-;C38H22N2O6;2,9-bis(p-anisyl)anthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10(2H,9H)-tetrone;INDANTHREN SCARLET R;YSWG763;SCHEMBL3404909;DTXSID3064352;AKOS015904528;C38-H22-N2-O6;SILIGLIT ALUMINIUM GLITTER EPOXY;Anthra[2,1,9-def:6,5,10-d'e'f'] diisoquinoline-1,3,8,10(2H,9H)-tetrone, 2,9-bis(4-methoxyphenyl)-;B2892;C.I. 71140;CS-0144223;T71168;PERYLENETETRACARBOXYLIC ACID DI-P-ANISIDIDE;Q18388558;N,N'-Bis(4-methoxyphenyl)-3,4,9,10-perylenetetracarboxylic;N,N'-BIS(P-METHOXYPHENYL)PERYLENE-3,4,9,10-TETRACARBOXYLIC DIIMIDE;N,N'-Bis(4-methoxyphenyl)-3,4,9,10-perylenetetracarboxylic Diimide, >/=97%;2,9-BIS(4-METHOXYPHENYL)ANTHRA(2,1,9-DEF:6,5,10-D'E'F')DIISOQUINOLINE-1,3,8,10(2H,9H-TETRONE;2,9-Bis(4-methoxyphenyl)anthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10(2H,9H)-tetraone;2,9-Bis(p-anisyl)anthra(2,1,9-def:6,5,10-d\'e\'f\')diisoquinoline-1,3,8,10(2H,9H)-tetrone

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(4-methoxyphenyl)-

Chemical Property:

• Appearance/Colour: Amaranthine powder
• Refractive Index: 1.831
• PKA: 3.48±0.20(Predicted)
• PSA: 96.60000
• Density: 1.511 g/cm³
• LogP: 5.95860
• XLogP3: 6.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 602.14778643
• Heavy Atom Count: 46
• Complexity: 1110

Purity/Quality:

99% ^*data from raw suppliers

N,N'-Bis(4-methoxyphenyl)-3,4,9,10-perylenetetracarboxylic Diimide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)N2C(=O)C3=C4C(=CC=C5C4=C(C=C3)C6=C7C5=CC=C8C7=C(C=C6)C(=O)N(C8=O)C9=CC=C(C=C9)OC)C2=O
• Uses: N,N''-Bis(4-methoxyphenyl)-3,4,9,10-perylenetetracarboxylic diimide (CAS# 6424-77-7) is a redox-active perylenediimide dye, and has been proposed for use as a cathode for lithium ion batteries due to its affinity for Li+ uptake and release.

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(4-methoxyphenyl)-

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(4-methoxyphenyl)- 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: 89.0%

2-(4-methoxyphenyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione (42340-32-9) → 2,9-bis(4-methoxyphenyl)anthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10(2H,9H)-tetraone (6424-77-7)

Guidance literature:

With 1-methyl-1H-imidazole; DBN; sodium isopropylate; at 130 ℃; for 6h;

Reference yield: 63.0%

4-methoxy-aniline (104-94-9) + perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride (128-69-8) → 2,9-bis(4-methoxyphenyl)anthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10(2H,9H)-tetraone (6424-77-7)

Guidance literature:

With potassium carbonate; In neat (no solvent); at 200 ℃; for 0.666667h; Green chemistry;

DOI:10.1002/anie.201913625

Reference yield:

→ 2,9-bis(4-methoxyphenyl)anthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10(2H,9H)-tetraone (6424-77-7)

Guidance literature:

/BRN= 377858/;

upstream raw materials:

2-(4-methoxyphenyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione

4-methoxy-aniline

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

Refernces

• 1、 -. "A perylene pigment preparation method". Paragraph 0035; 0036. . Retrieved 2019/04/11.