2,9-Bis(4-chlorophenyl)anthra(2,1,9-def:6,5,10-d'e'f')diisoquinoline-1,3,8,10(2H,9H)-tetrone

Base Information

• Chemical Name: 2,9-Bis(4-chlorophenyl)anthra(2,1,9-def:6,5,10-d'e'f')diisoquinoline-1,3,8,10(2H,9H)-tetrone
• CAS No.: 2379-77-3
• Deprecated CAS: 35869-63-7,57455-87-5,71872-61-2,948554-10-7,57455-87-5,71872-61-2
• Molecular Formula: C36H16Cl2N2O4
• Molecular Weight: 611.44
• European Community (EC) Number: 219-166-2
• UNII: NU8QTL2ZHB
• DSSTox Substance ID: DTXSID4062357
• Nikkaji Number: J93.162D
• Wikidata: Q72516206
• Mol file: 2379-77-3.mol

Synonyms:Vat Red 32;2379-77-3;NU8QTL2ZHB;2,9-Bis(4-chlorophenyl)anthra(2,1,9-def:6,5,10-d'e'f')diisoquinoline-1,3,8,10(2H,9H)-tetrone;EINECS 219-166-2;7,18-bis(4-chlorophenyl)-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-chlorophenyl)-;2,9-Bis(4-chlorophenyl)anthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10(2H,9H)-tetraone;2,9-bis(4-Chlorophenyl)anthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10(2H,9H)-tetrone;C36H16Cl2N2O4;7,18-BIS(4-CHLOROPHENYL)-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-chlorophenyl)-;UNII-NU8QTL2ZHB;SCHEMBL3401969;DTXSID4062357;C36-H16-Cl2-N2-O4;C.I.71135;W-109777;N,N-DI(4-CHLOROPHENYL)-PERYLENE-TETRACARBONICACID,DIAMIDE;3,4,9,10-Perylenetetracarboxylic 3,4:9,10-diimide, N,N'-bis(p-chlorophenyl)-;Anthra[2,1,9-def:6,5,10-d'e'f'] diisoquinoline-1,3,8,10(2H,9H)-tetrone, 2,9-bis(4-chlorophenyl)-

Chemical Property of 2,9-Bis(4-chlorophenyl)anthra(2,1,9-def:6,5,10-d'e'f')diisoquinoline-1,3,8,10(2H,9H)-tetrone

Chemical Property:

• Appearance/Colour: Dark Red Powder
• Refractive Index: 1.881
• PSA: 78.14000
• Density: 1.632 g/cm³
• LogP: 7.24820
• Water Solubility.: 31.68ng/L at 20℃
• XLogP3: 8.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 610.0487124
• Heavy Atom Count: 44
• Complexity: 1080

Purity/Quality:

98% ^*data from raw suppliers

2,9-DI(4-CHLORPHENYL)-ANTHRA[2,1,9-DEF:6,5,10-D'E'F']DIISOQUINOLINE-1,3,8,10-TETRONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1N2C(=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)Cl)C2=O)Cl

Technology Process of 2,9-Bis(4-chlorophenyl)anthra(2,1,9-def:6,5,10-d'e'f')diisoquinoline-1,3,8,10(2H,9H)-tetrone

There total 6 articles about 2,9-Bis(4-chlorophenyl)anthra(2,1,9-def:6,5,10-d'e'f')diisoquinoline-1,3,8,10(2H,9H)-tetrone 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: 96.0%

2-(4-chlorophenyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione (6915-00-0) → 3,4,9,10-perylenetetraracarboxylic acid N,N′-di(4-chlorophenyl)diimide (2379-77-3)

Guidance literature:

With 1-methyl-1H-imidazole; DBN; sodium n-propoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; at 140 - 160 ℃; for 6h;

Reference yield: 82.7%

4-chloro-aniline (106-47-8) + perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride (128-69-8) → 3,4,9,10-perylenetetraracarboxylic acid N,N′-di(4-chlorophenyl)diimide (2379-77-3)

Guidance literature:

With isoquinoline; at 50 - 200 ℃; Inert atmosphere;

DOI:10.1016/j.dyepig.2018.12.002

Reference yield:

2,9-Bis-(4-chloro-phenyl)-2,9-dihydro-anthra[2,1,9-def;6,5,10-d'e'f']diisoquinoline-1,3,8,10-tetraol → 3,4,9,10-perylenetetraracarboxylic acid N,N′-di(4-chlorophenyl)diimide (2379-77-3)

Guidance literature:

With oxygen;

upstream raw materials:

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

4-chloro-aniline

2,9-diaza-3,8-dioxo-2,9-di(4-chlorophenyl)-1,2,3,8,9,10-hexahydrodibenzo[cd,lm]1,10-diolate

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

Downstream raw materials:

C₃₆H₁₈Cl₂N₂O₄^(2-)

C₃₆H₁₉Cl₂N₂O₄^(3-)

N,N'-bis(4-chlorophenyl)-1,7-(disulfuric acid)perylene-3,4,9,10-tetracarboxy diimide

Refernces

• 1、 -. "A perylene pigment preparation method". Paragraph 0033; 0034. . Retrieved 2019/04/11.
• 2、 Sakong, Chun,Kim, Young Do,Choi, Jae-Hong,Yoon, Chun,Kim, Jae Pil. "The synthesis of thermally-stable red dyes for LCD color filters and analysis of their aggregation and spectral properties". experimental part. p. 166 - 173. Retrieved 2011/01/12.