2,9-Bis(3,5-dimethylphenyl)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(3,5-dimethylphenyl)anthra(2,1,9-def:6,5,10-d'e'f')diisoquinoline-1,3,8,10(2H,9H)-tetrone
• CAS No.: 4948-15-6
• Deprecated CAS: 12225-02-4,42612-55-5,86221-00-3,821799-94-4,94586-69-3,42612-55-5,821799-94-4,86221-00-3
• Molecular Formula: C40H26N2O4
• Molecular Weight: 598.657
• Hs Code.: 3204170000
• European Community (EC) Number: 225-590-9
• UNII: ZZA8XO3AWA
• DSSTox Substance ID: DTXSID4052130
• Nikkaji Number: J203.203A
• Wikipedia: Pigment_Red_149
• Wikidata: Q18392589
• Mol file: 4948-15-6.mol

Synonyms:4948-15-6;EINECS 225-590-9;UNII-ZZA8XO3AWA;ZZA8XO3AWA;N,N'-Bis(3,5-dimethylphenyl)-3,4,9,10-perylenetetracarboxylic Diimide;2,9-Bis(3,5-dimethylphenyl)anthra(2,1,9-def:6,5,10-d'e'f')diisoquinoline-1,3,8,10(2H,9H)-tetrone;C.i.71137;EC 225-590-9;2,9-bis(3,5-dimethylphenyl)anthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10(2h,9h)-tetrone;7,18-bis(3,5-dimethylphenyl)-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;2,9-Bis(3,5-dimethylphenyl)anthra(2,1,9-def:6,5,10-d',e',f')diisoquinoline-1,3,8,10(2H,9H)-tetrone;2,9-bis(3,5-Dimethylphenyl)anthra2,1,9-def:6,5,10-d'e'f'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(3,5-dimethylphenyl)-;Anthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10(2H,9H)-tetrone, 2,9-bis(3,5-dimethylphenyl)-;starbld0009542;YSWG764;SCHEMBL1078941;DTXSID4052130;MFCD01318472;PR-149;AKOS015904527;Anthra[2,1,9-def:6,5,10-d'e'f'] diisoquinoline-1,3,8,10(2H,9H)-tetrone, 2,9-bis(3,5-dimethylphenyl)-;Anthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10(2H,9H)-tetrone,2,9-bis(3,5-dimethylphenyl)-;B4231;CS-0010382;D89059;W-110003;Q18392589;N,N'-Bis(3,5-dimethylphenyl)-3,4,9,10-perylenetetracarboxylic;N,N'-Bis(3,5-dimethylphenyl)-3,4,9,10-perylenetetracarboxylic Diimide, >/=95%;2,9-BIS(3,5-DIMETHYLPHENYL)ANTHRA(2,1,9-DEF:6,5,10- D'E'F')DIISOQUINOLINE-1,3,8,10(2H,9H)-TETRONE;2,9-Bis(3,5-dimethylphenyl)anthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10(2H,9H)-tetraone;ANTHRA(2,1,9-DEF:6,5,10-D'E'F')DIISOQUINOLINE- 1,3,8,10(2H,9H)-TETRONE, 2,9-BIS(3,5-DIMETHYLPHENYL)-

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

Chemical Property:

• Appearance/Colour: Brilliant red powder
• Melting Point: 200-201 °C
• Refractive Index: 1.821
• PKA: 3.09±0.20(Predicted)
• PSA: 78.14000
• Density: 1.439 g/cm³
• LogP: 7.17500
• Storage Temp.: Room Temperature
• Solubility.: Aqueous Acid (Slightly, Heated, Sonicated), DMSO (Slightly, Heated, Sonicated),
• Water Solubility.: 1.4μg/L at 23℃
• XLogP3: 8.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 598.18925731
• Heavy Atom Count: 46
• Complexity: 1130

Purity/Quality:

99% ^*data from raw suppliers

N,N'-Bis(3,5-dimethylphenyl)-3,4,9,10-perylenetetracarboxylic Diimide >95.0%(N) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1)N2C(=O)C3=C4C(=CC=C5C4=C(C=C3)C6=C7C5=CC=C8C7=C(C=C6)C(=O)N(C8=O)C9=CC(=CC(=C9)C)C)C2=O)C
• Uses: Pigment red 149 (CAS# 4948-15-6) is a perylenediimide dye, and has been proposed for use as cost-efficient cathodes for lithium ion batteries. Pigment red 149 has also been implemented as a doping agent for poly(styrene-co-maleimide) nanoparticles for use as bioprobes for biotinylated antibodies.

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

There total 2 articles about 2,9-Bis(3,5-dimethylphenyl)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: 90.0%

N-(3,5-dimethylphenyl)-1,8-naphthalimide (194610-48-5) → N,N'-bis(3',5'-dimethylphenyl)perylenetetracarboxylic diimide (4948-15-6,86221-00-3)

Guidance literature:

With 1-methyl-1H-imidazole; DBN; potassium n-butoxide; at 156 ℃; for 10h;

Reference yield:

3,5-dimethylaminoaniline (108-69-0) + perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride (128-69-8) → N,N'-bis(3',5'-dimethylphenyl)perylenetetracarboxylic diimide (4948-15-6,86221-00-3)

Guidance literature:

With zinc diacetate; In quinoline; at 180 - 230 ℃; Yield given;

upstream raw materials:

3,5-dimethylaminoaniline

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

N-(3,5-dimethylphenyl)-1,8-naphthalimide

Refernces

• 1、 -. "[...] derivatives and their use". Paragraph 0070; 0071; 0072; 0073; 0074; 0075; 0076. . Retrieved 2016/11/21.