N,N'-Bis(2,6-diisopropylphenyl)-1,6,7,12-tetrachloro-3,4:9,10-perylenebisdicarbimide

Base Information

• Chemical Name: N,N'-Bis(2,6-diisopropylphenyl)-1,6,7,12-tetrachloro-3,4:9,10-perylenebisdicarbimide
• CAS No.: 112078-00-9
• Molecular Formula: C₄₈H₃₈Cl₄N₂O₄
• Molecular Weight: 848.653
• DSSTox Substance ID: DTXSID801103097
• Nikkaji Number: J1.472.568G
• Mol file: 112078-00-9.mol

Synonyms:SCHEMBL3100662;DTXSID801103097;N,N'-Bis(2,6-diisopropylphenyl)-1,6,7,12-tetrachloro-3,4:9,10-perylenebisdicarbimide;112078-00-9;2,9-Bis[2,6-bis(1-methylethyl)phenyl]-5,6,12,13-tetrachloroanthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10(2H,9H)-tetrone

Chemical Property of N,N'-Bis(2,6-diisopropylphenyl)-1,6,7,12-tetrachloro-3,4:9,10-perylenebisdicarbimide

Chemical Property:

• XLogP3: 13.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 848.155618
• Heavy Atom Count: 58
• Complexity: 1430

Purity/Quality:

98.5% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1=C(C(=CC=C1)C(C)C)N2C(=O)C3=CC(=C4C5=C(C=C6C7=C5C(=C(C=C7C(=O)N(C6=O)C8=C(C=CC=C8C(C)C)C(C)C)Cl)C9=C(C=C(C3=C49)C2=O)Cl)Cl)Cl

Technology Process of N,N'-Bis(2,6-diisopropylphenyl)-1,6,7,12-tetrachloro-3,4:9,10-perylenebisdicarbimide

There total 5 articles about N,N'-Bis(2,6-diisopropylphenyl)-1,6,7,12-tetrachloro-3,4:9,10-perylenebisdicarbimide 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%

2,6-diisopropylbenzenamine (24544-04-5) + 1,6,7,12-tetrachloro-perylene-3,4,9,10-tetracarboxylic acid dianhydride (156028-26-1) → N,N'-bis(2,6-diisopropylphenyl)-1,6,7,12-tetrachloroperylene-3,4:9,10-tetracarboxylic acid diimide (112078-00-9)

Guidance literature:

In propionic acid; for 8h; Heating;

DOI:10.1039/b610765f

Reference yield: 23.0%

6-amino-1-hexanol (4048-33-3) + 2,6-diisopropylbenzenamine (24544-04-5) + 1,6,7,12-tetrachloro-perylene-3,4,9,10-tetracarboxylic acid dianhydride (156028-26-1) → C42H34Cl4N2O5 + N,N'-bis(hexanol)-1,6,7,12-tetrachloroperylene-3,4,9,10-tetracarboxyl-bisimide + N,N'-bis(2,6-diisopropylphenyl)-1,6,7,12-tetrachloroperylene-3,4:9,10-tetracarboxylic acid diimide (112078-00-9)

Guidance literature:

In 1-methyl-pyrrolidin-2-one; at 180 ℃; for 18h; Inert atmosphere;

DOI:10.1039/c6tc02555b

Reference yield:

2,6-diisopropylbenzenamine (24544-04-5) + perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride (128-69-8) → N,N'-bis(2,6-diisopropylphenyl)-1,2,6,7,12-pentachloroperylene-3,4,9,10-tetracarboxylic acid bisimide + N,N'-bis(2,6-diisopropylphenyl)-1,6,7,12-tetrachloroperylene-3,4:9,10-tetracarboxylic acid diimide (112078-00-9)

Guidance literature:

perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride; With chlorosulfonic acid; iodine; at 60 ℃; for 15h;

2,6-diisopropylbenzenamine; With acetic acid; at 100 ℃; for 6h; Overall yield = 58 %;

upstream raw materials:

2,6-diisopropylbenzenamine

1,6,7,12-tetrachloro-perylene-3,4,9,10-tetracarboxylic acid dianhydride

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

6-amino-1-hexanol

Downstream raw materials:

N,N'-bis(2,6-diisopropylphenyl)-1,6,7,12-tetra(4-bromophenoxy)perylene-3,4:9,10-tetracarboxylic acid diimide

C₉₆H₇₆Cl₄N₄O₈

C₁₄₄H₁₁₄Cl₄N₆O₁₂

C₈₀H₆₆N₂O₁₆