5,12-Dibromoanthra[2,1,9-def:6,5,10-d'e'f']diisochromene-1,3,8,10-tetraone

Base Information

• Chemical Name: 5,12-Dibromoanthra[2,1,9-def:6,5,10-d'e'f']diisochromene-1,3,8,10-tetraone
• CAS No.: 118129-60-5
• Molecular Formula: C24H6Br2O6
• Molecular Weight: 550.116
• Hs Code.: 2932990090
• European Community (EC) Number: 695-253-2
• DSSTox Substance ID: DTXSID00455258
• Nikkaji Number: J2.106.298G
• Wikidata: Q82277181
• Mol file: 118129-60-5.mol

Synonyms:118129-60-5;5,12-Dibromoanthra[2,1,9-def:6,5,10-d'e'f']diisochromene-1,3,8,10-tetraone;1,7-Dibromo-3,4,9,10-perylenetetracarboxylic Dianhydride;1,7-Dibromo-3,4,9,10-tetracarboxylic acid dianhydride;11,22-dibromo-7,18-dioxaheptacyclo[14.6.2.22,5.03,12.04,9.013,23.020,24]hexacosa-1(22),2,4,9,11,13(23),14,16(24),20,25-decaene-6,8,17,19-tetrone;Perylo[3,4-cd:9,10-c'd']dipyran-1,3,8,10-tetrone, 5,12-dibromo-;5,12-Dibromoanthra[2,1,9-def:6,5,10-d'e'f']-diisochromene-1,3,8,10-tetraone;C24H6Br2O6;SCHEMBL4324585;YSSJ01230;DTXSID00455258;AMY28730;MFCD11870875;AKOS016003164;GS-5769;CS-0110457;D3871;FT-0697385;F11307;A910385;5,12-Dibromoperylo[10,9-cd:3,4-c'd']dipyran-1,3,8,10-tetrone;5,12-Dibromoperylo[3,4-cd:9,10-c'd']dipyran-1,3,8,10-tetraone;Perylo[3,4-cd:9,10-c'd']dipyran-1,3,8,10-tetrone,5,12-dibromo-;11,22-dibromo-7,18-dioxaheptacyclo[14.6.2.2^{2,5}.0^{3,12}.0^{4,9}.0^{13,23}.0^{20,24}]hexacosa-1(22),2(26),3,5(25),9,11,13,15,20,23-decaene-6,8,17,19-tetrone

Chemical Property of 5,12-Dibromoanthra[2,1,9-def:6,5,10-d'e'f']diisochromene-1,3,8,10-tetraone

Chemical Property:

• Melting Point: 360°C(lit.)
• Boiling Point: 840.2±65.0 °C(Predicted)
• Flash Point: 462oC
• PSA: 86.74000
• Density: 2.159±0.06 g/cm3(Predicted)
• LogP: 5.88340
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 5.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 549.85106
• Heavy Atom Count: 32
• Complexity: 862

Purity/Quality:

97% ^*data from raw suppliers

5,12-Dibromoanthra[2,1,9-def:6,5,10-d''e''f'']diisochromene-1,3,8,10-tetraone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C3C(=CC(=C4C3=C1C5=C(C=C6C7=C(C=CC4=C57)C(=O)OC6=O)Br)Br)C(=O)OC2=O
• Uses: Synthetic building block of high-mobility air-stable n-type semiconductors (electron-transport small organic molecules and polymers).

Technology Process of 5,12-Dibromoanthra[2,1,9-def:6,5,10-d'e'f']diisochromene-1,3,8,10-tetraone

There total 15 articles about 5,12-Dibromoanthra[2,1,9-def:6,5,10-d'e'f']diisochromene-1,3,8,10-tetraone 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: 100.0%

1,7-dibromoperylene-3,4,9,10-tetracarboxylic tetrabutyl ester (1080663-33-7) → 1,7-dibromoperylene-3,4,9,10-tetracarboxylic dianhydride (118129-60-5)

Guidance literature:

With chlorosulfonic acid; at 20 ℃; for 4h;

DOI:10.1016/j.polymer.2018.12.041

Reference yield: 99.0%

perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride (128-69-8) → 1,7-dibromoperylene-3,4,9,10-tetracarboxylic dianhydride (118129-60-5)

Guidance literature:

perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride; With sulfuric acid; iodine; at 20 - 85 ℃; for 0.75h;

With bromine; at 95 ℃;

Reference yield: 90.0%

N,N'-dicyclohexyl-1,7-dibromoperylene-3,4:9,10-tetracarboxylic dianhydride (191997-95-2) → 1,7-dibromoperylene-3,4,9,10-tetracarboxylic dianhydride (118129-60-5)

Guidance literature:

With potassium hydroxide; In water; tert-butyl alcohol; at 90 ℃; for 18h;

DOI:10.1002/chem.200600891

upstream raw materials:

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

N,N'-dicyclohexyl-1,7-dibromoperylene-3,4:9,10-tetracarboxylic dianhydride

1,4,5,8-naphthalenetetracarboxylic dianhydride

1,7-dichloroperylene-3,4:9,10-tetracarboxylic acid bisanhydride

Downstream raw materials:

N,N'-bis(n-octyl)-1,7-dibromo-perylene-3,4:9,10-bis(dicarboximide)

N,N'-dicyclohexyl-1,7-dibromoperylene-3,4:9,10-tetracarboxylic dianhydride

1,7-(3’,5‘-di-t-butylphenoxy)perylene-3,4:9,10-tetracarboxydianhydride

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