Dinaphtho(2,3-i:2',3'-i')benzo(1,2-a:4,5-a')dicarbazole-5,7,12,17,19,24(6H,18H)-hexone

Base Information

• Chemical Name: Dinaphtho(2,3-i:2',3'-i')benzo(1,2-a:4,5-a')dicarbazole-5,7,12,17,19,24(6H,18H)-hexone
• CAS No.: 2172-33-0
• Deprecated CAS: 37229-11-1
• Molecular Formula: C42H18N2O6
• Molecular Weight: 646.615
• European Community (EC) Number: 218-524-5
• DSSTox Substance ID: DTXSID8062232
• Wikidata: Q72516176
• Mol file: 2172-33-0.mol

Synonyms:Vat Orange 11;2172-33-0;Dinaphtho(2,3-i:2',3'-i')benzo(1,2-a:4,5-a')dicarbazole-5,7,12,17,19,24(6H,18H)-hexone;CI Vat orange 11;5,27-diazaundecacyclo[23.19.0.03,23.04,20.06,19.07,16.09,14.026,42.028,41.029,38.031,36]tetratetraconta-1(25),3(23),4(20),6(19),7(16),9,11,13,17,21,26(42),28(41),29(38),31,33,35,39,43-octadecaene-2,8,15,24,30,37-hexone;6,18-Dihydrodinaphtho[2,3-i:2,3-i]benzo[1,2-a:4,5-a]dicarbazole-5,7,12,17,19,24-hexone;Dinaphtho[2,3-i:2',3'-i']benzo[1,2-a:4,5-a']dicarbazole-5,7,12,17,19,24(6H,18H)-hexone;C.I.Vat Orange 11;EINECS 218-524-5;CCRIS 9495;SCHEMBL3650203;DTXSID8062232;AKOS032949859;EC 218-524-5;H11043;6,18-Dihydrodinaphtho(2,3-i:2',3'-i')benzo(1,2-a:4,5-a')dicarbazole-5,7,12,17,19,24-hexone;Dinaphtho(2,3-i:2',3'-i)benzo(1,2-a:4,5-a')dicarbazole-5,7,12,17,19,24-hexone, 6,18-dihydro-

Chemical Property of Dinaphtho(2,3-i:2',3'-i')benzo(1,2-a:4,5-a')dicarbazole-5,7,12,17,19,24(6H,18H)-hexone

Chemical Property:

• Refractive Index: 1.911
• PSA: 134.00000
• Density: 1.651 g/cm³
• LogP: 7.28180
• Water Solubility.: 1μg/L at 20℃
• XLogP3: 7.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 646.11648630
• Heavy Atom Count: 50
• Complexity: 1460

Purity/Quality:

99.9% ^*data from raw suppliers

VAT ORANGE 11 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)C3=C(C2=O)C4=C(C=C3)C5=C(N4)C6=C(C=C5)C(=O)C7=C(C6=O)C=CC8=C7NC9=C8C=CC1=C9C(=O)C2=CC=CC=C2C1=O

Technology Process of Dinaphtho(2,3-i:2',3'-i')benzo(1,2-a:4,5-a')dicarbazole-5,7,12,17,19,24(6H,18H)-hexone

There total 7 articles about Dinaphtho(2,3-i:2',3'-i')benzo(1,2-a:4,5-a')dicarbazole-5,7,12,17,19,24(6H,18H)-hexone 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:

1,5-bis-(9,10-dioxo-9,10-dihydro-[1]anthrylamino)-anthraquinone (117-03-3) → 6H,18H-dinaphtho[2,3-i;2',3'-i']benzo[1,2-a;4,5-a']dicarbazole-5,7,12,17,19,24-hexaone (2172-33-0)

Guidance literature:

With titanium tetrachloride;

DOI:10.1039/jr9550003399

Reference yield:

4-(9,10-dioxo-9,10-dihydro-[1]anthrylamino)-16H-dinaphtho[2,3-a;2',3'-i]carbazole-5,10,15,17-tetraone (859798-75-7) → 6H,18H-dinaphtho[2,3-i;2',3'-i']benzo[1,2-a;4,5-a']dicarbazole-5,7,12,17,19,24-hexaone (2172-33-0)

Guidance literature:

With aluminium trichloride;

DOI:10.1039/jr9550003399

Reference yield:

5-benzoylamino-1,1'-imino-di-anthraquinone (6370-69-0) → 6H,18H-dinaphtho[2,3-i;2',3'-i']benzo[1,2-a;4,5-a']dicarbazole-5,7,12,17,19,24-hexaone (2172-33-0)

Guidance literature:

Multi-step reaction with 4 steps

1: AlCl₃; pyridine / Erwaermen des Reaktionsprodukts mit alkal. NaClO

2: concentrated H₂SO₄

3: Na₂CO₃; copper-powder; nitrobenzene

4: TiCl₄

With pyridine; aluminium trichloride; sulfuric acid; titanium tetrachloride; copper; sodium carbonate; nitrobenzene;

DOI:10.1039/jr9550003399

upstream raw materials:

1,5-bis-(9,10-dioxo-9,10-dihydro-[1]anthrylamino)-anthraquinone

4-(9,10-dioxo-9,10-dihydro-[1]anthrylamino)-16H-dinaphtho[2,3-a;2',3'-i]carbazole-5,10,15,17-tetraone

5-benzoylamino-1,1'-imino-di-anthraquinone

1-Chloro-5-benzoylaminoanthraquinone