Violanthrone-79

Base Information

• Chemical Name: Violanthrone-79
• CAS No.: 85652-50-2
• Molecular Formula: C50H48 O4
• Molecular Weight: 712.929
• Hs Code.: 29093090
• DSSTox Substance ID: DTXSID50584562
• Nikkaji Number: J2.852.853A
• Wikidata: Q72516434
• Mol file: 85652-50-2.mol

Synonyms:Violanthrone-79;85652-50-2;Violanthrone 79;16,17-Bis(octyloxy)anthra[9,1,2-cde]benzo[rst]pentaphene-5,10-dione;MFCD00491570;30,34-dioctoxynonacyclo[18.10.2.22,5.03,16.04,13.06,11.017,31.022,27.028,32]tetratriaconta-1(30),2(34),3(16),4(13),5(33),6,8,10,14,17(31),18,20(32),22,24,26,28-hexadecaene-12,21-dione;Violanthrone79;16,17-Bis(octyloxy)-anthra[9,1,2-cde]benzo[rst]pentaphene-5,10-dione;Anthra[9,1,2-cde]benzo[rst]pentaphene-5,10-dione,16,17-bis(octyloxy)-;SCHEMBL4951067;DTXSID50584562;EX-A4763;AKOS027250819;DS-9092;SY103574;CS-0152150;V0131;T73000;A918005;16,17-Bis(n-octyloxy)anthra[9,1,2-cde]benzo[rst]pentaphene-5,10-dione

Chemical Property of Violanthrone-79

Chemical Property:

• Melting Point: 193-196 °C(lit.)
• PSA: 52.60000
• Density: 1.216±0.06 g/cm3 (20 ºC 760 Torr), Calc.*
• LogP: 13.63860
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Soluble in chloroform.
• XLogP3: 14.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 16
• Exact Mass: 712.35526001
• Heavy Atom Count: 54
• Complexity: 1180

Purity/Quality:

99% ^*data from raw suppliers

Violanthrone 79 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCOC1=C2C3=C(C=CC4=C3C(=C1)C5=CC=CC=C5C4=O)C6=C7C2=C(C=C8C7=C(C=C6)C(=O)C9=CC=CC=C98)OCCCCCCCC
• Uses: Violanthrone 79 is an n-channel organic semiconductor used for interface control of conventional n-type meta diode.

Technology Process of Violanthrone-79

There total 2 articles about Violanthrone-79 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: 72.0%

1-bromo-octane (111-83-1) + 16,17-dihydroxyviolanthrene-5,10-dione (128-59-6) → 16,17-bis(octyloxy)-anthra[9,1,2-cde-]benzo[rst]pentaphene-5,10-dione (85652-50-2)

Guidance literature:

With 18-crown-6 ether; potassium carbonate; In 1-methyl-pyrrolidin-2-one; at 100 ℃; for 8h;

Reference yield:

Jade Green XBN (128-58-5) → 16,17-bis(octyloxy)-anthra[9,1,2-cde-]benzo[rst]pentaphene-5,10-dione (85652-50-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dichloromethane / 1 h / 20 °C

1.2: 16 h / 20 °C / Reflux; Cooling with ice

2.1: potassium carbonate; 18-crown-6 ether / 1-methyl-pyrrolidin-2-one / 8 h / 100 °C

With 18-crown-6 ether; potassium carbonate; In 1-methyl-pyrrolidin-2-one; dichloromethane; 2.1: |Williamson Ether Synthesis;

upstream raw materials:

1-bromo-octane

16,17-dihydroxyviolanthrene-5,10-dione

Jade Green XBN

Refernces

• 1、 -. "A 16, 17-double-alkoxy Anthracyclinone purple method for preparing derivatives of". Paragraph 0036; 0037; 0038. . Retrieved 2016/12/01.