Xantheno[2,1,9,8-klmna]xanthene

Base Information

• Chemical Name: Xantheno[2,1,9,8-klmna]xanthene
• CAS No.: 191-28-6
• Molecular Formula: C20H10O2
• Molecular Weight: 282.298
• NSC Number: 47493
• UNII: 72HE489YM9
• DSSTox Substance ID: DTXSID10286772
• Nikkaji Number: J1.056.758K
• Wikipedia: Dinaphthylene_dioxide
• Wikidata: Q5277941
• Mol file: 191-28-6.mol

Synonyms:peri-Xanthenoxanthene;Dinaphthylendioxid;6,12-dioxaanthanthrene;perixanthenoxanthene;Perixanthenoxanthen;Dinaphthalene dioxide;

Chemical Property of Xantheno[2,1,9,8-klmna]xanthene

Chemical Property:

• Vapor Pressure: 2.07E-10mmHg at 25°C
• Melting Point: 243.5°C
• Refractive Index: 1.6440 (estimate)
• Boiling Point: 520.3°C at 760 mmHg
• Flash Point: 231.2°C
• PSA: 26.28000
• Density: 1.468g/cm³
• LogP: 6.02800
• XLogP3: 5.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 282.068079557
• Heavy Atom Count: 22
• Complexity: 421

Purity/Quality:

98%,99%, ^*data from raw suppliers

PXX 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C3C(=C1)OC4=C5C3=C(C=C2)OC6=CC=CC(=C65)C=C4

Technology Process of Xantheno[2,1,9,8-klmna]xanthene

There total 34 articles about Xantheno[2,1,9,8-klmna]xanthene 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: 97.0%

β-naphthol (135-19-3) → perixanthenoxanthene (191-28-6)

Guidance literature:

With 1-methyl-1H-imidazole; potassium carbonate; copper(l) chloride; In m-xylene; at 140 ℃; for 20h;

DOI:10.1021/acs.orglett.7b01060

Reference yield: 92.0%

1,1'-bi-2-naphthol (602-09-5) → perixanthenoxanthene (191-28-6)

Guidance literature:

With 1-methyl-1H-imidazole; potassium carbonate; copper(l) chloride; In m-xylene; at 120 ℃; for 20h; Solvent; Temperature;

DOI:10.1021/acs.orglett.7b01060

Reference yield: 53.0%

1-oxo-13c-methoxy-1,13c-dihydrodibenzo[a,kl]-xanthene → perixanthenoxanthene (191-28-6)

Guidance literature:

at 250 ℃;

upstream raw materials:

pyridine

sodium carbonate

nitrobenzene

1,1'-bi-2-naphthol

Downstream raw materials:

1,1'-bi-2-naphthol

Refernces

• 1、 Asari,Kobayashi,Naito,Inabe. "Charge-transfer complexes of PXX (PXX = 6, 12-dioxaanthanthrene). The formal charge and molecular geometry". . p. 53 - 58. Retrieved 2001.
• 2、 Kamei, Toshiyuki,Uryu, Mizuho,Shimada, Toyoshi. "Cu-Catalyzed Aerobic Oxidative C-H/C-O Cyclization of 2,2′-Binaphthols: Practical Synthesis of PXX Derivatives". . p. 2714 - 2717. Retrieved 2017.
• 3、 Pezzetta, Cristofer,Folli, Andrea,Matuszewska, Oliwia,Murphy, Damien,Davidson, Robert W. M.,Bonifazi, Davide. "peri-Xanthenoxanthene (PXX): a Versatile Organic Photocatalyst in Organic Synthesis". supporting information. p. 4740 - 4753. Retrieved 2021/04/09.