10H-Phenoselenazine

Base Information

• Chemical Name: 10H-Phenoselenazine
• CAS No.: 262-05-5
• Molecular Formula: C10H9NSe
• Molecular Weight: 246.17
• DSSTox Substance ID: DTXSID40180830
• Nikkaji Number: J399.342F
• Wikidata: Q83051444
• ChEMBL ID: CHEMBL3769834
• Mol file: 262-05-5.mol

Synonyms:10H-Phenoselenazine;Phenoselenazine;262-05-5;Phenylselenazine;CCRIS 5876;C12H9NSe;SCHEMBL783247;C12-H9-N-Se;CHEMBL3769834;DTXSID40180830;ILFYOWGJBKEMSK-UHFFFAOYSA-N

Chemical Property of 10H-Phenoselenazine

Chemical Property:

• Vapor Pressure: 1.23E-05mmHg at 25°C
• Boiling Point: 307.5 °C at 760 mmHg
• Flash Point: 139.8 °C
• PSA: 12.03000
• LogP: 1.53660
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 246.99002
• Heavy Atom Count: 14
• Complexity: 187

Purity/Quality:

99% ^*data from raw suppliers

2-Chloro-N-methyl-N-phenyl-acetamide 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)NC3=CC=CC=C3[Se]2
• Chemical Composition and Structure: 10H-Phenoselenazine is a chemical compound which consists of carbon, hydrogen, nitrogen, and selenium atoms. The compound exhibits specific chemical properties, including a melting point of 194-196°C (measured in benzene or hexane) and a predicted boiling point of 424.1±37.0°C.
• Uses: Organic Room Temperature Phosphorescence (PO-RTP) Emitters:; 10H-Phenoselenazine and its derivatives are utilized as PO-RTP emitters, offering applications in various fields such as displays, biology, and security.; Enhanced PO-RTP Emission:; By substituting the main aromatic core of 10H-Phenoselenazine with heteroaromatic and pure-hydrocarbon substituents, such as 10-(4-(tert-butyl)phenyl)-3-dibenzo[b,d]furan-2-yl)-10H-phenoselenazine (PSeDBF) and 10-(4-(tert-butyl)phenyl)-3-(9,9-dimethyl-9H-fluoren-2-yl)-10H-phenoselenazine (PSeFL), respectively, superior PO-RTP emission can be achieved. These substitutions lead to higher photoluminescence quantum yield (PLQY) and phosphorescence emission efficiency.
• Production Methods: 10H-Phenoselenazine can be synthesized through a chemical reaction using (2-nitrobenzene)phenylselenyl ether as the raw material under nitrogen conditions in the presence of a reducing agent such as triphenylphosphine.

Technology Process of 10H-Phenoselenazine

There total 11 articles about 10H-Phenoselenazine 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: 92.0%

2-(phenylseleno)nitrobenzene (65848-40-0) → phenoselenazine (262-05-5)

Guidance literature:

With triphenylphosphine; In 1,2-dichloro-benzene; at 180 ℃; for 30h; Reagent/catalyst; Solvent; Concentration; Inert atmosphere;

Reference yield: 83.0%

bis(2-iodophenyl)amine → phenoselenazine (262-05-5)

Guidance literature:

With selenium; potassium hydroxide; In dimethyl sulfoxide; at 120 ℃; for 24h; Inert atmosphere;

DOI:10.1021/acs.orglett.1c00573

Reference yield: 20.0%

diphenylamine (122-39-4) → phenoselenazine (262-05-5)

Guidance literature:

With sulenium monochloride; In toluene; for 5h; Heating / reflux;

upstream raw materials:

diphenylamine

2-(phenylseleno)nitrobenzene

ortho-nitrobenzoic acid

diphenyl diselenide

Downstream raw materials:

10-<3-Dimethylamino-propyl>-2-propionyl-phenselenazin

9H-carbazole

Refernces

• 1、 Cremer, Christopher,Eltester, M. Alexander,Bourakhouadar, Hicham,Atodiresei, Iuliana L.,Patureau, Frederic W.. "Dehydrogenative C-H phenochalcogenazination". . p. 3243 - 3247. Retrieved 2021.
• 2、 Barreca, Maria Letizia,Bojarski, Andrzej J.,Cecchetti, Violetta,Cook, Gregory M.,Desantis, Jenny,Felicetti, Tommaso,Franzblau, Scott G.,Handzlik, Jadwiga,Hards, Kiel,Latacz, Gniewomir,Manfroni, Giuseppe,Massari, Serena,Mazzarella, Maria Angela,Nakatani, Yoshio,Nizi, Maria Giulia,Rushton-Green, Rowena,Sabatini, Stefano,Shetye, Gauri,Tabarrini, Oriana,Kolá?, Michal H.,Sata?a, Grzegorz. "Antitubercular polyhalogenated phenothiazines and phenoselenazine with reduced binding to CNS receptors". . . Retrieved 2020/06/19.