2-Methoxyphenazine

Base Information

• Chemical Name: 2-Methoxyphenazine
• CAS No.: 2876-18-8
• Molecular Formula: C₁₃H₁₀N₂O
• Molecular Weight: 210.235
• Hs Code.: 2933990090
• NSC Number: 402856
• DSSTox Substance ID: DTXSID10284278
• Nikkaji Number: J105.096F
• Wikidata: Q63396197
• Metabolomics Workbench ID: 123467
• ChEMBL ID: CHEMBL1420181
• Mol file: 2876-18-8.mol

Synonyms:2-Methoxyphenazine;2876-18-8;Phenazine, 2-methoxy-;CHEMBL1420181;NSC 402856;SMR000387038;NSC402856;O(C)c1ccc2nc3ccccc3nc2c1;MLS000768124;MLS001048992;SCHEMBL15010571;YGSXHEXJOFMTHZ-UHFFFAOYSA-;DTXSID10284278;HMS2271B08;BDBM50347474;STK545583;AKOS003625420;NSC-402856;VU0254736-1;AB00600861-08;Q63396197

Chemical Property of 2-Methoxyphenazine

Chemical Property:

• Vapor Pressure: 4.71E-06mmHg at 25°C
• Boiling Point: 393.8°C at 760 mmHg
• Flash Point: 131.8°C
• PSA: 35.01000
• Density: 1.25g/cm³
• LogP: 2.79160
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 210.079312947
• Heavy Atom Count: 16
• Complexity: 246

Purity/Quality:

99% ^*data from raw suppliers

2-METHOXYPHENAZINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=NC3=CC=CC=C3N=C2C=C1

Technology Process of 2-Methoxyphenazine

There total 44 articles about 2-Methoxyphenazine 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: 90.0%

7-methoxy-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepine (1621867-46-6) → 2-methoxyphenazine (2876-18-8)

Guidance literature:

With dipotassium peroxodisulfate; In acetonitrile; at 90 ℃; for 0.5h; Reagent/catalyst; Solvent; Temperature;

DOI:10.1021/ol501766m

Reference yield: 78.0%

4-methoxy-1,2-phenylenediamine (102-51-2) + 2,3-dibromobenzene (583-53-9) → 2-methoxyphenazine (2876-18-8)

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; caesium carbonate; In toluene; at 110 ℃; for 16h; Inert atmosphere;

DOI:10.1002/ejoc.201301091

Reference yield: 76.0%

N-(2-bromophenyl)-4-methoxybenzene-1,2-diamine (851331-08-3) → 2-methoxyphenazine (2876-18-8)

Guidance literature:

With johnphos; sodium t-butanolate; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In toluene; at 100 ℃; for 32h;

DOI:10.1021/ol050198y

upstream raw materials:

2-hydroxyphenazine

2-chlorophenazine

2-methoxy-5,10-dihydro-phenazine

2-Methoxyphenazin-5-oxid

Downstream raw materials:

2-hydroxyphenazine

2-Methoxyphenazin-5,10-dioxid

1-amino-2-methoxyphenazine

Refernces

• 1、 Cheng, Hu,Guo, Qiang,Lan, Jingbo,Ran, Chunhao,Wu, Di,Zhang, Huaxing. "An umpolung strategy for rapid access to thermally activated delayed fluorescence (TADF) materials based on phenazine". supporting information. p. 1581 - 1584. Retrieved 2022/02/10.
• 2、 Xiao, Yan,Wu, Xiaopeng,Wang, Hepan,Sun, Song,Yu, Jin-Tao,Cheng, Jiang. "Rhodium-Catalyzed Reaction of Azobenzenes and Nitrosoarenes toward Phenazines". . p. 2565 - 2568. Retrieved 2019/04/30.