Phenazine, 1,3-dimethyl- (7CI,8CI)

Base Information

• Chemical Name: Phenazine, 1,3-dimethyl- (7CI,8CI)
• CAS No.: 6479-89-6
• Molecular Formula: C14H12 N2
• Molecular Weight: 208.263
• Hs Code.: 2933990090
• Mol file: 6479-89-6.mol

Synonyms:Phenazine, 1,3-dimethyl- (7CI,8CI)

Chemical Property of Phenazine, 1,3-dimethyl- (7CI,8CI)

Chemical Property:

• Melting Point: 123 °C
• Boiling Point: 384.7±15.0 °C(Predicted)
• PKA: 2.46±0.30(Predicted)
• PSA: 25.78000
• Density: 1.178±0.06 g/cm3(Predicted)
• LogP: 3.39980

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Phenazine, 1,3-dimethyl- (7CI,8CI)

There total 7 articles about Phenazine, 1,3-dimethyl- (7CI,8CI) 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: 58.0%

1,2-bis(3,5-dimethylphenyl)diazene (77611-71-3) + Nitrosobenzene (586-96-9) → 1,3-dimethylphenazine (6479-89-6)

Guidance literature:

With silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; zinc trifluoromethanesulfonate; acetic acid; In 1,2-dichloro-ethane; at 140 ℃; for 24h; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1021/acs.orglett.9b00502

Reference yield: 48.0%

2-iodophenylamine (615-43-0) + 2-iodo-4,6-dimethylaniline (4102-54-9) → Phenazin (92-82-0) + 1,3-dimethylphenazine (6479-89-6) + 1,3,6,8-tetramethylphenazine (57354-48-0)

Guidance literature:

With 2Na⁽¹⁺⁾*CuC₆H₄(NCHC₆H₃OO₃S)2^(2-)=CuC₆H₄(NCHC₆H₃ONaO₃S)2; tetrabutylammomium bromide; potassium carbonate; In water; at 120 ℃; for 30h;

DOI:10.1016/j.jorganchem.2011.12.030

Reference yield:

aniline (62-53-3) → 1,3-dimethylphenazine (6479-89-6)

Guidance literature:

Multi-step reaction with 2 steps

1: oxone||potassium monopersulfate triple salt / dichloromethane; water / 20 °C / Inert atmosphere

2: dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver hexafluoroantimonate; zinc trifluoromethanesulfonate; acetic acid / 1,2-dichloro-ethane / 24 h / 140 °C / Inert atmosphere; Schlenk technique; Sealed tube

With silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; oxone||potassium monopersulfate triple salt; zinc trifluoromethanesulfonate; acetic acid; In dichloromethane; water; 1,2-dichloro-ethane;

DOI:10.1021/acs.orglett.9b00502

upstream raw materials:

3,5-dimethyl-3,5-cyclohexadiene-1,2-dione

1,2-diamino-benzene

2,4-Xylenol

2-iodophenylamine

Refernces

• 1、 Yu, Lintao,Zhou, Xiangge,Wu, Di,Xiang, Haifeng. "Synthesis of phenazines by Cu-catalyzed homocoupling of 2-halogen anilines in water". supporting information; experimental part. p. 75 - 78. Retrieved 2012/04/17.