Bis(2-methoxyphenyl)diazene

Base Information

• Chemical Name: Bis(2-methoxyphenyl)diazene
• CAS No.: 613-55-8
• Molecular Formula: C₁₄H₁₄N₂O₂
• Molecular Weight: 242.277
• NSC Number: 31012
• Nikkaji Number: J30.237F
• Mol file: 613-55-8.mol

Synonyms:BIS(2-METHOXYPHENYL)DIAZENE;613-55-8;2,2'-Dimethoxyazobenzene;38890-74-3;azoanisole;NSC31012;SCHEMBL1405475;ZTPNMRWLUKXJDI-FOCLMDBBSA-N;NSC 31012;NSC-31012;AKOS005216640;(E)-1,2-Bis(2-methoxyphenyl)diazene #

Chemical Property of Bis(2-methoxyphenyl)diazene

Chemical Property:

• Vapor Pressure: 4.56E-06mmHg at 25°C
• Melting Point: 153 °C
• Boiling Point: 394.3°Cat760mmHg
• Flash Point: 155.5°C
• PSA: 43.18000
• Density: 1.09g/cm³
• LogP: 4.11920
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 242.105527694
• Heavy Atom Count: 18
• Complexity: 245

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC=C1N=NC2=CC=CC=C2OC

Technology Process of Bis(2-methoxyphenyl)diazene

There total 22 articles about Bis(2-methoxyphenyl)diazene 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%

2-Nitroanisole (91-23-6) → 2,2'-dimethoxyazobenzene (613-55-8,18978-15-9,19129-74-9)

Guidance literature:

2-Nitroanisole; With sodium tetrahydroborate; palladium diacetate; In ethanol; dichloromethane; water; at 20 ℃;

With oxygen; In ethanol; dichloromethane; water;

With sodium tetrahydroborate; oxygen; In methanol; ethanol; dichloromethane; water;

DOI:10.1039/c9gc03957k

Reference yield: 97.0%

2-methoxy-phenylamine (90-04-0) → 2,2'-dimethoxyazobenzene (613-55-8,18978-15-9,19129-74-9)

Guidance literature:

With copper-manganese spinel oxide; In ethyl acetate; at 80 ℃; for 4h;

DOI:10.1002/cctc.201501218

Reference yield: 91.0%

2,2'-dimethoxyazoxybenzene (13620-57-0) → 2,2'-dimethoxyazobenzene (613-55-8,18978-15-9,19129-74-9)

Guidance literature:

With hydrazine hydrate; aluminium; In methanol; for 0.167h; Heating;

DOI:10.1080/00397910500182275

upstream raw materials:

2-Nitroanisole

2-methoxy-phenylamine

N,N'-bis-(2-methoxy-phenyl)-hydrazine

tetrakis(o-methoxyphenyl)-1,3,2,4-diazadiarsetidine

Downstream raw materials:

(Z)-1,2-bis(2-methoxyphenyl)diazene 1-oxide

2-methoxy-phenylamine

N,N'-bis-(2-methoxy-phenyl)-hydrazine

3,3'-dimethoxy-(1,1'-biphenyl)-4,4'-diamine

Refernces

• 1、 Sitter, James D.,Vannucci, Aaron K.. "Photocatalytic oxidative coupling of arylamines for the synthesis of azoaromatics and the role of O2 in the mechanism". supporting information. p. 2938 - 2943. Retrieved 2021/03/01.
• 2、 Yan, Ziqiang,Xie, Xiaoyu,Song, Qun,Ma, Fulei,Sui, Xinyu,Huo, Ziyu,Ma, Mingming. "Tandem selective reduction of nitroarenes catalyzed by palladium nanoclusters". supporting information. p. 1301 - 1307. Retrieved 2020/03/11.