Azomethane

Base Information

• Chemical Name: Azomethane
• CAS No.: 503-28-6
• Molecular Formula: C2H6N2
• Molecular Weight: 58.08
• European Community (EC) Number: 685-709-9
• DSSTox Substance ID: DTXSID70870570
• Nikkaji Number: J132.786K,J655.932H,J655.933F
• Wikidata: Q793997
• Mol file: 503-28-6.mol

Synonyms:azomethane;dimethyldiazene

Chemical Property of Azomethane

Chemical Property:

• Vapor Pressure: 1720mmHg at 25°C
• Melting Point: -77.9°C
• Refractive Index: 1.4180 (estimate)
• Boiling Point: 1.5°Cat760mmHg
• Flash Point: °C
• Density: 0.81g/cm³
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 58.053098200
• Heavy Atom Count: 4
• Complexity: 19.2

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN=NC

Technology Process of Azomethane

There total 18 articles about Azomethane 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: 100.0%

cyclohexene sulfide (286-28-2) + cis-2-methyl-3-phenyloxaziridine (39245-63-1) → (Z)-azomethane (4143-42-4,503-28-6) + N,N'-bis(methyl)sulphur di-imide (13849-02-0,84878-02-4,84878-03-5,84878-04-6) + benzaldehyde (100-52-7) + cyclohexene (110-83-8)

Guidance literature:

In chloroform; Mechanism; Ambient temperature; via thionitrosomethane, CH₃NS (also used: other oxaziridines and episulfides);

DOI:10.1021/jo01297a034

Reference yield: 82.0%

C44H82N6Sc2 + iodine (7553-56-2,12190-71-5,8031-47-8) → C42H76I2N4Sc2 + dimethyldiazene (503-28-6)

Guidance literature:

In tetrahydrofuran; at -35 - 20 ℃; for 2h; Inert atmosphere; Schlenk technique;

DOI:10.1021/jacs.9b04293

Reference yield: 67.0%

N,N'-Dimethylhydrazine dihydrochloride (306-37-6) → trans-dimethyl-diazene (4143-41-3,503-28-6)

Guidance literature:

With mercury(II) oxide; In water;

DOI:10.1021/jo00111a063

upstream raw materials:

N,N'-Dimethylhydrazine dihydrochloride

N,N-Dimethylhydrazine

cyclohexene sulfide

cis-2-methyl-3-phenyloxaziridine

Downstream raw materials:

(Z)-azomethane

Refernces

• 1、 Qiu, Zihang,Pham, Hanh D. M.,Li, Jianbin,Li, Chen-Chen,Castillo-Pazos, Durbis J.,Khaliullin, Rustam Z.,Li, Chao-Jun. "Light-enabled metal-free pinacol coupling by hydrazine". . p. 10937 - 10943. Retrieved 2019/12/23.
• 2、 Xu, Mingting,Ballinger, Todd H.,Lunsford, Jack H.. "Quantitative Studies of Methyl Radicals Reacting with Metal Oxides". . p. 14494 - 14499. Retrieved 2007/10/02.