6257-64-3

Basic information

• Product Name: N,N,N',N'-tetramethyl-4,4'-azodianiline
• Synonyms: N,N,N',N'-tetramethyl-4,4'-azodianiline;DADAB
• CAS NO: 6257-64-3
• Molecular Formula: C₁₆H₂₀N₄
• Molecular Weight: 268.3568
• EINECS: 228-388-9
• Mol File: 6257-64-3.mol
• Article Data: 20

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N,N,N',N'-tetramethyl-4,4'-azodianiline(CAS DataBase Reference)
• NIST Chemistry Reference: N,N,N',N'-tetramethyl-4,4'-azodianiline(6257-64-3)
• EPA Substance Registry System: N,N,N',N'-tetramethyl-4,4'-azodianiline(6257-64-3)

Safety Data

• Hazardous Substances Data: 6257-64-3(Hazardous Substances Data)

Usage

General Description

N,N,N',N'-tetramethyl-4,4'-azodianiline is a chemical compound commonly used as a curing agent in the production of epoxy resins and adhesives. It is a strong, reactive, and highly toxic compound that can cause irritation to the skin, eyes, and respiratory system upon contact or inhalation. Additionally, prolonged or repeated exposure to N,N,N',N'-tetramethyl-4,4'-azodianiline may result in adverse effects on the liver, kidneys, and central nervous system. Due to its hazardous nature, proper handling, storage, and disposal procedures are essential when working with this chemical. Safety precautions, including the use of protective equipment and ventilation, should be followed to minimize the risk of exposure and potential harm to human health and the environment.

Upstream product

• 94-59-7 1-allyl-3,4-methylenedioxybenzene 
• 871876-73-2 2,3-dimethyl-4-nitroso-aniline 
• 121-69-7 N,N-dimethyl-aniline 
• 99-98-9 4-amino-N,N-dimethylaniline 
• 100-63-0 phenylhydrazine 
• 72072-29-8 1-(4-dimethylamino-phenyl)-3-phenyl-triazen-1-ol 
• 917-58-8 potassium ethoxide 
• 77-78-1 dimethyl sulfate 
• 100-23-2 N,N-Dimethyl-4-nitroaniline 
• 539-17-3 N,N-dimethyl-4,4'-azodianiline 
• 74-88-4 methyl iodide 
• 477773-51-6 cyclooctatetraene 
• 138-89-6 p-dimethylaminonitrosobenzene 
• 18523-44-9 p-(dimethylamino)phenyl azide 

Downstream Products

• 99-98-9 4-amino-N,N-dimethylaniline 
• 100-23-2 N,N-Dimethyl-4-nitroaniline 
• 861318-78-7 (5-ethoxy-2-amino-phenyl)-(4-dimethylamino-phenyl)-amine 
• 350235-53-9 N-(5-chloro-2-nitrophenyl)-N',N'-dimethylbenzene-1,4-diamine 
• 861347-91-3 N'-(5-ethoxy-2-nitro-phenyl)-N,N-dimethyl-p-phenylenediamine 
• 60-11-7 methyl yellow 

Relevant articles and documents

-

-

Cobalt-Catalyzed Deoxygenative Hydroboration of Nitro Compounds and Applications to One-Pot Synthesis of Aldimines and Amides

The commercially available and bench-stable Co(acac)2 ligated with bis[(2-diphenylphosphino)phenyl] ether (dpephos) was employed for selective room temperature hydroboration of nitro compounds with HBPin (TOF up to 4615 h?1), tolerating halide, hydroxy, amino, ether, ester, lactone, amide and heteroaromatic functionalities. These reactions offered a direct access to a variety of N-borylamines RN(H)BPin, which were in situ treated with aldehydes and carboxylic acids to produce a series of aldimines and secondary carboxamides without the need for dehydrating and/or coupling reagents. Combination of these transformations in a sequential one-pot manner allowed for direct and selective synthesis of aldimines and secondary carboxamides from readily available and inexpensive nitro compounds.

Catalytic Azoarene Synthesis from Aryl Azides Enabled by a Dinuclear Ni Complex

Azoarenes are valuable chromophores that have been extensively incorporated as photoswitchable elements in molecular machines and biologically active compounds. Here, we report a catalytic nitrene dimerization reaction that provides access to structurally and electronically diverse azoarenes. The reaction utilizes aryl azides as nitrene precursors and generates only gaseous N2 as a byproduct. By circumventing the use of a stoichiometric redox reagent, a broad range of organic functional groups are tolerated, and common byproducts of current methods are avoided. A catalyst featuring a Ni - Ni bond is found to be uniquely effective relative to those containing only a single Ni center. The mechanistic origins of this nuclearity effect are described.