19056-34-9

Basic information

• Product Name: N,N-Diethyl-o-phenylenediamine
• Synonyms: 2-Amino-N,N-diethylaniline;N,N-Diethyl-1,2-benzenediamine;N,N-Diethyl-o-phenylenediamine;N1,N1-diethylbenzene-1,2-diamine
• CAS NO: 19056-34-9
• Molecular Formula: C₁₀H₁₆N₂
• Molecular Weight: 164.25
• Mol File: 19056-34-9.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N,N-Diethyl-o-phenylenediamine(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-Diethyl-o-phenylenediamine(19056-34-9)
• EPA Substance Registry System: N,N-Diethyl-o-phenylenediamine(19056-34-9)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 19056-34-9(Hazardous Substances Data)

Usage

Description

N,N-Diethyl-o-phenylenediamine, also known as o-phenylenediamine diethylbenzene diamine, is an aromatic amine chemical compound that is widely used as a coloring agent in hair dye products, as well as in the production of rubber, textiles, and plastics. It is known to cause allergic reactions and skin sensitization in some individuals, particularly when used in hair dyes, and must be handled with care to avoid adverse effects.

Uses

Used in Hair Dye Products:
N,N-Diethyl-o-phenylenediamine is used as a coloring agent for hair dyes, providing a range of shades and enhancing the color intensity of the final product. However, it is important to follow safety guidelines and regulate its usage to minimize the risk of allergic reactions and skin sensitization.
Used in Rubber Industry:
N,N-Diethyl-o-phenylenediamine is used in the rubber industry as a component in the production of various rubber products. Its chemical properties contribute to the desired characteristics of the rubber, such as durability and flexibility.
Used in Textile Industry:
In the textile industry, N,N-Diethyl-o-phenylenediamine is used as a dyeing agent for fabrics, imparting color and enhancing the visual appeal of the textiles. Its use in this industry is regulated to ensure the safety of workers and consumers.
Used in Plastics Industry:
N,N-Diethyl-o-phenylenediamine is also utilized in the plastics industry, where it serves as a component in the production of various types of plastics. Its chemical properties contribute to the desired properties of the plastics, such as strength and flexibility.
It is crucial to handle N,N-Diethyl-o-phenylenediamine with care and follow safety guidelines when working with it to avoid skin irritation or other adverse effects. The usage of this chemical in various applications is regulated in many countries to ensure its safe application and minimize the risk of allergic reactions and skin sensitization.

Upstream product

• 95-54-5 1,2-diamino-benzene 
• 122-52-1 triethyl phosphite 
• 7647-01-0 hydrogenchloride 
• 2216-17-3 N,N-diethyl-2-nitrobenzenamine 
• 1493-27-2 ortho-nitrofluorobenzene 
• 88-73-3 2-Chloronitrobenzene 

Downstream Products

• 100224-81-5 toluene-4-sulfonic acid-(2-diethylamino-anilide) 
• 5805-76-5 1-ethyl-2-methyl-1H-benzo[d]imidazole 
• 131677-20-8 N¹-(1,3-dimethylimidazolidin-2-ylidene)-N²,N²-diethylbenzene-1,2-diamine 
• 108-91-8 cyclohexylamine 

Relevant articles and documents

Optimisation of 2-(N-phenyl carboxamide) triazolopyrimidine antimalarials with moderate to slow acting erythrocytic stage activity

Malaria is a devastating parasitic disease caused by parasites from the genus Plasmodium. Therapeutic resistance has been reported against all clinically available antimalarials, threatening our ability to control the disease and therefore there is an ongoing need for the development of novel antimalarials. Towards this goal, we identified the 2-(N-phenyl carboxamide) triazolopyrimidine class from a high throughput screen of the Janssen Jumpstarter library against the asexual stages of the P. falciparum parasite. Here we describe the structure activity relationship of the identified class and the optimisation of asexual stage activity while maintaining selectivity against the human HepG2 cell line. The most potent analogues from this study were shown to exhibit equipotent activity against P. falciparum multidrug resistant strains and P. knowlesi asexual parasites. Asexual stage phenotyping studies determined the triazolopyrimidine class arrests parasites at the trophozoite stage, but it is likely these parasites are still metabolically active until the second asexual cycle, and thus have a moderate to slow onset of action. Non-NADPH dependent degradation of the central carboxamide and low aqueous solubility was observed in in vitro ADME profiling. A significant challenge remains to correct these liabilities for further advancement of the 2-(N-phenyl carboxamide) triazolopyrimidine scaffold as a potential moderate to slow acting partner in a curative or prophylactic antimalarial treatment.

Tert-amino effect-promoted rearrangement of aryl isothiocyanate: A versatile approach to benzimidazothiazepines and benzimidazothioethers

A general and practical approach to benzimidazothiazepine and benzimidazothioether derivatives via an intramolecular nucleophilic addition/ring expansion rearrangement of aryl isothiocyanates promoted by the tert-amino effect has been developed. This reaction is catalyzed by low-cost camphorsulfonic acid and tolerates a broad substrate scope with complete atom economy. Structurally intriguing benzimidazothiazepine and benzimidazothioether products could be easily obtained by a simple operation in good to excellent yield (up to 98%).

Synthesis of benzimidazoles via iridium-catalyzed acceptorless dehydrogenative coupling

Iridium-catalyzed acceptorless dehydrogenative coupling of tertiary amines and arylamines has been developed. A number of benzimidazoles were prepared in good yields. An iridium-mediated C-H activation mechanism is suggested. This finding represents a novel strategy for the synthesis of benzimidazoles.