823-40-5 Usage
Description
2,6-Diaminotoluene, also known as 2,6-Toluenediamine, is an organic compound that is a diamine derived from toluene. It is characterized by the presence of two amino groups (-NH2) attached to the ortho positions relative to the methyl group in the toluene molecule. This colorless crystalline solid is soluble in water and has a variety of applications across different industries.
Uses
Used in Chemical Synthesis:
2,6-Diaminotoluene is used as a chemical intermediate for the synthesis of various compounds, including dyes, pigments, and polymers. Its reactivity and functional groups make it a versatile building block in the production of a wide range of chemical products.
Used in Rubber Industry:
In the rubber industry, 2,6-Diaminotoluene is used as a curing agent for rubber compounds. Its ability to react with rubber molecules enhances the strength, durability, and elasticity of the final rubber product, making it suitable for various applications such as tires, hoses, and seals.
Used in Pharmaceutical Industry:
2,6-Diaminotoluene is used as a precursor in the synthesis of certain pharmaceutical compounds, including antibiotics and other therapeutic agents. Its role in the production of these drugs is crucial for the development of effective treatments for various medical conditions.
Used in Coatings and Inks:
2,6-Diaminotoluene is used as a component in the formulation of coatings and inks, where it contributes to the color, durability, and performance of the final product. Its presence in these formulations helps to improve the quality and longevity of coatings and inks used in various applications, such as automotive, architectural, and printing industries.
Used in Analytical Chemistry:
2,6-Diaminotoluene is used as a reagent in analytical chemistry for the detection and quantification of certain metal ions, such as copper and iron. Its ability to form complexes with these metal ions allows for their selective detection and analysis in various samples, making it a valuable tool in research and quality control laboratories.
Production Methods
2,6-Toluenediamine is usually produced as a by-product with
2,4-TDA in mixtures containing 20% 2,6-isomer and 80%
2,4-isomer. It is used primarily in the manufacture of toluene
diisocyanate, the predominant isocyanate in the flexible
polyurethane foams and elastomers industry.
Human exposure to 2,6-TDA may occur indirectly via
exposure to toluene diisocyanate mixture containing 2,6-
toluenediisocyanate, which is known to hydrolyze to 2,6-
TDA rapidly upon contact with water. Workers in some
plastics and elastomers industries may be exposed to atmosphere
containing TDI.
Air & Water Reactions
Water soluble.
Reactivity Profile
2,6-Diaminotoluene neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.
Health Hazard
ACUTE/CHRONIC HAZARDS: 2,6-Diaminotoluene is toxic. It is a local irritant.
Fire Hazard
Flash point data for 2,6-Diaminotoluene are not available. 2,6-Diaminotoluene is probably combustible.
Check Digit Verification of cas no
The CAS Registry Mumber 823-40-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 8,2 and 3 respectively; the second part has 2 digits, 4 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 823-40:
(5*8)+(4*2)+(3*3)+(2*4)+(1*0)=65
65 % 10 = 5
So 823-40-5 is a valid CAS Registry Number.
InChI:InChI=1/C7H10N2/c1-5-6(8)3-2-4-7(5)9/h2-4H,8-9H2,1H3
823-40-5Relevant articles and documents
Sustainable and recyclable palladium nanoparticles–catalyzed reduction of nitroaromatics in water/glycerol at room temperature
Chen, Jin,Dai, Bencai,Liu, Changchun,Shen, Zhihao,Zhao, Yongde,Zhou, Yang
, p. 540 - 544 (2020/07/14)
Palladium nanoparticles with unique catalytic activity and high stability are synthesized. These nanoparticles exhibit excellent catalytic reduction activity for nitroaromatics in green solvents in the presence of H2 at ambient pressure and temperature. The prominent advantages of this nanotechnology include low consumption of catalyst, excellent chemoselectivity, high reusability of the catalyst, and environmentally green solvents.
Co-MOF-Derived Hierarchical Mesoporous Yolk-shell-structured Nanoreactor for the Catalytic Reduction of Nitroarenes with Hydrazine Hydrate
Yuan, Man,Zhang, Hongbo,Yang, Chen,Wang, Fanhao,Dong, Zhengping
, p. 3327 - 3338 (2019/07/04)
Porous nanoreactors demonstrate immense potential for applications in heterogeneous catalysis due to their excellent mass-transfer performance and stability. The design of a simple, universal strategy for fabricating nanoreactor catalysts is of significance for organic transformation. In this study, a nanoreactor with a hierarchical mesoporous yolk-shell structure was successfully prepared by the high-temperature carbonization of a ZIF-67@polymer composite. The core of the resultant Co@ZDC@mC material comprised Co NPs anchored in the ZIF-67-derived carbon framework, while the shell comprised resin-polymer-derived mesoporous carbon. The as-obtained Co@ZDC@mC-700 catalyst enriched reactants, efficiently catalyzed the reaction in the core, and permitted the desorption of the product from the nanoreactor. In the catalytic reduction of nitrobenzene with N2H4?H2O, Co@ZDC@mC-700 exhibited superior catalytic efficiency (TOF=1136.3 h?1). In addition, Co@ZDC@mC-700 exhibited excellent performance for the catalytic reduction of various functionalized nitroarenes, as well as good reusability and recyclability. Hence, a simple, useful approach for fabricating a metal-organic-framework-derived non-noble metal-based yolk-shell nanoreactor for effective catalytic transformation is proposed.
Bi-functional catalyst of porous N-doped carbon with bimetallic FeCu for solvent-free resultant imines and hydrogenation of nitroarenes
Wang, Kaizhi,Gao, Wenbing,Jiang, Pengbo,Lan, Kai,Yang, Ming,Huang, Xiaokang,Ma, Lei,Niu, Fang,Li, Rong
, p. 43 - 53 (2019/01/08)
The efficient and stable catalyst applied to the transformation of amines into the corresponding imines and hydrogenation of nitroarenes under mild reaction conditions is reported. The catalytic performance of porous N-doped carbon with FeCu (FeCu@NPC) catalyst are tested by aromatic alcohol-based N-alkylated of amines with solvent-free and hydrogenation of nitroarenes via N2H4·H2O. The results proved that the yield of these two reactions are all over 99.9% under optimum condition. Moreover, the synergistic effect of the catalyst for N-alkylated reaction was investigated through the kinetic study. The catalyst can be easily separated from reaction system by an external magnetism, and can be recycled and reutilized for at least 4 runs with conversions are all over 75%. The study of the catalyst indicated that it was suitable for the reactions in industry. Hence, the catalysis process by the inexpensive metals-based catalyst is green and sustainable.