634-93-5 Usage
Description
2,4,6-Trichloroaniline is an organic compound with the chemical formula C6H4Cl3NH2, characterized by its long needle or fine, light purple fiber appearance. It is known for its chemical properties as fine purple fibers.
Uses
Used in Chemical Synthesis:
2,4,6-Trichloroaniline is used as an intermediate in the chemical synthesis for the production of benzene derivatives, specifically 1,3,5-trichlorobenzene. It plays a crucial role in the creation of various chemical compounds due to its reactive nature and structural properties.
Used in Agricultural Industry:
In the agricultural industry, 2,4,6-Trichloroaniline is used as a precursor for the formation of fungicides. Its chemical structure allows it to be a vital component in developing effective antifungal agents to protect crops from fungal infections.
Used in Textile Industry:
2,4,6-Trichloroaniline is used as a chemical intermediate for the production of mono-azo dyestuffs in the textile industry. These dyestuffs are essential for coloring fabrics and textiles, contributing to the vibrant colors and patterns seen in various clothing items and home textiles.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2,4,6-Trichloroaniline is utilized in the preparation of hexachlorodiphenyl urea, a compound with potential applications in the development of pharmaceutical products.
Used in Dye Manufacturing:
2,4,6-Trichloroaniline is also used in the dye manufacturing process, where it serves as a key intermediate for creating various dyes used in different industries, including textiles, plastics, and printing inks.
Used in Research and Development:
2,4,6-Trichloroaniline is also employed in research and development settings, particularly in the synthesis of new compounds and the study of chemical reactions involving trichloroaniline derivatives.
Preparation
2,4,6-Trichloroaniline can be prepared by reaction of dry aniline with chlorine gas while in a anhydrous solution of carbon tetrachloride. 2,4,6-Trichloroaniline precipitates from solution as a white solid. If water is introduced to the solution the white material will polymerize to form aniline black.Process for the preparation of 2,4,6-trichloroaniline
Air & Water Reactions
2,4,6-Trichloroaniline may be sensitive to exposure to light and air. Insoluble in water.
Reactivity Profile
2,4,6-Trichloroaniline is incompatible with acids, acid chlorides, acid anhydrides, chloroformates, and strong oxidizing agents. .
Fire Hazard
Flash point data for 2,4,6-Trichloroaniline are not available. 2,4,6-Trichloroaniline is probably combustible.
Safety Profile
Moderately toxic by ingestion.Irritant. Questionable carcinogen with experimentalcarcinogenic data. Mutation data reported. When heatedto decomposition it emits very toxic fumes of Clí andNOx.
Purification Methods
Crystallise the aniline from ligroin. The benzoyl derivative has m 174o (from EtOH). [Beilstein 12 H 627, 12 IV 1281.]
Check Digit Verification of cas no
The CAS Registry Mumber 634-93-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,3 and 4 respectively; the second part has 2 digits, 9 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 634-93:
(5*6)+(4*3)+(3*4)+(2*9)+(1*3)=75
75 % 10 = 5
So 634-93-5 is a valid CAS Registry Number.
InChI:InChI=1/C6H4Cl3N/c7-3-1-4(8)6(10)5(9)2-3/h1-2H,10H2
634-93-5Relevant articles and documents
Reaction of aniline with ammonium persulphate and concentrated hydrochloric acid: Experimental and DFT studies
Przybylek, Maciej,Gaca, Jerzy
, p. 699 - 708 (2012)
In this paper, the reaction of aniline with ammonium persulphate and concentrated HCl was studied. As a result of our experimental studies, 2,4,6-trichlorophenylamine was identified as the main product. This shows that a high concentration of HCl does not favour oxidative polymerisation of phenylamine, even though the ammonium persulphate/HCl system is widely used in polyaniline synthesis. On the basis of the experimental data and density functional theory for reaction path modelling, we proposed a mechanism for oxidative chlorination of aniline. We assumed that this reaction proceeded in three cyclically repeated steps; protonation of aniline, formation of singlet ground state phenylnitrenium cation, and nucleophilic substitution. In order to confirm this mechanism, kinetic, thermochemical, and natural bond orbital population analyses were performed.
Cobalt-based nanoparticles prepared from MOF-carbon templates as efficient hydrogenation catalysts
Murugesan, Kathiravan,Senthamarai, Thirusangumurugan,Sohail, Manzar,Alshammari, Ahmad S.,Pohl, Marga-Martina,Beller, Matthias,Jagadeesh, Rajenahally V.
, p. 8553 - 8560 (2018/11/30)
The development of efficient and selective nanostructured catalysts for industrially relevant hydrogenation reactions continues to be an actual goal of chemical research. In particular, the hydrogenation of nitriles and nitroarenes is of importance for the production of primary amines, which constitute essential feedstocks and key intermediates for advanced chemicals, life science molecules and materials. Herein, we report the preparation of graphene shell encapsulated Co3O4- and Co-nanoparticles supported on carbon by the template synthesis of cobalt-terephthalic acid MOF on carbon and subsequent pyrolysis. The resulting nanoparticles create stable and reusable catalysts for selective hydrogenation of functionalized and structurally diverse aromatic, heterocyclic and aliphatic nitriles, and as well as nitro compounds to primary amines (>65 examples). The synthetic and practical utility of this novel non-noble metal-based hydrogenation protocol is demonstrated by upscaling several reactions to multigram-scale and recycling of the catalyst.
Story of an Age-Old Reagent: An Electrophilic Chlorination of Arenes and Heterocycles by 1-Chloro-1,2-benziodoxol-3-one
Wang, Mengzhou,Zhang, Yanyan,Wang, Tao,Wang, Chao,Xue, Dong,Xiao, Jianliang
supporting information, p. 1976 - 1979 (2016/06/01)
By the use of 1-chloro-1,2-benziodoxol-3-one, an age-old reagent, the practical and efficient chlorination method is achieved. This hypervalent iodine reagent is amenable not only to the chlorination of nitrogen-containing heterocycles but also to selected classes of arenes, BODIPY dyes, and pharmaceuticals. In addition, the advantages, such as easy preparation and recyclable, air- and moisture-stable, in combination with the success in a gram-scale experiment grant this reagent great potential for industrial application.
