393-75-9

Usage

Uses

Used in Organic Synthesis:
1,3-Dinitro-2-chloro-5-trifluoromethylbenzene is used as a key intermediate in organic synthesis for the preparation of various complex organic molecules. Its presence of multiple functional groups allows for a wide range of chemical reactions, such as nucleophilic substitution, electrophilic substitution, and reductive processes, enabling the synthesis of diverse organic compounds.
Used in Pharmaceuticals:
In the pharmaceutical industry, 1,3-Dinitro-2-chloro-5-trifluoromethylbenzene is used as a starting material or intermediate in the synthesis of various pharmaceutical compounds. Its unique structure and reactivity make it a valuable component in the development of new drugs with potential therapeutic applications.
Used in Agrochemicals:
1,3-Dinitro-2-chloro-5-trifluoromethylbenzene is utilized as a raw material in the production of agrochemicals, such as pesticides and herbicides. Its chemical properties allow for the development of effective compounds that can protect crops from pests and diseases, ensuring increased agricultural productivity.
Used in Dyestuffs:
In the dyestuff industry, 1,3-Dinitro-2-chloro-5-trifluoromethylbenzene is employed as an intermediate for the synthesis of various dyes and pigments. Its versatile chemical structure enables the creation of a wide range of colorants used in textiles, plastics, and other materials, contributing to the diversity of colors and hues available in various applications.

Reactivity Profile

A halogenated aromatic nitro compound. Aromatic nitro compounds range from slight to strong oxidizing agents. If mixed with reducing agents, including hydrides, sulfides and nitrides, they may begin a vigorous reaction that culminates in a detonation. The aromatic nitro compounds may explode in the presence of a base such as sodium hydroxide or potassium hydroxide even in the presence of water or organic solvents. The explosive tendencies of aromatic nitro compounds are increased by the presence of multiple nitro groups.

Health Hazard

ACUTE/CHRONIC HAZARDS: Very toxic. Flammable. Irritant. Very hazardous decomposition.

InChI:InChI=1/C7H2ClF3N2O4/c8-6-4(12(14)15)1-3(7(9,10)11)2-5(6)13(16)17/h1-2H

Upstream product

• 118-97-8 4-chloro-3,5-dinitrobenzoic acid 
• 98-56-6 4-chlorobenzotrifluoride 
• 121-17-5 2-chloro-3-nitro-5-trifluoromethylbenzene 
• 7664-93-9 sulfuric acid 

Downstream Products

• 362-71-0 2-(2,6-dinitro-4-trifluoromethyl-benzylidene)-3-methyl-2,3-dihydro-benzothiazole 
• 36652-79-6 N-(2-Chlorethyl)-2,6-dinitro-4-(trifluormethyl)anilin 
• 53064-04-3 N-Methyl-N-(2-chlorethyl)-2,6-dinitro-4-(trifluormethyl)anilin 
• 41104-22-7 N-Butyl-N-(2-chlorethyl)-2,6-dinitro-4-(trifluormethyl)anilin 
• 41104-16-9 N-(2-Hydroxymethyl)-N-(2-chlorethyl)-2,6-dinitro-4-(trifluormethyl)anilin 
• 26389-76-4 N-(2-Cyanethyl)-N-(2-chlorethyl)-2,6-dinitro-4-(trifluormethyl)anilin 
• 41122-91-2 N-(2-Phenylethyl)-N-(2-chlorethyl)-2,6-dinitro-4-(trifluormethyl)anilin 
• 41104-19-2 N-(2-Ethoxycarbonyl-ethyl)-N-(2-chlorethyl)-2,6-dinitro-4-(trifluormethyl)anilin 
• 53179-81-0 N-Isobutyl-N-(2-chlorethyl)-2,6-dinitro-4-(trifluormethyl)anilin 
• 53393-53-6 2-(2,6-Dinitro-4-trifluoromethyl-phenylamino)-5-nitro-benzonitrile 
• 53393-19-4 2,6-dichloro-4'-trifluoromethyl-2',4,6'-trinitrodiphenylamine 
• 61101-21-1 Propan-2-one O-(2,6-dinitro-4-trifluoromethyl-phenyl)-oxime 
• 53393-57-0 4,4'-bistrifluoromethyl-2,6-dinitrodiphenylamine 
• 54495-44-2 N-(2,6-Dinitro-4-trifluormethylphenyl)glycylglycin 

Relevant academic research and scientific papers

Self-powered continuous nitration method and device

The invention belongs to the technical field of organic synthesis application, and particularly relates to a self-powered continuous nitration method and device. According to the method, a raw material (or a raw material solution) and mixed acid (or nitric acid) are added into a self-powered continuous reactor at the same time, reaction feed liquid continuously and circularly flows, is mixed and reacts in a tube pass through self-propelling force generated by stirring of an impeller, the mass and heat transfer process is completed, and the target requirement is met. According to the invention, the mass transfer and heat transfer efficiency can be improved, the heat exchange and heat transfer capabilities are improved, the reaction time is shortened, the risk degree of art is reduced, the thermal runaway risk is avoided, the reaction safety is improved, and the realization of chemical industry intrinsic safety large scale production is facilitated.

Novel nitration process of 3,5-binitro-4-chlorobenzotrifluoride

The invention discloses a novel nitration process of 3,5-binitro-4-chlorobenzotrifluoride. The novel nitration process comprises the following steps: mixing nitrate, fuming sulfuric acid and a waste acid according to a ratio so as to obtain a mixed acid, performing a dinitration reaction with 4-chlorine-3-nitro trifluorotoluene in a reaction kettle, after the completion of a reaction, performing phase separation so as to obtain a semi-waste acid and a target compound, applying the semi-waste acid to mononitratio reaction on p-chlorobenzotrifluoride, performing phase separation so as to obtaina waste acid and a mononitratio compound, treating the waste acid in a waste acid kettle, performing a dinitration reaction on the treated waste acid, and further recycling the waste acid. Compared with the prior art, the novel nitration process is capable of reducing and eliminating pollution from sources, is an environmental-friendly chemical process and has good industrial application prospects.

Synthesis, biological evaluation, and molecular docking studies of 2,6-dinitro-4-(trifluoromethyl)phenoxysalicylaldoxime derivatives as novel antitubulin agents

A series of 2,6-dinitro-4-(trifluoromethyl)phenoxysalicylaldoxime derivatives (1h-20h) have been designed and synthesized, and their biological activities were also evaluated as potential antiproliferation and tubulin polymerization inhibitors. Among all the compounds, 2h showed the most potent activity in vitro, which inhibited the growth of MCF-7, Hep-G2 and A549 cell lines with IC50 values of 0.70 ± 0.05, 0.68 ± 0.02 and 0.86 ± 0.05 μM, respectively. Compound 2h also exhibited significant tubulin polymerization inhibitory activity (IC50 = 3.06 ± 0.05 μM). The result of flow cytometry (FCM) demonstrated that compound 2h induced cell apoptosis. Docking simulation was performed to insert compound 2h into the crystal structure of tubulin at colchicine binding site to determine the probable binding model. Based on the preliminary results, compound 2h with potent inhibitory activity in tumor growth may be a potential anticancer agent.

Comparisons of Rate and Equilibrium Data for Reactions of Sulphite Ions at Substituted and Unsubstituted Ring-Positions in 1-X-3,5-Dinitrobenzenes and 1-X-4-Chloro-3,5-Dinitrobenzenes (X = NO2, CO2Me, CF3). The Effects of a Chloro-Substituent on Ipso-Substitution.

Reaction of 1-X-3,5-dinitrobenzenes (1) with sulphite ions yields isomeric adducts formed by attack at the 2- or 4-positions.Reaction of 1-X-4-chloro-3,5-dinitrobenzenes (4) results in adduct formation by attack at the 2-position and in substitution of the chloro-substituent.Kinetic and equilibrium data in DMSO-water mixtures are reported for these processes.The presence in (4) of the chlorine atom results in a general reduction in the rate of nucleophilic attack, the effect being particularly large for ipso-reaction (attack at the 4-position).The relative positional reactivities are reported and are compared with those for the corresponding reactions with hydroxide ions.

4-Trifluoromethyl-2,6-dinitroanilines

This invention relates to a group of novel substituent anilines, useful in eliminating germinating and seedling weed grasses and selected broadleaf weeds.

4-Trifluoromethyl-2,6-dinitroanilines

This invention relates to a group of novel substituent anilines, useful in eliminating germinating and seedling weed grasses and selected broadleaf weeds.

Aniline derivatives

N-formyl anilino aromatic compounds containing two electronegative groups in the benzene ring, their manufacture from formanilides and aromatic halogen compounds and their use as intermediates for the manufacture of the corresponding diphenylamine compounds. The compounds are useful as pesticides.

One step process for preparing 2,6-dinitro-4-trifluoromethylchlorobenzene by nitration of 4-trifluoromethylchlorobenzene

There is disclosed a one-step process for dinitrating 4-trifluoromethylchlorobenzene to obtain the 2,6-dinitro-derivative.

Cyclic two-stage nitration process for preparing 4-chloro-3,5-dinitrobenzotrifluoride from 4-chlorobenzotrifluoride

In accordance with the present invention, there is provided herein a cyclic, two-stage process for dinitrating 4-chlorobenzotrifluoride to form 4-chloro-3,5-dinitrobenzotrifluoride in high yield. The process commences with a mononitration stage wherein 4-chlorobenzotrifluoride is substantially completely converted to 4-chloro-3-nitrobenzotrifluoride (the "monoitro" compound) in the presence of a nitric acid, sulfur trioxide and sulfuric acid mixture. The used acid mixture then is diluted with water to form an aqueous used acid layer in which the solubility of the mononitro compound is negligible and a mononitro layer. The aqueous used acid layer then is separated from the mononitro layer and discarded. The mononitro compound thereafter is further nitrated in a dinitration stage in the presence of a fresh nitric acid, sulfur trioxide and sulfuric acid mixture. The fresh acid mixture contains an excess of nitric acid sufficient to carry out both nitrations using the partially spent acid mixture of the dinitration stage as the acid mixture for the mononitration stage. The reaction product of the dinitration stage is the desired dinitro compound and a partially spent acid mixture, which contains some dinitro compound dissolved therein. The dinitro layer then is separated from the partially spent acid layer and recovered and the acid layer is recycled back to the mononitration stage.

Quinoxaline derivatives as immune regulants

Novel quinoxaline derivatives, useful as immune regulatory agents capable of altering the immune response in mammals.