41253-01-4

Usage

Uses

Used in Organic Synthesis:
1-IODO-3-NITRO-5-BENZOTRIFLUORIDE is used as a reagent in organic synthesis for its ability to facilitate various chemical reactions, contributing to the production of a wide range of compounds.
Used in Pharmaceutical Production:
In the pharmaceutical industry, 1-IODO-3-NITRO-5-BENZOTRIFLUORIDE serves as a versatile building block for the development of new drugs, owing to its unique structure and reactivity.
Used in Agrochemical Development:
1-IODO-3-NITRO-5-BENZOTRIFLUORIDE is also utilized in the agrochemical sector, where it aids in the synthesis of various agrochemicals, enhancing crop protection and yield.
Used in Advanced Materials Manufacturing:
1-IODO-3-NITRO-5-BENZOTRIFLUORIDE finds application in the creation of advanced materials such as liquid crystals and polymers, due to its structural properties that lend themselves to these technologies.
It is crucial to handle 1-IODO-3-NITRO-5-BENZOTRIFLUORIDE with care due to its potential toxicity and environmental risks, ensuring proper management to mitigate any health or ecological hazards.

InChI:InChI=1/C7H3F3INO2/c8-7(9,10)4-1-5(11)3-6(2-4)12(13)14/h1-3H

Upstream product

• 98-46-4 3-trifluoromethylnitrobenzene 
• 320-94-5 2-nitro-4-trifluoromethylbenzoic acid 

Downstream Products

• 389571-69-1 3-iodo-5-trifluoromethylaniline 
• 1239985-87-5 1-methyl-4-(3-nitro-5-(trifluoromethyl)phenyl)piperazine 
• 259667-88-4 3-(2-chlorophenyl)-1-(2-diethylaminoethyl)-3(R)-hydroxy-6-iodo-4-trifluoromethyloxindole 
• 259667-87-3 3-(2-chlorophenyl)-1-(2-diethylaminoethyl)-3(S)-hydroxy-6-iodo-4-trifluoromethyloxindole 
• 259667-84-0 3-(2-chlorophenyl)-1-(2-diethylaminoethyl)-3-hydroxy-6-iodo-4-trifluoromethyloxindole 
• 389571-74-8 (-)-3-(2-chlorophenyl)-6-cyano-1-(2-diethylaminoethyl)-(3R)-hydroxy-4-trifluoromethyloxindole 

Relevant academic research and scientific papers

Pd-Catalyzed Decarboxylative Ortho-Halogenation of Aryl Carboxylic Acids with Sodium Halide NaX Using Carboxyl as a Traceless Directing Group

A highly regioselective Pd-catalyzed carboxyl directed decarboxylative ortho-C-H halogenation of cheap o-nitrobenzoic acids with NaX (X = I, Br) under aerobic conditions has been established. The utility of the method has been demonstrated by the gram-scale reaction and derivatization of the product. Experimental results have confirmed Pd and Bi played critical roles in the transformation and indicated the transformation might proceed via 2-halo-6-nitrobenzoic acid derivative intermediate.

Method for synthesizing m-iodonitrobenzene compound

Provided is a method for synthesizing m-iodonitrobenzene; in the presence of oxygen gas, a palladium catalyst, a copper additive, a bismuth reagent and potassium phosphate, an o-nitrobenzoic acid compound and metal iodide are subjected to a substitution reaction in an organic solvent to form a corresponding m-iodonitrobenzene compound, wherein a metal in the metal iodide is an alkali metal or an alkaline earth metal. The method has obvious advantages of cheap and easily obtained reaction raw materials (including o-nitrobenzoic acid and MI), small amount of the metal catalyst, minimum environmental pollution with oxygen gas as an oxidant, good tolerance on various functional groups on an aromatic ring and the like. The method can be widely applied in the fields of synthesis of drugs, materials, natural products and the like in industrial and academic circles.

Oxindole derivatives as orally active potent growth hormone secretagogues

A series of substituted oxindole derivatives was synthesized and evaluated for growth hormone (GH) releasing activity using cultured rat pituitary cells. (+)-6-Carbamoyl-3-(2-chlorophenyl)-(2-diethylaminoethyl)- 4-trifluoromethyloxindole (SM-130686, 37S) was found to have potent activity (EC50 = 3.0 nM), while the other enantiomer 37R had reduced activity. The absolute configuration of 37S was confirmed by X-ray crystallographic analysis. Compound 37S showed a good pharmacokinetic profile in rats with 28% oral bioavailability at 10 mg/kg and excellent in vivo activity as evidenced by a significant weight gain after 4 days of oral administration at 10 mg/kg twice a day. Compound 37S displaced the binding of 35S-MK-677 to human GHS-R with an IC50 value of 1.2 ± 0.2 nM.

Elemental fluorine. Part 4. Use of elemental fluorine for the halogenation of aromatics

New methodolgy for direct iodination of benzenoid compounds has been developed; the aromatic substrate is simply mixed with iodine and sulfuric acid, suspended in an inert medium, such as 1,1,2-trichlorotrifluoroethane (CF2ClCFCl2) or perfluorocarbon, and elemental fluorine is passed through the system at room temperature. High conversions to iodoaromatic products occur, even with some deactivated systems, e.g. nitrobenzene. A very powerful brominating system is produced using the analagous methodology.