13544-06-4

Usage

Uses

Used in Pharmaceutical Industry:
2-Nitro-4-(trifluoromethyl)phenylacetonitrile is utilized as a key intermediate in the synthesis of pharmaceuticals. Its unique structural features contribute to the development of biologically active compounds, making it valuable for creating new medications with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, 2-Nitro-4-(trifluoromethyl)phenylacetonitrile serves as an essential building block for the production of agrochemicals. Its incorporation into the molecular structures of these chemicals can enhance their effectiveness in agricultural applications, such as pest control and crop protection.
Used in Specialty Chemicals Synthesis:
2-Nitro-4-(trifluoromethyl)phenylacetonitrile is also employed in the synthesis of specialty chemicals, where its specific functional groups and structural attributes are leveraged to create compounds with tailored properties for various industrial applications.
As a Building Block for Organic Synthesis:
Beyond its applications in specific industries, 2-Nitro-4-(trifluoromethyl)phenylacetonitrile is recognized as a general building block for organic synthesis. Its reactivity and functional group compatibility make it a useful component in the preparation of a wide array of organic compounds.
Safety Considerations:
Given its classification as a hazardous chemical, 2-Nitro-4-(trifluoromethyl)phenylacetonitrile requires careful handling to prevent harm. It may pose risks if ingested, inhaled, or if it comes into contact with the skin, necessitating proper safety measures during its use and storage.

Upstream product

• 61540-35-0 S-(Dimethylthiocarbamoyl)thioglycolonitrile 
• 98-46-4 3-trifluoromethylnitrobenzene 
• 3598-14-9 phenoxyacetonitrile 
• 107-14-2 chloroacetonitrile 
• 98-56-6 4-chlorobenzotrifluoride 
• 121-17-5 2-chloro-3-nitro-5-trifluoromethylbenzene 
• 13544-04-2 Ethyl 2-cyano-2-(2-nitro-4-(trifluoromethyl)phenyl)acetate 

Downstream Products

• 13544-43-9 6-(trifluoromethyl)-1H-indole 
• 922711-80-6 methyl 2-[2-nitro-4-(trifluoromethyl)phenyl]ethanimidoate hydrochloride 
• 922711-85-1 5-([2-nitro-4-(trifluoromethyl)phenyl]methyl)-1H-tetrazole 
• 870220-99-8 2-methyl-2-(2-nitro-4-trifluoromethyl-phenyl)-propionitrile 
• 771579-57-8 C₉H₉F₃N₂O₂ 

Relevant academic research and scientific papers

Efficient methods for the synthesis of arylacetonitriles

Various approaches to [2-fluoro-4-(trifluoromethyl)phenyl]acetonitrile were investigated. Two of these methods were selected and applied to a variety of electron-deficient substrates, thereby expanding the scopes of the procedures.

Synthesis of N-aminoindole ureas from ethyl 1-amino-6-(trifluoromethyl)-1H-indole-3-carboxylate

Two routes to the synthesis of ethyl 6-(trifluoromethyl)-1H-indole-3-carboxylate are described. N-Amination of this key intermediate with O-(diphenylphosphinyl)hydroxylamine and subsequent reactions with aryl isocyanates, using pyridine as solvent, gave t

Kinetics of proton transfer from 2-nitro-4-X-phenylacetonitriles to piperidine and morpholine in aqueous Me2SO. Solvent and substituent effects on intrinsic rate constants. Transition state imbalances

Rate constants (k1(B)) for the deprotonation of 2-nitro-4-X-phenylacetonitrile, 2-X (X = NO2, SO2CH3, CN, CF3, Br, and Cl) by piperidine and morpholine and for the reverse reaction (k-1(BH)) have been determined in 90% Me2SO- 10% water, 50% Me2SO-50% water, and water (X = NO2, SO2CH3, CN only). Bronsted β(B) values (dlog k1(B)/dpK(a)(BH)), Bronsted α(CH) values (dlog k1(B)/dlog K(a)(CH)), and intrinsic rate constants (log k(o) = log(k1/q) for pK(a)(BH)-p K(a)(CH) + log(p/q) = 0) were calculated from these data. α(CH) is smaller than β(B), implying an imbalance wnich is consistent with a transition state in which delocalization of the negative charge into the 2-nitrophenyl moiety lags behind proton transfer. A consequence of this imbalance is that the intrinsic rate constant decreases with increasing electron withdrawing strength of X. For π-acceptor substituents (NO2, SO2CH3, CN) there is a further decrease in k(o) due to a lag in the delocalization of the charge into X. The intrinsic rate constants depend very little on the Me2SO content of the solvent which is shown to be the result of compensation of mainly two competing factors. One is the stabilization of the polarizable transition state by the polarizable Me2SO which increases k(o); the other is attributed to a lag in the solvation of the developing carbanion behind proton transfer at the transition state which leads to a decrease in k(o).

Specific ortho-Cyanomethylation of Nitroarenes via the Vicarious Nucleophilic Substitution of Hydrogen

The vicarious nucleophilic substitution of hydrogen in nitroarenes with acetonitrile derivatives XCH2CN in t-BuOK/THF base/solvent system proceeds exclusively ortho to the nitro group.Strong influence of substituents Z in 3-Z-nitrobenzene derivatives on the orientation has been observed.