18617-41-9

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
2-Ethoxy-3,5-dinitropyridine is utilized as a building block for the synthesis of various pharmaceuticals and agrochemicals, contributing to the development of new compounds with therapeutic or pesticidal properties.
Used in High Energy Materials Industry:
2-Ethoxy-3,5-dinitropyridine is employed in the production of high-energy materials such as explosives and propellants, leveraging its explosive properties to enhance the energy output of these materials.
Used in Organic Synthesis:
2-Ethoxy-3,5-dinitropyridine is used as a reagent in organic synthesis processes, particularly for the preparation of heterocyclic compounds, which are important in the creation of a wide range of chemical products.

InChI:InChI=1/C7H7N3O5/c1-2-15-7-6(10(13)14)3-5(4-8-7)9(11)12/h3-4H,2H2,1H3

Upstream product

• 2578-45-2 2-chloro-3,5-dinitropyridine 
• 141-52-6 sodium ethanolate 
• 64-17-5 ethanol 

Downstream Products

• 91974-98-0 (3,5-dinitro-pyridin-2-yl)-p-tolyl-amine 
• 18617-42-0 2-(N-phenylamino)-3,5-dinitropyridine 
• 26820-49-5 (4-chloro-phenyl)-(3,5-dinitro-pyridin-2-yl)-amine 

Relevant academic research and scientific papers

Kinetic and equilibrium studies of σ-adduct formation and nucleophilic substitution in the reactions of 2-chloro-3,5-dinitropyridine and 2-ethoxy-3,5-dinitropyridine with p-substituted anilines in DMSO

Rate and equilibrium results for the reactions of 2-chloro-3,5- dinitropyridine and 2-ethoxy-3,5-dinitropyridine with a series of p-substituted anilines in the presence of 1,4-diazabicyclo[2.2.2]octane (DABCO) were studied in DMSO. The reactions yielded 2

Kinetic and equilibrium studies of σ-adduct formation and nucleophilic substitution in the reactions of 2-phenoxy-3,5-dinitropyridine and 2-ethoxy-3,5-dinitropyridine with aliphatic amines in dipolar aprotic solvents

The reactions of aliphatic amines with 2-phenoxy-3,5-dinitropyridine, 4, and 2-ethoxy-3,5-dinitropyridine, 5, in DMSO result in the rapid reversible formation of anionic σ-adducts at the 6-position. Kinetic studies show that proton transfer from the initially formed zwitterions to base may be rate-limiting. Slower reactions result, except in the case of 5 and piperidine, in displacement of the 2-substituent via intermediates which have lower thermodynamic stabilities than their 6-isomers. Base catalysis of the substitution process is attributed in the case of 4 to rate-limiting proton transfer from zwitterionic intermediates, but in 5 to acid catalysis of ethoxide departure (SB-GA mechanism). X-Ray crystallography of 5 shows a planar non-strained structure although the structure of 2-piperidino-3,5-dinitropyridine, 10c, shows distortion resulting from steric interactions of the 2- and 3-substituents. Kinetic and equilibrium results are compared with those for related reactions of the more sterically strained 2,4,6-trinitrobenzene derivatives. Results for the reactions of 4 and 5 with pyrrolidine in three dipolar aprotic solvents are compared. Values of equilibrium constants for σ-adduct formation decrease in the order DMSO > DMF ? Acetonitrile, while values of rate constants for proton transfer are in the reverse order.