1875-63-4

Usage

Uses

Used in Chemical Synthesis Industry:
2,3-Dinitronaphthalene is used as a chemical intermediate for the production of various dyes and pigments, contributing to the coloration and visual appeal of a wide range of products. Its reactivity allows for the formation of diverse chemical compounds, making it a valuable component in the synthesis process.
Used in Explosives Manufacturing:
Due to its inherent instability and tendency to explode under certain conditions, 2,3-Dinitronaphthalene is utilized as a precursor in the manufacturing of explosives. Its explosive properties render it a critical component in the development of various explosive materials, although its use is strictly regulated and controlled to mitigate safety risks.
Used in Environmental Research:
The potential long-term adverse effects of 2,3-Dinitronaphthalene on the environment, particularly its toxicity to aquatic life, make it a subject of interest in environmental research. Studies on its environmental impact can inform strategies for mitigating its harmful effects and developing safer alternatives for industrial applications.

InChI:InChI=1/C10H6N2O4/c13-11(14)9-5-7-3-1-2-4-8(7)6-10(9)12(15)16/h1-6H

Upstream product

• 91-20-3 naphthalene 

Downstream Products

• 13115-28-1 3-nitronaphthalen-2-amine 
• 38396-21-3 2-Chlor-3-nitro-naphthalin 
• 38410-42-3 3-chloronaphthalene-2-amine 

Relevant academic research and scientific papers

Aromatic nitration in liquid Ag0.51K0.42Na 0.07NO3

(Figure Presented) Aromatic molecules have a strong affinity for silver(I) and dissolve to a limited extent in Ag0.51K0.42Na 0.07NO3, a low-melting eutectic mixture of silver, potassium, and sodium nitrates. Aromatic nitration in this inorganic ionic liquid leads to products which arise from nonelectrophilic substitution pathways.

Free-Radical Nitration of Naphthalene with Nitrogen Dioxide in CCl4 and Implications for Environmental Nitrations

The nitration of naphthalene (NAP) with nitrogen dioxide in carbon tetrachloride occurs via a free-radical mechanism, involving metastable adducts of NAP and 2-4 mol of NO2 per mole of NAP.This free radical nitration system is characterized by (1) low 1-nitronaphthalene/2-nitronaphthalene (1NNAP/2NNAP) ratios and (2) the formation of unexpected dinitronaphthalene isomers, 1,3-dinitronaphthalene (1,3-diNNAP) and 2,3-dinitronaphthalene (2,3-diNNAP), at low conversions.There is strong steric repulsion of the nitro groups in the ORTEP drawing of the 2,3-diNNAP crystal structure (Figure 1).The elimination of HNO2 from a postulated tetranitrotetrahydronaphthalene intermediate is, therefore, suggested to occur under kinetic control.The nitro substituent has a small activating effect toward free-radical nitration in 2NNAP while it has no noticeable effect in 1NNAP, contrasting sharply with conventional electrophilic nitration where the nitro substituent has a very strong deactivating effect.An ionic electrophilic reaction mechanism predominates in solvents of higher polarity and is subject to efficient acid catalysis.We suggest our conditions of free-radical nitration model the gas-phase atmospheric free-radical nitration of NAP, where low 1NNAP/2NNAP ratios and 1,3-diNNAP also have been reported.Thus, free-radical reactions might be responsible for producing some of the nitro-containing polycyclic aromatic hydrocarbon mutagens that are found in the environment.