234076-75-6

Usage

Physical State

Yellow crystalline substance

Synthesis

Produced by the nitration of anthracene

Chemical Structure

Consists of a central anthracene ring with two nitro groups attached at the 2 and 9 positions

Applications

Used as a precursor in the synthesis of various organic compounds, including dyes, pigments, and pharmaceuticals
Commonly used as a high-energy material in the production of explosives and propellants
Used as a sensitizing agent in the production of industrial explosives

Properties

Explosive nature: Known for its explosive properties
Toxicity: Potential toxicity necessitates proper safety protocols when handling and storing

Upstream product

• 120-12-7 anthracene 

Relevant academic research and scientific papers

Abnormal orientation in nitration of anthracene, pyrene, and perylene with pyridinium nitrate. 2-Nitroanthracene and 4-nitropyrene

Nitration by undissociated nitric acid which presumably forms at thermolysis (115°C) of pyridinium nitrate in pyridine selectively proceeds with respect to aromatic substrates and nonselectively with respect to various positions in aromatic rings. Whereas in electrophilic nitration forms a single isomer of mononitro products, the process under study yields two mononitro isomers, and nitration occurs only with polycyclic hydrocarbons containing a butadiene fragment included into neighboring rings (anthracene, naphthacene, pyrene, and perylene). On the contrary, benzene and its derivatives, naphthalene, phenanthrene, and triphenylene are not nitrated. Beside pyridinium nitrate as nitrating agents giving two isomeric mononitro arenes from polycyclic compounds are used tetranitromethane in pyridine and ammonium nitrate in a mixture pyridine-acetic anhydride. The side products of the reaction are biaryls, quinones (in particular, with unusually located carbonyl groups), and dyes containing aci-nitro and oxo groups.