33685-60-8

Usage

InChI:InChI=1/C14H8N2O4/c17-15(18)13-9-5-1-2-6-10(9)14(16(19)20)12-8-4-3-7-11(12)13/h1-8H

Upstream product

• 120-12-7 anthracene 
• 6596-35-6 tetradecahydroanthracene 
• 112537-61-8 9,9,10-trinitro-9,10-dihydro-anthracene 
• 108-24-7 acetic anhydride 
• 64-19-7 acetic acid 
• 67-66-3 chloroform 
• 10544-72-6 dinitrogen tetraoxide 
• 113160-95-5 C₁₉H₁₆N₂O₆ 

Downstream Products

• 602-60-8 9-nitroanthracene 
• 72-48-0 1,2-dihydroxy-9,10-anthracenedione 
• 52158-23-3 C₂₃H₁₈N₂O₄ 
• 52158-25-5 C₂₃H₁₈N₂O₅ 
• 52158-24-4 C₂₂H₁₅ClN₂O₄ 
• 52308-88-0 C₂₂H₁₆N₂O₄ 

Relevant academic research and scientific papers

ELECTROCHEMISTRY AT ANTHRACENE CRYSTAL/AQUEOUS NO2-, NO3- SOLUTION INTERFACE

Holes (radical cations) were injected into one face of an anthracene crystal slab and discharged at the other face, which was in contact with a neutral aqueous solution containing 1 M NO3- or NO2-.Hole current densities (J) of up to 700 μAcm-2 generated a variety of surface oxidation products including anthraquinone, 9-nitroanthracene (9NA), oxanthrone, anthrone, bianthronyl (BA), and 9,10-dinitroanthracene with both NO3- and NO2- solutions.The amount of BA and 9NA increased as J2.With increasing NO3- concentration, the amount of 9NA produced increased, while that of BA decreased.It was concluded that 9NA is made by cooperation of two holes on adjoining molecules at defect sites.

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.

Efficient One-Pot Synthesis of 2-Nitrophenanthrene and Related Compounds

An efficient one-pot synthesis of 2-nitrophenanthrene, 9,10-dinitroanthracene and 5-nitroacenaphthene by treatment of the corresponding hydrocarbons with of cerium(IV)ammonium nitrate is described.