6313-44-6

Usage

Uses

Used in Dye and Pigment Synthesis:
10-Nitroanthrone is used as an intermediate for the synthesis of dyes and pigments, contributing to the production of colorants for various applications due to its chemical properties.
Used in Pharmaceutical Production:
In the pharmaceutical industry, 10-Nitroanthrone serves as an intermediate, playing a crucial role in the development of medicinal compounds, given its reactivity and structural features.
Used in Fluorescent Whitening Agent Manufacturing:
10-Nitroanthrone is utilized in the manufacturing process of fluorescent whitening agents, which are essential for enhancing the appearance of whiteness in various products.
Used as a Reagent for Heavy Metal Detection:
10-Nitroanthrone is employed as a reagent for the detection of trace amounts of heavy metals, given its analytical properties that allow for sensitive and accurate measurements.

InChI:InChI=1/C14H9NO3/c16-14-11-7-3-1-5-9(11)13(15(17)18)10-6-2-4-8-12(10)14/h1-8,13H

Upstream product

• 120-12-7 anthracene 
• 1564-64-3 9-Bromoanthracene 
• 7697-37-2 nitric acid 
• 64-19-7 acetic acid 
• 110-86-1 pyridine 
• 98-95-3 nitrobenzene 

Downstream Products

• 72-48-0 1,2-dihydroxy-9,10-anthracenedione 
• 434-85-5 bianthrone 

Relevant academic research and scientific papers

Enzymatic Cleavage of Aryl Acetates

Seven enzymes have been screened for the cleavage of aryl acetates. Phenyl and naphthyl acetates react with lipases and esterases, whereas the sterically demanding anthracene acetate gave a conversion only with porcine liver esterase and esterase 2 from Bacillus subtilis (BS2). These two enzymes have been employed on a preparative (0.5 mmol) scale and afforded cleavage products in 91 and 94 % yields, even for anthracene acetate. Thus, this method is superior to chemical cleavage with catalytic amounts of sodium methoxide (Zemplén conditions), which gave only low conversions. Finally, regioselectivity has been achieved with an anthracene bisacetate, in which an ethyl group controls the cleavage of the first acetate. This indicates that steric interactions play a crucial role in the enzymatic cleavage of aryl acetates, which might be interesting for future applications or the development of enzyme inhibitors.

Gas/Solid Reactions with Nitrogen Dioxide

Numerous gas/solid reactions of nitrogen dioxide with organic substrates are investigated preparatively and mechanistically.Gaseous NO2 reacts with crystalline stable free radicals (nitroxyls 1, verdazyl 6) by electron transfer.The nitrite ions formed are irreversibly oxidized by NO2 via oxygen atom transfer.Solid cation nitrates are formed quantitatively.Thione bonds of thiohydantoins 8 are transformed to carbonyl bonds with formation of sulfur and NO presumably via nitrites as intermediates.Hydantoin 13 oxygenates at its free 5-methylene group via C-H abstraction and nitrite or it undergoes N-1 nitration via N-H abstraction depending on the conditions.Both reactions proceed quantitatively. 1,3-Oxazolidin-2-one (15) gives N-nitration and N-nitrosation with the NO produced.Nonenolized crystalline barbituric acids 17 are quantitatively nitrated (C-N bond formation with radicals) at their methylene groups. 4-Hydroxybenzaldehyde (19) and vanilline (22) give quantitative aromatic nitration (C-N bond formation with arenes) without melting.All possible regioisomers are formed.Solid 9-methylanthracene (26) gives a quantitative yield of its 10-nitro derivative 27.Crystalline anthracene (28) and gaseous NO2 yield 3 primary products 29 (cis; trans) and the new dimeric product 30 as well as the stable secondary products 31 and 32.The gas/solid tetranitration of tetraphenylethylene (33) is severely hindered by the water of reaction.However, a 95percent yield of pure tetrakis(p-nitrophenyl)ethylene is obtained if the drying agent MgSO4*2H2O is admixed and the product 34 extracted.The gas/solid procedures avoid solvents and fuming nitric acid.They give pure products without necessity for recrystallization in most cases and they avoid wastes.Atomic force microscopy (AFM) measurements on prominent faces of single crystals of 1a, 11a, 28, and 33 reveal phase rebuildings with well-directed long-range molecular transport.Nanoliquids were only present on (110) of 28.The characteristic AFM features are correlated with known X-ray crystal structure data and compared with previous results.The shape of the features depends on the molecular packing in the crystal bulk and on the molecular shapes.Molecular interpretations of the AFM features are given.