82-34-8

Usage

Chemical Properties

Yellow needles from AcOH;yellow plates by sublimation; soluble in EtOH and Et2O; slightly soluble in EtOAc, benzene and CHCl3; insoluble in water.

Hazard

Hepatotoxic; moderately toxic; may cause hepatocellular neoplasms, subcutaneous fibromas, subcutaneous hemangiosarcomas, and type II pneumocyte proliferation.

InChI:InChI=1/C14H7NO4/c16-13-8-4-1-2-5-9(8)14(17)12-10(13)6-3-7-11(12)15(18)19/h1-7H

Upstream product

• 120-12-7 anthracene 
• 82-49-5 1-anthraquinonesulfonic acid 
• 54401-95-5 1-nitroso-anthraquinone 
• 2159-38-8 2-(3'-nitrobenzoyl)benzoic acid 
• 129-37-3 8-nitro-9,10-dioxo-9,10-dihydro-anthracene-1-sulfonic acid 
• 36925-31-2 1-nitroanthraquinone 
• 84-65-1 9,10-phenanthrenequinone 
• 108030-46-2 (E,E)-1-(N,N-dimethylamino)-4-nitro-1,3-butadiene 
• 130-15-4 [1,4]naphthoquinone 
• 7697-37-2 nitric acid 
• 523-27-3 9,10-Dibromoanthracene 
• 64-19-7 acetic acid 
• 7664-93-9 sulfuric acid 
• 7647-01-0 hydrogenchloride 

Downstream Products

• 4946-83-2 1-piperidinoanthraquinone 
• 345265-55-6 1-(piperazin-1-yl)-9,10-anthraquinone 
• 129-43-1 1-hydroxyanthraquinone 
• 5960-64-5 1-(benzylamino)-9,10-anthraquinone 
• 82-39-3 1-methoxyanthracene-9,10-dione 
• 2944-19-6 1-(4-methylanilino)anthraquinone 
• 19795-96-1 1-anilido-o-carboxy-9,10-anthracene-dione 
• 82-45-1 1-amino-9,10-anthracenedione 
• 100-52-7 benzaldehyde 
• 82-38-2 1-(methylamino)anthraquinone 
• 2944-28-7 1-(phenylamino)anthraquinone 
• 145708-04-9 1-p-tolylsulfanyl-anthraquinone 
• 6370-67-8 1.2'-Dianthrimid 
• 82-28-0 disperse orange 11 

Relevant academic research and scientific papers

Photoinduced electron transfer from excited [tris(2,2'- bipyridine)ruthenium(II)]2+ to a series of anthraquinones with small positive or negative Gibbs energy of reaction. Marcus behavior and negative activation enthalpies

In the electron transfer (ET) quenching reactions of electronically excited *Ru(bpy)32+ in acetonitrile an increase of the rate constant k(q) is observed in the series of 2-methyl-, 1-chloro-, and 1-nitro-anthraquinone as quenchers. If alkali salts are used as supporting electrolytes the AQ·- radical anions are found to form specific associates with the alkali cations. In the presence of non-associating tetraalkylammonium salts the system follows the predictions of Marcus theory. Numerical methods are developed which allow the determination of the rate constants of the conventional reaction scheme. This analysis shows that the quantum yield of free AQ*- radical anion formation is governed by the interplay of forward, reverse and back ET. Negative activation enthalpies are found for the activation controlled quenching reactions. From the numerical analysis of the system of rate constants it is inferred that this phenomenon is due to the elementary ET step in the reaction sequence. We discuss the pre-equilibrium and elementary reaction models for reactions with negative activation enthalpy and present, to our knowledge, the first example of successful discrimination between them.

Clamping device anthraquinone compound in the preparation of antineoplastic application

The invention relates to application of dianthraquinonyl, in particular to application of dianthraquinonyl compounds to preparing anti-tumor medicine. Radioactive therapeutic nuclides are labeled on dianthraquinonyl medicine, and accordingly the labeled medicine with excellent tumor targeting can be obtained. The application has the advantages that the compounds can be gathered on dead cells and tissues in tumors and are provided with instable chemical elements or isotopes, accordingly, radiation can occur, surrounding cells and tissues can be destroyed, and the purpose of treating tumors can be achieved.

The invention relates to a pyrrolidone ionic liquid as catalyst preparation 1 - nitroanthraquinone method

The invention belongs to the technical field of anthraquinone dye intermediate synthesis, and particularly relates to a method for preparing 1-nitroanthraquinone through location nitration by using pyrrolidinone ionic liquid as a catalyst. The method comprises the step of preparing the 1-nitroanthraquinone by using anthraquinone and a nitration agent as raw materials and using the pyrrolidinone ionic liquid as the catalyst. The method has the advantages that the purity of the crude 1-nitroanthraquinone product obtained in a catalytic nitration process is increased to 90% or more, the catalyst preparation is simple, the cost is reduced, and the quantity of solid waste residues generated in a refinement process is reduced.

A 1-aminoanthraquinone method for the synthesis of

The invention relates to a method for synthesizing 1-aminoanthraquinone. According to the method, the dosage of anthraquinone and nitric acid is adjusted in a mixed solvent in the presence of a catalyst, the depth of nitrification is controlled, anthraquinone is subjected to partial nitrification by using a mixed-acid nitrification method, so as to produce 1-nitroanthraquinone, and then, 1-aminoanthraquinone is synthesized through reduction reaction; the solvent used is one or more of dichloroethane, dimethyl formamide, xylene, chlorobenzene and toluene; mixed acid used means a mixture prepared from fuming nitric acid and fuming sulfuric acid; the catalyst used is para-toluenesulfonic acid and salt thereof; during the nitrification of the method, 1-nitroanthraquinone is mainly produced, and 1,8-dinitroanthraquinone, 1,5-dinitroanthraquinone, 1,7-dinitroanthraquinone, 1,6-dinitroanthraquinone and 2-nitroanthraquinone are not produced; the yield of the product, namely 1-aminoanthraquinone, is 95-99%, the purity is high (over 99%), refining is not required, the production cost is low, the operation is simple and convenient, and the industrial production is convenient to realize.

Non-reductive conversion of 1-nitro-9,10-anthraquinone to 1-amino-9,10-anthraquinones

Heating 1-nitro-9,10-anthraquinone 2 with ureas 4 in N,N,N',N'-tetramethylurea (TMU) at around 130 °C resulted in the displacement of the nitro group by the amino groups, leading to the corresponding aminoanthraquinones 5 in good yields.

An efficient procedure for the preparation of 1-nitroanthraquinone

A novel and efficient method is developed for the selective mono nitration of anthraquinone (1). A mixture of fuming nitric acid, sulfuric acid and phosphoric acid in carbon tetrachloride is introduced as a new nitrating system for the high yield preparation of 1-nitroanthraquinone.

NITRATION OF AROMATIC COMPOUNDS CATALYZED BY ZrO2/SO42-

Catalytic activity was demonstrated for zirconium dioxide, which is a solid acid, modified by sulfate ions in the nitration of inactive aromatic compounds.

Process for the preparation of 1-nitroanthraquinone

A process for the preparation of 1-nitroanthraquinone by oxidising 1-nitro-5,8,11,12-tetrahydroanthraquinone with oxygen, inorganic peroxo compounds or metal oxides.

Nitrodienamines: An Easy Synthesis and Cycloaddition Reactions with α,β-Unsaturated Carbonyl Compounds and Quinones

The nitrodienamine 6 was synthesized through the vinamidinium salt 7.The reactivity of 6 was investigated with the α,β-unsaturated carbonyls and styrene 8-14, and the quinones 15, 16, 25, 29, 31, 33, 37, and 41.Keywords: nitrodienamine; synthesis; cycloaddition; α,β-unsaturated carbonyl; quinone; vinamidinium salt