22603-53-8

Basic information

• Product Name: 2-amino-3,5-dinitrobenzonitrile
• Synonyms: 2-amino-3,5-dinitrobenzonitrile;2, 4-dinitro-6-cyanoaniline
• CAS NO: 22603-53-8
• Molecular Formula: C₇H₄N₄O₄
• Molecular Weight: 208.13106
• EINECS: 245-116-4
• Mol File: 22603-53-8.mol

Chemical Properties

• Melting Point: 217-218 °C
• Boiling Point: 410.8oC at 760 mmHg
• Flash Point: 202.2oC
• Appearance: /
• Density: 1.63g/cm3
• Vapor Pressure: 5.86E-07mmHg at 25°C
• Refractive Index: 1.659
• PKA: -8.17±0.10(Predicted)
• CAS DataBase Reference: 2-amino-3,5-dinitrobenzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-amino-3,5-dinitrobenzonitrile(22603-53-8)
• EPA Substance Registry System: 2-amino-3,5-dinitrobenzonitrile(22603-53-8)

Safety Data

• Hazardous Substances Data: 22603-53-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-amino-3,5-dinitrobenzonitrile is used as a chemical intermediate for the production of pharmaceuticals, contributing to the development of new drugs and medicines.
Used in Dye Industry:
2-amino-3,5-dinitrobenzonitrile is used as a chemical intermediate in the synthesis of dyes, playing a role in the creation of various colorants for different applications.
Used in Organic Compounds Synthesis:
2-amino-3,5-dinitrobenzonitrile is used as a chemical intermediate for the synthesis of other organic substances, facilitating the production of a range of chemical products.
Safety Measures:
Due to its highly explosive nature, 2-amino-3,5-dinitrobenzonitrile is sensitive to heat, friction, or shock, making it hazardous to handle. Strict safety measures must be followed when working with this compound to prevent accidents and ensure worker safety.

InChI:InChI=1/C7H4N4O4/c8-3-4-1-5(10(12)13)2-6(7(4)9)11(14)15/h1-2H,9H2

Upstream product

• 19019-04-6 2-Methoxy-3,5-dinitrobenzonitrile 
• 98389-85-6 2-ethoxy-3,5-dinitro-benzonitrile 
• 27697-45-6 2-chloro-3,5-dinitrobenzonitrile 
• 7664-41-7 ammonia 
• 111-26-2 hexan-1-amine 
• 4110-35-4 3,5-dinitrobenzonitrile 
• 109-73-9 N-butylamine 
• 42747-54-6 2-chloro-3,5-dinitrobenzoyl chloride 
• 6266-51-9 2-chloro-3,5-dinitrobenzamide 
• 609-99-4 3,5-dinitrosalicylic acid 
• 69-72-7 salicylic acid 
• 10496-75-0 2-methoxy-5-nitrobenzylnitrile 
• 873-32-5 2-Chlorobenzonitrile 
• 6609-57-0 2-ethoxybenzonitrile 

Downstream Products

• 68149-13-3 1-(2-cyano-4,6-dinitro-phenylamino)-2,4-dinitronaphthalene 
• 24170-60-3 3-acetylamino-4-(2'-cyano-4',6'-dinitrophenylazo)-N,N-diethylaniline 

Relevant articles and documents

Synthesis process of 2-amino-3,5-dinitrobenzonitrile

The invention provides a synthesis process of 2-amino-3,5-dinitrobenzonitrile. The process comprises the following steps that S1, chlorobenzonitrile and sodium methoxide are dissolved in a specific solvent, a reaction is carried out in an autoclave, after the reaction is completed, the temperature is reduced to the room temperature, an acid is used for neutralizing the mixture to be neutral, and asolvent and a first intermediate 2-methoxybenzonitrile are separated from a reaction filter liquor through rectification; S2, the first intermediate 2-methoxybenzonitrile is dissolved in the solventfor a nitration reaction, the reaction endpoint is monitored through HPLC, after the reaction is completed, elutriation operation is carried out, filtration is carried out to obtain a second intermediate 2-methoxy-3,5-dinitrobenzonitrile, and a solvent and remaining 2-methoxy-3,5-dinitrobenzonitrile are separated from the filter liquor through steam distillation; S3, the second intermediate 2-methoxy-3,5-dinitrobenzonitrile is dispersed in an ammoniation solvent, the mixture is transferred into the autoclave, a certain amount of liquid ammonia is introduced for an ammoniation reaction, and after the reaction is completed, filtration is carried out to obtain the product 2-amino-3,5-dinitrobenzonitrile.

Electrochemical synthesis of nitroanilines

Alkylamines and amides are readily prepared by nucleophilic aromatic substitution of hydrogen in nitroarenes by electrochemical oxidation. Useful yields (15-85%) are achieved in a simple direct and regioselective amination process. The synthetic method has been examined in the absence and presence of external bases, used to promote the first step of the nucleophilic aromatic substitution reaction, i.e. the nucleophilic attack. In both cases, good results were obtained. The unreacted starting material can easily be recovered at the end of the electrochemical oxidation process. This new method represents an environmentally favourable route to amino- and amido-substituted nitroaromatic compounds.

Synthesis and Spectral Characterization of Blue Dyes of the Benzene Series

53 Donor-acceptor substituted azo dyes of the benzene series were prepared by diazonium-coupling reactions (1a-s) or halogen-cyanide exchange (->2a-x, 3a-j).Described are the preparation of the amines 4a-m and the coupling compounds 5a-t and the procedure of diazotizing and coupling.The colouristic and spectroscopic data show that compounds of the general formula 1 are excellent brilliant blue azo dyes usefull for dyeing polyester material.

Navy-blue nitrophenylazonaphthylamino dyes

Disperse monoazo dyes which are useful for the dyeing and printing of polyester fibers in navy-blue shades and which are of the formula: SPC1 Wherein R1 is halogen or CN; R2 is CN or NO2 ; R3 is alkylene; and n is 3 or 4; said dyes having good lightfastness and good hydrolytic stability.