4110-33-2

Basic information

• Product Name: 2 4-DINITROBENZONITRILE 97
• Synonyms: 2 4-DINITROBENZONITRILE 97;Benzonitrile,2,4-dinitro-;2,4-Dinitrobenzonitrile 97%
• CAS NO: 4110-33-2
• Molecular Formula: C₇H₃N₃O₄
• Molecular Weight: 193.11642
• Product Categories: C6 to C7;Cyanides/Nitriles;Nitrogen Compounds
• Mol File: 4110-33-2.mol
• Article Data: 24

Chemical Properties

• Melting Point: 100-103 °C(lit.)
• Boiling Point: 395.1°C at 760 mmHg
• Flash Point: 55 °F
• Appearance: /
• Density: 1.55g/cm³
• Vapor Pressure: 1.88E-06mmHg at 25°C
• Refractive Index: 1.615
• CAS DataBase Reference: 2 4-DINITROBENZONITRILE 97(CAS DataBase Reference)
• NIST Chemistry Reference: 2 4-DINITROBENZONITRILE 97(4110-33-2)
• EPA Substance Registry System: 2 4-DINITROBENZONITRILE 97(4110-33-2)

Safety Data

• Hazard Codes: F,Xn
• Statements: 11-20/21/22
• Safety Statements: 16-36
• RIDADR: UN 1325 4.1/PG 2
• WGK Germany: 3
• Hazardous Substances Data: 4110-33-2(Hazardous Substances Data)

Usage

Description

2,4-Dinitrobenzonitrile, also known as 2,4-DNBN, is an organic compound that is formed as a reaction product from the elimination reactions of (E)-2,4-dinitrobenzaldehyde O-aryloximes. It is obtained from the reaction between (E)-2,4-dinitrobenzaldehyde O-benzoyloxime with i-Pr2NH in methylcyanide. 2 4-DINITROBENZONITRILE 97 is characterized by its nitro and nitrile functional groups, which contribute to its chemical reactivity and potential applications in various fields.

Uses

Used in Chemical Synthesis:
2,4-Dinitrobenzonitrile is used as a key intermediate in the synthesis of various organic compounds, including pharmaceuticals and agrochemicals. Its unique structure allows for further functionalization and modification, making it a versatile building block in organic chemistry.
Used in the Synthesis of N′-hydroxy-2,4-dinitrobenzimidamide:
One specific application of 2,4-Dinitrobenzonitrile is in the synthesis of N′-hydroxy-2,4-dinitrobenzimidamide, which is an important compound with potential applications in the pharmaceutical industry. The nitro groups in 2,4-Dinitrobenzonitrile can be reduced to hydroxylamine derivatives, which can then be used to form the imidamide structure.
Used in the Chemical Industry:
In the chemical industry, 2,4-Dinitrobenzonitrile can be used as a starting material for the production of various other nitro compounds, which are widely used as intermediates in the synthesis of dyes, plastics, and other materials. Its reactivity and functional groups make it a valuable component in the development of new chemical products.
Used in Research and Development:
Due to its unique chemical properties, 2,4-Dinitrobenzonitrile is also used in research and development for the exploration of new reaction pathways and the discovery of novel compounds with potential applications in various fields, such as pharmaceuticals, materials science, and environmental chemistry.

InChI:InChI=1/C7H3N3O4/c8-4-5-1-2-6(9(11)12)3-7(5)10(13)14/h1-3H

Upstream product

• 18300-85-1 2,4-dinitro-benzenediazonium 
• 74381-46-7 2,4-dinitro-benzaldehyde phenylhydrazone 
• 13435-20-6 tetraethylammoniumcyanide 
• 97-00-7 1-chloro-2,4-dinitro-benzene 
• 203127-48-4 (E)-2,4-dinitrobenzaldehyde O-pivaloyloxime 
• 584-48-5 2,4-dinitrobromobenzene 
• 77287-34-4 formamide 
• 105-56-6 ethyl 2-cyanoacetate 
• 1426689-52-2 C₁₄H₇F₃N₄O₇ 
• 1426689-51-1 C₁₄H₁₀N₄O₇ 
• 931-97-5 1-hydroxy-1-cyclohexanecarbonitrile 
• 610-30-0 2,4-dinitrobenzoic acid 
• 766-17-6 (2R,6S)-2,6-dimethylpiperidine 
• 108-18-9 diisopropylamine 

Downstream Products

• 855290-54-9 4-nitro-2-p-tolylsulfanyl-benzonitrile 
• 855290-55-0 2-nitro-4-p-tolylsulfanyl-benzonitrile 
• 836611-13-3 4-nitro-2-(phenylthio)benzonitrile 
• 71466-58-5 4-(1-Adamantyl)-2-nitrobenzonitril 
• 71466-59-6 1-(1-Adamantyl)-2-cyano-5-nitrobenzol 
• 37705-82-1 2,4-diaminobenzonitrile 
• 97112-62-4 2-nitro-4-piperidino-benzonitrile 
• 1197199-73-7 N-(7-(4-((4'-chlorobiphenyl-2-yl)methyl)piperazin-1-yl)quinazolin-4-yl)-3-nitro-4-(2-(phenylthio)ethylamino)benzenesulfonamide 
• 1197199-79-3 N-(7-[4-fluorophenyl]quinazolin-4-yl)-4-((1-(phenylthio)ethan-2-yl)amino)-3-nitrobenzenesulfonamide 
• 1027345-23-8 7-(4-((4'-chlorobiphenyl-2-yl)methyl)piperazin-1-yl)quinazolin-4(3H)-one 
• 54166-80-2 ethyl ((2-(aminocarbonyl)-5-methoxyphenyl)amino)(oxo)acetate 
• 1258307-90-2 S-4-nitro-2-cyanophenyl-N-acetylcysteine 
• 1027345-03-4 N-(7-{4-[(2-(4-chlorophenyl)-5,5-dimethylcyclohex-1-en-1-yl)methyl]piperazin-1-yl}quinazolin-4-yl)-4-(((R)-3-(morpholin-4-yl)-1-(phenylsulfanylmethyl)prop-1-yl)amino)-3-(trifluoromethanesulfonyl)benzenesulfonamide 
• 1027344-99-5 N-(7-{4-[(2-(4-chlorophenyl)-5,5-dimethylcyclohex-1-en-1-yl)methyl]piperazin-1-yl}quinazolin-4-yl)-4-(((R)-3-dimethylamino-1-(phenylsulfanylmethyl)prop-1-yl)amino)-3-(trifluoromethanesulfonyl)benzenesulfonamide 

Relevant articles and documents

-

-

Immobilized palladium nanoparticles on a cyclodextrin-polyurethane nanosponge (Pd-CD-PU-NS): An efficient catalyst for cyanation reaction in aqueous media

Immobilized palladium nanoparticles on a cyclodextrin-polyurethane nanosponge (Pd-CD-PU-NS) were found to be an efficient heterogeneous catalyst in the cyanation reaction of aryl halides in aqueous media. This catalyst system is containing palladium nanoparticles with a size of ～7 nm. Moreover, the CD-PU-NS support formed microsphere-shaped structures with a size of ～100–200 nm. The TEM images show that Pd nanoparticles were formed in near spherical shape morphology and were immobilized in the structure of the CD-PU-NS support. Under our optimized reaction conditions, aryl cyanides were obtained in high yields in the presence of the Pd-CD-PU-NS catalyst. Our results demonstrated that the Pd-CD-PU-NS catalyst is highly effective in the cyanation reaction in aqueous media. Furthermore, the catalyst could be simply extracted from the reaction mixture, providing an efficient methodology for the synthesis of aryl cyanides. The Pd-CD-PU-NS catalyst could be recycled four times with almost consistent catalytic efficiency.

Eliminations from (E)-2,4-dinitrobenzaldehyde O-aryloximes promoted by R3N/R3NH+ in 70 mol% MeCN(aq). Effects of leaving group and base-solvent on the nitrile-forming transition-state

Elimination reactions of (E)-2,4-(NO2)2C 6H2CH=NOC6H3-2-X-4-NO2 (1a-e) promoted by R3N/R3NH+ in 70 mol % MeCN(aq) have been studied kinetically. The reactions are second-order and exhibit Broensted β = 0.80- 0.84 and |βlg| = 0.39-0.42, respectively. For all leaving groups and bases employed in this study, the β and |βlg| values remained almost the same. The results can be described by a negligible pxy interaction coefficient, pxy = δβ/pKlg = δβlg/pK-azip 0, which describes the interaction between the base catalyst and the leaving group. The negligible pxy interaction coefficient is consistent with the (E1cb) irr mechanism. Change of the base-solvent system from R 3N/MeCN to R3N/R3NH+-70 mol % MeCN(aq) changed the reaction mechanism from E2 to (E1cb)irr. Noteworthy was the relative insensitivity of the transition state structure to the reaction mechanism change.