1080-02-0

Usage

Uses

Used in Organic Synthesis:
4-Nitrobenzeneazomalononitrile is used as a key intermediate in the synthesis of various organic compounds. Its chemical structure allows it to participate in a range of reactions, such as condensation, substitution, and addition reactions, leading to the formation of diverse organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-Nitrobenzeneazomalononitrile is used as a building block for the development of new drugs. Its unique chemical properties enable the creation of novel drug candidates with potential therapeutic applications.
Used in Dye Industry:
4-Nitrobenzeneazomalononitrile is also utilized in the dye industry for the production of various types of dyes. Its chemical structure allows for the synthesis of dyes with specific color properties and characteristics, making it a valuable component in the development of new dye products.
Used in Chemical Research:
In the field of chemical research, 4-Nitrobenzeneazomalononitrile serves as an important compound for studying various chemical reactions and mechanisms. Its unique properties make it an ideal candidate for exploring new reaction pathways and understanding the underlying chemistry involved.

Upstream product

• 100-16-3 4-nitrophenylhydrazone 
• 67-64-1 acetone 
• 38825-66-0 1-(propan-2-ylidene)-2-(4-oxo-thiazolidin-2-ylidene)hydrazine 
• 32795-85-0 2-methoxyphenyl 4'-nitrophenyl ether 
• 7803-57-8 hydrazine hydrate 
• 87976-53-2 2,2-bis(2,2-dimethyl-1,3-dioxolan-4-ylmethoxy)propane 
• 87976-54-3 2-(2,2-dimethyl-1,3-dioxolan-4-ylmethoxy)-2-methoxypropane 
• 456-27-9 4-nitrobenzenediazonium tetrafluoroborate 
• 3958-63-2 lithium 2-nitropropane 

Downstream Products

• 554-00-7 2,4-Dichloroaniline 
• 7013-75-4 pyruvaldehyde-2-(4-nitro-phenylhydrazone) 
• 92594-75-7 (1-Isothiocyanato-1-methyl-ethyl)-(4-nitro-phenyl)-diazene 
• 92594-68-8 (1-Isocyanato-1-methyl-ethyl)-(4-nitro-phenyl)-diazene 
• 66661-64-1 C₁₃H₁₅N₃O₄ 
• 13994-43-9 pyruvaldehyde bis-(4-nitro-phenylhydrazone) 
• 91027-25-7 5,5-Dimethyl-2-(4-nitro-phenyl)-[1,2,4]triazolidine-3-thione 
• 73150-88-6 5,5-dimethyl-2-(4-nitro-phenyl)-[1,2,4]triazolidin-3-one 
• 19958-48-6 2,4,4',6-tetranitohydrazobenzene 

Relevant academic research and scientific papers

Radical-nucleophilic substitution (SRN1) reactions. Part 7. Reactions of aliphatic α-substituted nitro compounds

α-Nitrothiocyanates R2C(SCN)NO2 have been prepared by oxidative addition of thiocyanate anion to nitronate anions and undergo SRN1 substitution reactions by loss of thiocyanate with nitronate anions, phenylsulfinate, azide and p-nitro- and p-chloro-benzenethiolates in dipolar aprotic solvents. 2-Nitro-2-thiocyanatopropane and other 2-substituted-2-nitropropanes [Me2C(X)NO2 with X = I, Br, Cl, NO2, PhSO2] react with thiolates by SRN1 reactions and/or redox reactions to give disulfides by a polar abstraction or chain SET (SET2) mechanisms. The products are dependent on the nucleophilicity of the thiolates, the polarisability of the α-substituent, the solvent and the presence of light catalysis, radical traps or strong electron acceptors. 2-Substituted-2-nitropropanes [Me2C(X)NO2 with X = N3, NO2, CN, p-NO2-C6H4-N=N] undergo SRN1 substitutions with thiolates by loss of nitrite. 2-Substituted-2-nitropropanes Me2C(X)NO2 and thiolates only yield disulfides in methanol due to solvation of the nitro groups.

REACTIONS OF PENTAFLUOROPHENYLHYDRAZINE AND SOME OF ITS N'-ACYL DERIVATIVES WITH COMPOUNDS CONTAINING A TRICHLOROMETHYL GROUP IN THE PRESENCE OF ALUMUNIUM CHLORIDE

The reactions of pentafluorophenylhydrazine and also of N'-benzoyl-, N'-pentafluorobenzoyl-, and N'-acetylpentafluorophenylhydrazines and decafluorohydrazobenzene with CCl3R (R=Cl, C6H5, C6F5) in the presence of aluminium chloride were investigated.The main products from the reaction of pentafluorophenylhydrazine with the reagents were N-pentafluorophenylhydrazonodichloromethane and N-pentafluorophenylhydrazonoaryl chlorides.Derivatives of 1,3,4-oxadiazol-2-in-5-one were formed in the reactions of N'-acylpentafluorophenylhydrazines with carbon tetrachloride in the pres ence of aluminium chloride.When heated with carbon tetrachloride and aluminium chloride, decafluorohydrazobenzene disproportionates with the formation of decafluoroazobenzene and pentafluoroaniline.

Synthesis, spectral and structural studies, and an evaluation of the hydrogen bonding of some phenylhydrazones

A series of 46 phenylhydrazones, some novel, containing a variety of structural types has been synthesised. These have been studied by 1H n.m.r. and i.r. spectroscopy with respect to potential inter- and intra-molecular hydrogen bonding. ortho-Nitro or -carbonyl groups form strong hydrogen bonds to the imino-group which are readily observed by 1H n.m.r. but not by i.r. spectroscopy. 'Terminal' carbonyl groups also form strong hydrogen bonds to the imino-group and these can be detected by both i.r. and 1H n.m.r. spectroscopy. When both ortho-nitro- or -carbonyl groups and 'terminal' carbonyl groups are present the imino hydrogen atom is doubly hydrogen bonded and this is apparent in the 1H n.m.r. spectrum. The formation of an intramolecular hydrogen bond in the phenylhydrazone prevents the formation of an intermolecular hydrogen bond between the phenylhydrazone and a polar solvent.