1080-02-0

Basic information

• Product Name: 4-NITROBENZENEAZOMALONONITRILE
• Synonyms: 4-NITROBENZENEAZOMALONONITRILE;2-(4-Nitrophenyl)hydrazone Propanone;Acetone 4-Nitrophenylhydrazone
• CAS NO: 1080-02-0
• Molecular Formula: C₉H₁₁N₃O₂
• Molecular Weight: 279.2138
• Product Categories: Aromatics Compounds;Aromatics
• Mol File: 1080-02-0.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• Solubility: Chloroform, Dichloromethane, Ethyl Acetate
• CAS DataBase Reference: 4-NITROBENZENEAZOMALONONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-NITROBENZENEAZOMALONONITRILE(1080-02-0)
• EPA Substance Registry System: 4-NITROBENZENEAZOMALONONITRILE(1080-02-0)

Safety Data

• Hazardous Substances Data: 1080-02-0(Hazardous Substances Data)

Usage

Chemical Properties

Yellow Solid

Uses

4-Nitrobenzeneazomalononitrile (cas# 1080-02-0) is a compound useful in organic synthesis.

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 
• 456-27-9 4-nitrobenzenediazonium tetrafluoroborate 
• 3958-63-2 lithium 2-nitropropane 
• 87976-54-3 2-(2,2-dimethyl-1,3-dioxolan-4-ylmethoxy)-2-methoxypropane 
• 87976-53-2 2,2-bis(2,2-dimethyl-1,3-dioxolan-4-ylmethoxy)propane 
• 32795-85-0 2-methoxyphenyl 4'-nitrophenyl ether 
• 7803-57-8 hydrazine hydrate 

Downstream Products

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

Relevant articles and documents

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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.