10342-64-0

Basic information

• Product Name: 1-(4-Nitro-phenyl)-ethanone oxime
• Synonyms: 1-(4-Nitro-phenyl)-ethanone oxime;4'-Nitroacetophenone oxime;Methyl(4-nitrophenyl) ketoneoxime;N-[1-(4-nitrophenyl)ethylidene]hydroxylamine
• CAS NO: 10342-64-0
• Molecular Formula: C₈H₈N₂O₃
• Molecular Weight: 180.16
• Mol File: 10342-64-0.mol
• Article Data: 40

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-(4-Nitro-phenyl)-ethanone oxime(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-Nitro-phenyl)-ethanone oxime(10342-64-0)
• EPA Substance Registry System: 1-(4-Nitro-phenyl)-ethanone oxime(10342-64-0)

Safety Data

• Hazardous Substances Data: 10342-64-0(Hazardous Substances Data)

Usage

General Description

1-(4-Nitro-phenyl)-ethanone oxime is a chemical compound with the molecular formula C8H8N2O3. It is a yellow crystalline solid that is synthesized through the reaction between hydroxylamine and 1-(4-nitrophenyl)ethanone. 1-(4-Nitro-phenyl)-ethanone oxime is commonly used in organic synthesis as a reagent in the preparation of various nitrogen-containing compounds. It has also been investigated for its potential pharmacological properties, with research suggesting that it may have anti-inflammatory and antimicrobial effects. However, further studies are needed to fully understand its potential applications in medicine and other fields.

Upstream product

• 540-80-7 tert.-butylnitrite 
• 100-12-9 4-ethylnitrobenzene 
• 100-19-6 (4-nitrophenyl)ethanone 
• 64-17-5 ethanol 
• 882-06-4 4-nitro-trans-cinnamic acid 
• 7803-49-8 hydroxylamine 
• 1747-50-8 4-methyl-N'-[(4-nitrophenyl)methylidene]benzene-1-sulfonohydrazide 
• 6337-25-3 1-(4-phenoxyphenyl)ethan-1-one oxime 
• 5031-78-7 4-phenoxyacetophenone 
• 29342-38-9 1-nitro-1-(4-nitrophenyl)ethane 
• 619-89-6 p-nitrocinnamic acid 

Downstream Products

• 3042-22-6 2-phenyl-1H-pyrrole 
• 58042-93-6 2-phenyl-1-vinyl-1H-pyrrole 
• 1116585-91-1 4-(4-nitrophenyl)-5H-1,2,3-dithiazole-5-thione 
• 1116585-73-9 N-[(5Z)-4-(4-nitrophenyl)-5H-1,2,3-dithiazol-5-ylidene]-N-phenylamine 
• 1171922-88-5 (E)-O-(3-methoxyphenyl)-4'-nitroacetophenone oxime 
• 1171922-83-0 C₁₄H₁₁ClN₂O₃ 
• 1171922-80-7 (E)-O-(4-chlorophenyl)-4'-nitroacetophenone oxime 
• 10319-77-4 N-(4-nitrophenyl)ethanethioamide 
• 1233087-23-4 1-(4-nitrophenyl)ethanone O-allyloxime 
• 104-04-1 N-(4-Nitrophenyl)acetamide 
• 2585-23-1 N-methyl-4-nitrobenzamide 
• 1325764-68-8 C₂₈H₃₀N₂O₇ 
• 1325764-70-2 C₂₉H₃₂N₂O₇ 
• 1325764-71-3 C₂₉H₃₀N₂O₇ 

Relevant articles and documents

Solid-phase synthesis of oximes

In an extremely fast, high efficient and novel method, the reaction of hydroxylamine hydrochloride with a number of aldehydes and ketones under solventless 'dry' condition gave oximes in quantitative yield.

In situ functionalized sulfonic copolymer toward recyclable heterogeneous catalyst for efficient Beckmann rearrangement of cyclohexanone oxime

Exploring environmentally friendly, efficient and recyclable heterogeneous catalysts for low-temperature liquid-phase organic reactions are important for the development of green and sustainable processes. In this work, we applied an in situ sulfonated polymeric solid acid H-PDVB-SO3H for catalyzing liquid-phase Beckmann rearrangements for the first time, with post-sulfonated sample and other various counterparts as control catalysts. H-PDVB-SO3H was prepared by copolymerization of divinylbenzene with sodium p-styrene sulfonate under solvothermal condition, followed by ion-exchanging to convert the polymer into proton form. It possessed a large surface area, plenty of mesopores and high sulfur content, and exhibited the high yield to ε-caprolactam (75%) with quite steady reusability in the heterogeneous Beckmann rearrangement of cyclohexanone oxime. The catalyst also showed good substrate compatibility with such a high reaction rate that the reaction time was as short as 1 h. No any co-catalysts or metals were used in the catalytic system, making the catalyst an environmentally friendly and efficient candidate for Beckmann rearrangements.

Trifluoroacetic Acid Hydroxylamine System as Organocatalyst Reagent in a One-Pot Salt Free Process for the Synthesis of Caprolactam and Amides of Industrial Interest

In this work we studied the reactivity of the Trifluoroacetic acid hydroxylamine system in the one step salt free synthesis of amides from ketones. A particular regards was paid to the caprolactam synthesis because of its industrial relevance. Synthesis, reactivity and characterization of the hydroxylamine trifluoroacetate is given. Fast oximation reaction of several ketones was gained at room temperature (1?h of reaction quantitative conversion for several ketones). In the same reactor, by raising the temperature at 383?K, the Beckmann rearrangement of the so obtained oximes is easily accomplished in the presence of three equivalent of TFA. The possibility of obtaining the trifluoroacetate of the hydroxylamine with a modified nitric acid hydrogenation reactions was verified, too. Reuse of solvent and trifluoroacetic acid is easily achieved by distillation. Graphical abstract: Salt free one-pot caprolactam and amides process catalyzed by CF3COOH, in the presence of NH2OH TFA as the oximation agent.[Figure not available: see fulltext.].

Copper-Catalyzed Annulation of Oxime Acetates with α-Amino Acid Ester Derivatives: Synthesis of 3-Sulfonamido/Imino 4-Pyrrolin-2-ones

A copper-catalyzed annulation of oxime acetates and α-amino acid ester derivatives for the easy preparation of 4-pyrrolin-2-ones bearing a 3-amino group has been developed. This process features the oxidation of amines with oxime esters as the internal oxidant to produce the active 1,3-dinucleophilic and 1,2-dielectrophilic species concurrently. The subsequent nucleophilic cyclization realizes the efficient construction of 4-pyrrolin-2-one derivatives.