17019-26-0

Basic information

• Product Name: 1,2-Propanedione, 1-phenyl-, 2-oxime, (E)-
• CAS NO: 17019-26-0
• Molecular Formula: C9H9NO2
• Molecular Weight: 163.176
• Mol File: 17019-26-0.mol

Chemical Properties

• CAS DataBase Reference: 1,2-Propanedione, 1-phenyl-, 2-oxime, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Propanedione, 1-phenyl-, 2-oxime, (E)-(17019-26-0)
• EPA Substance Registry System: 1,2-Propanedione, 1-phenyl-, 2-oxime, (E)-(17019-26-0)

Safety Data

• Hazardous Substances Data: 17019-26-0(Hazardous Substances Data)

Usage

General Description

1,2-Propanedione, 1-phenyl-, 2-oxime, (E)- is a chemical compound also known as 2-Phenyl-2-propanone oxime, which is a colorless to light yellow liquid at room temperature. It is used as a chemical intermediate in the production of various pharmaceuticals, agrochemicals, and fragrances. It is also commonly used as a reagent in organic synthesis and as a chelating agent in coordination chemistry. 1,2-Propanedione, 1-phenyl-, 2-oxime, (E)- has potential applications in the fields of medicine, agriculture, and fragrance manufacturing, and its versatile properties make it a valuable addition to various chemical processes.

Upstream product

• 17019-18-0 anti-methylphenylglyoxime 
• 93-55-0 1-phenyl-propan-1-one 
• 110-46-3 isopentyl nitrite 
• 579-07-7 1-Phenylpropane-1,2-dione 
• 28867-78-9 (Z)-1-phenyl-1,2-propanedione 2-oxime 
• 7664-93-9 sulfuric acid 
• 25388-20-9 3-methyl-4-phenylisoxazole 
• 29024-92-8 1-hydroximino-1-phenylacetone 
• 14897-67-7 2-nitropropiophenone 

Downstream Products

• 14838-15-4 u-2-amino-1-phenylpropan-1-ol 
• 60-15-1 2-amino-1-phenylpropane 
• 579-07-7 1-Phenylpropane-1,2-dione 
• 5265-18-9 (+/-)-cathinone 
• 4937-86-4 1-phenyl-1,2-propanedione dioxime 
• 17019-18-0 anti-methylphenylglyoxime 
• 143677-98-9 5-methyl-2,2,4-triphenyl-2H-imidazole N-oxide 
• 61487-86-3 C₁₉H₁₈N₂O₅ 
• 24037-94-3 2-Phenyl-1-buten-3-on-oxim-methylaether 
• 37928-06-6 3-methyl-4t-phenyl-4,5-dihydro-isoxazol-5r-ol 
• 2549-30-6 4-Methyl-2,5-diphenyloxazole N-oxide 
• 127503-02-0 1-{(E)-2-[2-[(E)-Hydroxyimino]-1-phenyl-prop-(E)-ylideneamino]-ethylimino}-1-phenyl-propan-2-one oxime 
• 71087-82-6 (E)-2-(acetoxyimino)-1-phenylpropan-1-one 
• 24248-61-1 2-(2,5-diphenyloxazol-4-yl)acetonitrile 

Relevant articles and documents

Visible-Light-Induced Transition-Metal-Free Nitrogen-Centered Radical Strategy for the Synthesis of 2-Acylated 9 H-Pyrrolo[1,2- a]indoles

A convenient and efficient visible-light-induced tandem acylation/cyclization of N-propargylindoles with aryl- or alkyl-substituted acyl oxime esters for the synthesis of 2-acyl-substituted 9H-pyrrolo[1,2-a]indoles under transition-metal-free conditions, which proceeds via nitrogen-centered radical-mediated cleavage of the C-C σ-bond in acyl oxime esters, is established. The aryl or alkyl acyl radicals, which come from acyl oxime esters, attack the C-C triple bonds in N-propargylindoles and then go through intramolecular cyclization/isomerization.

Photocatalytic C-C Bond Activation of Oxime Ester for Acyl Radical Generation and Application

A unified strategy to generate acyl radical from oxime ester via selective C-C bond activation is reported. Under visible-light irradiation, single-electron transfer from fac-Ir(ppy)3 to related oxime takes place followed by a fast β-fragment of C-C bond to yield aryl and aliphatic acyl radicals, subsequently captured by diverse Michael acceptors. More interestingly, the single-electron transfer enables coupling with energy transfer of the excited fac-Ir(ppy)3 via enone intermediate formed in situ for cyclobutane formation.

Nitrosocarbonyl-Henry and Denitration Cascade: Synthesis of α-Ketoamides and α-Keto Oximes

An unprecedented Henry reaction of in situ generated nitrosocarbonyl intermediates and concomitant denitration cascade has been developed. The reaction is catalyzed by organic base at room temperature offering α-ketoamides, a demanding scaffold for drug discovery, in high yields. An alteration of substitution pattern also produced α-keto oximes, a high-value synthon. The protocol features operational simplicity and broad substrate scope.

Discovery of a series of ruthenium(II) derivatives with α-dicarbonylmonoxime as novel inhibitors of cancer cells invasion and metastasis

A series of novel ruthenium(II)-cymene complexes (1–9) with substituted α-dicarbonylmonoximes of general formula [Ru(η6-cymene)(L)Cl] (L?=?N,O-chelating bidentate α-dicarbonylmonoxime derivatives) have been synthesized and characterized by elemental analysis, IR, 1H NMR, 13C NMR spectroscopies, and in three cases by single crystal X-ray diffraction analysis. The most effective compound 9 displays remarkable anti-invasion and anti-metastasis properties without apparent cytotoxicity toward three different human cancer cell lines (MCF-7, Hela and HepG2). Further protein level studies suggest that the anti-metastasis activity of the complexes may result from the increasing expression of E-cadherin and reducing expression of Vimentin.

Beckmann rearrangement of α-oximinoketones

The Beckmann rearrangement of α-oximinoketones gives benzoic acids as chief isolable products. Both first order and second order Beckmann rearrangements have been observed. The occurrence of first order Beckmann rearrangement in these oximinocarbonyl compounds is confirmed through the identification of the products obtained.

Ozonolysis Of Substituted Isoxazoles

The ozonolysis of substituted isoxazoles was investigated.The ozonolysis rates and the products were dependent on the site of the substituent group on isoxazole ring.The reaction mechanism of the ozonolysis of isoxazoles was also proposed.