119-51-7 Usage
Description
1-Phenyl-1,2-propanedione-2-oxime is an organic compound that serves as a versatile reactant and reagent in various chemical reactions and processes. It is characterized by its white to light yellow crystalline appearance.
Uses
1. Used in the synthesis of Cyclometalated Iridium Complexes:
1-Phenyl-1,2-propanedione-2-oxime is used as a reactant for the synthesis of cyclometalated iridium complexes, which are important for photophysical and electrochemical studies. These complexes have potential applications in the development of new materials for optoelectronics and energy conversion.
2. Used in the synthesis of Hydroimidazothiazoles:
1-Phenyl-1,2-propanedione-2-oxime is utilized as a reactant in iodination and cyclization reactions to produce hydroimidazothiazoles. These synthesized molecules have potential applications in various fields, including pharmaceuticals and materials science.
3. Involved in Sonogashira Coupling Reactions:
1-Phenyl-1,2-propanedione-2-oxime plays a role in Sonogashira coupling reactions, which are widely used in organic chemistry to form carbon-carbon bonds between sp2 carbon atoms. This reaction is essential for the synthesis of various organic compounds, including natural products, pharmaceuticals, and advanced materials.
4. Used in the Allylation of Aromatic Aldehydes:
The compound is used as a reactant in the allylation of aromatic aldehydes using imidazole oside catalysts. This reaction is significant for the synthesis of various organic compounds with potential applications in the pharmaceutical and chemical industries.
5. Involved in Beckmann Rearrangement of α-Oximinoketones:
1-Phenyl-1,2-propanedione-2-oxime is involved in the Beckmann rearrangement of α-oximinoketones, a chemical reaction that converts oximes to amides. This rearrangement is a useful method for the synthesis of various amide-containing compounds, which are important in the pharmaceutical and chemical industries.
6. Used as a Reagent in the Colorimetric Determination of Urea:
The compound is used as a reagent in colorimetric methods for the determination of urea. This application is significant in various analytical and diagnostic processes, particularly in the field of medical and environmental testing.
Synthesis Reference(s)
Organic Syntheses, Coll. Vol. 2, p. 363, 1943Tetrahedron Letters, 30, p. 2833, 1989 DOI: 10.1016/S0040-4039(00)99137-8
Check Digit Verification of cas no
The CAS Registry Mumber 119-51-7 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,1 and 9 respectively; the second part has 2 digits, 5 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 119-51:
(5*1)+(4*1)+(3*9)+(2*5)+(1*1)=47
47 % 10 = 7
So 119-51-7 is a valid CAS Registry Number.
InChI:InChI=1/C9H9NO2/c1-7(10-12)9(11)8-5-3-2-4-6-8/h2-6,12H,1H3
119-51-7Relevant articles and documents
Convenient synthesis of 4,5-unsubstituted 3-aroylisoxazoles from methyl aryl ketones and (vinylsulfonyl)benzene in water
Wang, Liang,Tao, Yu,Zhang, Nana,Li, Shubai
, (2021)
A convenient synthesis of 3-aroylisoxazoles from methyl ketones and (vinylsulfonyl)benzene in 2%TPGS-750-M/H2O has been developed. This reaction proceeds via tandem tert-butyl nitrite-promoted Csp3-H functionalization of methyl ketones, 1,3-dipolar cycloaddition and base-catalyzed aromatization, providing the corresponding products in moderate to good yields.
Dual photoredox/palladium-catalyzed C-H acylation of 2-arylpyridines with oxime esters
He, Bin-Qing,Gao, Yuan,Wang, Peng-Zi,Wu, Hong,Zhou, Hong-Bin,Liu, Xiao-Peng,Chen, Jia-Rong
supporting information, p. 373 - 377 (2020/09/11)
An unprecedented dual photoredox/palladium-catalyzed iminyl-radical-mediated C-C bond cleavage and directed ortho C-H acylation of 2-arylpyridines by using oxime esters is described. Oxime esters can serve as efficient acyl sources through formation of the corresponding acyl radicals by photoredox-catalyzed iminyl-radical-mediated C-C bond cleavage. This redox-neutral protocol features excellent regioselectivity, a broad substrate scope, and good functional-group tolerance with respect to both components, giving a broad range of aryl ketones with generally good yields.
NOVEL PROCESS FOR THE PREPARATION OF R-PHENYLACETYLCARBINOL AND β-AMINOALCOHOLS
-
Page/Page column 8; 9, (2020/07/14)
Disclosed herein is a process for the manufacture of (R)-phenylacetylcarbinol ((R)-PAC), (1R,2S). Ephedrine and its salts, (1R,2S)-norephedrine and its salts and 1-(Phenyl/Substituted phenyl)-2-(amino/alkylamino/dialklyamino) propan-1-ol and its salts, by enzymatic reduction of α-isonitrosopropiophenone (INP) and substituted α-isonitrosopropiophenone (substituted INP). The β-amino alcohols, produced by the process of present invention gives their corresponding diastereomers on Walden inversion. The present preparation process of (R)-PAC with (R)-PAC oxime as an intermediate has the advantage, that propiophenone as a key raw material which is easily available and has a low-price, operationally simple with high yield and a single process leading to the synthesis of several 1,2-aminoalcohol/ β- aminoalcohols active pharmaceutical ingredients. The design approach of the process is to reduce environmental impact of the product by comparing to the present manufacturing process.