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Propanedioic acid, (1-phenylethylidene)-, diethyl ester, also known as diethyl phenylglyoxylate, is an organic compound with the chemical formula C13H14O4. It is a colorless liquid with a molecular weight of 234.25 g/mol. Propanedioic acid, (1-phenylethylidene)-, diethyl ester is derived from propanoic acid, where the hydroxyl group is replaced by a phenyl group and an ethylidene group, and the remaining two carboxylic acid groups are esterified with ethanol. Diethyl phenylglyoxylate is used as a chemical intermediate in the synthesis of various pharmaceuticals, agrochemicals, and other organic compounds. It is characterized by its reactivity, particularly in nucleophilic addition reactions, and is known for its potential use in the preparation of chiral auxiliaries and ligands in asymmetric synthesis.

5294-56-4

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5294-56-4 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 5294-56-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,2,9 and 4 respectively; the second part has 2 digits, 5 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 5294-56:
(6*5)+(5*2)+(4*9)+(3*4)+(2*5)+(1*6)=104
104 % 10 = 4
So 5294-56-4 is a valid CAS Registry Number.

5294-56-4Relevant academic research and scientific papers

Asymmetric Hydrogenation of ?-Aryl Alkylidene Malonate Esters: Installing an Ester Group Significantly Increases the Efficiency

Zhao, Qian-Kun,Wu, Xiong,Li, Lin-Ping,Yang, Fan,Xie, Jian-Hua,Zhou, Qi-Lin

supporting information, p. 1675 - 1680 (2021/03/08)

Herein, we report a practical method for efficient asymmetric hydrogenation of β-aryl alkylidene malonates. With a site-specifically tailored chiral spiro iridium catalyst, a series of β-aryl alkylidene malonate esters were hydrogenated to afford chiral m

Indium (III) mediated Markovnikov addition of malonates and β-ketoesters to terminal alkynes and the formation of Knoevenagel condensation products

Zhang, Ji,Blazecka, Peter G.,Angell, Paul,Lovdahl, Mark,Curran, Timothy T.

, p. 7807 - 7813 (2007/10/03)

The indium(III) triflate mediated addition of active methylene compounds to terminal alkynes has been expanded to use malonates and low boiling terminal alkynes to form the Markovnikov addition products. Indium(III) chloride and indium(III) bromide were also found to be efficient catalysts. Knoevenagel condensation products were isolated when reactions involved a simple malonate or β-ketoester.

Diethyl 2-aryl-3-cyanopropene-1,1-dicarboxylates: New versatile precursors in heterocyclic synthesis

Erian, Ayman W.,Araki, Vivian F.,Aziz, Suzan I.,Sherif, Sherif M.

, p. 661 - 669 (2007/10/03)

An expeditious synthetic route for the title precursor is reported. It provides access to a variety of polyfunctionally substituted pyridines, pyridazines, pyrazolopyridines, thiophenes, and thienopyridines.

New routes to polyfunctionally substituted benzene, pyridazines and thiophene derivatives

Erian, Ayman Wahba,Abdel, Abu Zeid,Hassanien, Baset,Mohamed, Nadia Ragab

, p. 147 - 155 (2007/10/03)

Diethyl 2-phenyl-3-thiocyanopropene-1,1-dicarboxylate (3) as a key precursor in heterocyclic synthesis. The applicability and synthetic potency of 3 are studied to afford unique heterocyclic compounds.

Specific Features of Reactions of Butyl- and Phenylacetylenes with CH-Acids

Badanyan,Chobanyan,Tirakyan,Danielyan

, p. 17 - 20 (2007/10/03)

The reactions of butyl- and phenylacetylenes with cyanoacetic, malonic, and acetoacetic esters and acetylacetone in a polar solvent in the presence of mercuric acetate were studied. Intramolecular cyclization of unsaturated dicarbonyl compounds formed at

Evidence of transannular bonding interaction between two sulfur atoms on photolysis of naphtho[1,8-ef][1,4]dithiepins

Fujii, Takayoshi,Takahashi, Ohgi,Furukawa, Naomichi

, p. 6233 - 6239 (2007/10/03)

Naphtho[1,8-ef][1,4]dithiepins 5 were prepared by the reaction of naphtho[1,8-de]-1,3-dithiins 3 with diethyl diazomalonate in the presence of copper acetylacetonate. The X-ray crystallographic analysis of 2,3-dihydro-2,2-bis(ethoxycarbonyl)-3-phenylnaphtho[1,8-ef][1,4]dithie pin (5a) revealed that the S···S distance is shorter than the sum of their van der Waals radii, indicating that compounds 5 have a strong through-space interaction between the two sulfur atoms. Direct irradiation of 5 with a 500 W high-pressure mercury lamp (313 nm) at room temperature gave the corresponding olefins 6 and naphtho[1,8-cd]-1,2-dithiole (1) quantitatively. The quantum yields of the consumption of 5a and the formation of 6a and 1 were 0.34. The mechanism of this reaction was investigated by examining the effect of sensitization and light intensity. The results indicate that the reaction may proceed by a one-photon process from an excited singlet state. Ab initio calculations were carried out on model compound 7, and it was shown that the excitation to the S1 state causes a bonding interaction between the two sulfur atoms, making the reaction possible.

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