4469-64-1

Basic information

• Product Name: Propanedioic acid, (2-phenyl-2-propenyl)-, diethyl ester
• CAS NO: 4469-64-1
• Molecular Formula: C16H20O4
• Molecular Weight: 276.332
• Mol File: 4469-64-1.mol

Chemical Properties

• CAS DataBase Reference: Propanedioic acid, (2-phenyl-2-propenyl)-, diethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Propanedioic acid, (2-phenyl-2-propenyl)-, diethyl ester(4469-64-1)
• EPA Substance Registry System: Propanedioic acid, (2-phenyl-2-propenyl)-, diethyl ester(4469-64-1)

Safety Data

• Hazardous Substances Data: 4469-64-1(Hazardous Substances Data)

Upstream product

• 996-82-7 sodium diethylmalonate 
• 591-50-4 iodobenzene 
• 463-49-0 1,2-propanediene 
• 78925-93-6 2-Acetoxy-2-(2-phenyl-allyl)-malonic acid diethyl ester 
• 109045-76-3 (2-phenylprop-1-en-3-yl)trimethylammonium iodide 
• 105-53-3 diethyl malonate 
• 98-80-6 phenylboronic acid 
• 801240-62-0 2-[2-(toluene-4-sulfonyloxy)-allyl]-malonic acid diethyl ester 
• 6006-81-1 3-hydroxy-2-phenylpropene 
• 3360-54-1 3-bromo-2-phenylprop-1-ene 
• 609-09-6 Diethyl ketomalonate 
• 98-83-9 isopropenylbenzene 

Downstream Products

• 1182706-29-1 C₃₀H₃₆O₈ 
• 4469-66-3 4-Phenyl-2-methoxycarbonyl-4-enoic acid methyl ester 
• 4300-13-4 dimethyl 2-(2-phenylpropyl)malonate 
• 16433-43-5 4-phenyl-1-pentanoic acid 
• 4469-65-2 2-(2-phenylallyl)malonic acid 

Relevant articles and documents

Direct Allylation of Active Methylene Compounds with Allylic Alcohols by Use of Palladium/Phosphine-Borane Catalyst System

The C?C bond formation between active methylene compounds and allylic alcohols has been newly developed by using a palladium complex as a catalyst together with a phosphine-borane ligand. The best phosphine-borane ligand for this direct allylation has bee

A Dual-Catalytic Strategy to Direct Asymmetric Radical Aminotrifluoromethylation of Alkenes

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A study on the electronic effect of reactions of π-allylpalladiums using 2-arylsulfonyloxy-3-chloropropenes with ethyl malonate and their synthetic utilization

We have studied in detail the electronic effect on the reactions of π-allylpalladium with nucleophiles during the reactions of 2-arylsulfonyloxy-3-chloroprop-1-ene with diethyl malonate. The reaction rates increase increasing with the electron-with-drawing effects. We have also shown some synthetic utilization using these 2-arylsulfonyloxyprop-1-enes.

ALLYLIC CHAIN TRANSFER AGENTS

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THE REACTION OF QUATERNARY AMMONIUM SALTS DERIVED FROM 2-ARYL-3-(N,N-DIMETHYLAMINO)-1-PROPENES WITH SOME ENOLATE ANIONS

A variety of quaternary ammonium salts derived from 2-aryl-3-(N,N-dimethylamino)-1-propenes have been reacted with enolate anions derived from several activated methylene compounds.The reactions represent clean and efficient methodology for the elaboration of the 2-aryl-1-propene system.

CARBOPALLADATION OF ALLENIC HYDROCARBONS. A NEW WAY TO FUNCTIONALIZED STYRENES AND 1,3-BUTADIENES.

The palladium-catalyzed coupling reaction of allenes, vinyl or aryl halides and stabilized carbanions is described: ?-allyl palladium complexes are formed by addition of a vinyl or an aryl-palladium complex to an allenic hydrocarbon and trapped by the sodium enolate of diethyl malonate giving rise with good yields to β-butadienyl or β-styryl malonates.With monoalkyl allenes, the reaction is regiospecific with attack of the nucleophile on the unsubstituted carbon of the intermediate ?-allyl complex and in many cases highly stereoselective with the predominant formation of the E configuration for the trisubstituted double bond of the diene.This configuration was demonstrated by 1H NMR using NOE difference spectroscopy.

SYNTHESE DE DIENES-1,3 ET DE STYRENES FONCTIONNALISES PAR CARBOPALLADATION CATALYTIQUE D'ALLENES

The palladium (0) catalysed reaction of aryl and vinyl halides in the presence of sodium ethyl malonate leads with good yields and in certain cases with high stereoselectivity to styrenes and 1,3-butadienes derivatives.

GENERATION OF ESTER ENOLATES BY REDUCTIVE α-DEACETOXYLATION

Diethyl allylmalonates or 2 arylalkanoic esters are prepared in good yield by reductive α-deoxygenation of the corresponding α-acetoxy or α-alkoxy esters.Since the intermediate ester enolates are generated under aprotic conditions, a one pot reductive-alkylation is also possible.One application of this procedure allows diethyl oxomalonate to serve as a conjunctive reagent for stitching together an alkene and an alkyl halide with a malonyl group as linchpin.