70484-46-7

Basic information

• Product Name: Propanedioic acid, (2-methylphenyl)-, diethyl ester
• CAS NO: 70484-46-7
• Molecular Formula: C14H18O4
• Molecular Weight: 250.295
• Mol File: 70484-46-7.mol
• Article Data: 18

Chemical Properties

• CAS DataBase Reference: Propanedioic acid, (2-methylphenyl)-, diethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Propanedioic acid, (2-methylphenyl)-, diethyl ester(70484-46-7)
• EPA Substance Registry System: Propanedioic acid, (2-methylphenyl)-, diethyl ester(70484-46-7)

Safety Data

• Hazardous Substances Data: 70484-46-7(Hazardous Substances Data)

Upstream product

• 95-49-8 2-methylchlorobenzene 
• 105-53-3 diethyl malonate 
• 95-46-5 2-methylphenyl bromide 
• 644-36-0 o-methylphenylacetic acid 
• 40291-39-2 ethyl 2-(2-methylphenyl)acetate 
• 105-58-8 Diethyl carbonate 
• 623-49-4 ethyl cyanoformate 
• 7294-50-0 tri-o-tolylboroxine 
• 5256-74-6 1,3-diethyl 2-diazopropanedioate 
• 108-88-3 toluene 
• 19213-72-0 ethyl 1-imidazolecarboxylate 
• 615-37-2 ortho-methylphenyl iodide 
• 624-31-7 4-tolyl iodide 
• 37892-24-3 potassium diethyl malonate 

Downstream Products

• 49769-79-1 dimethyl 2-(2-methylphenyl)malonate 
• 129592-98-9 2-amino-2-(o-tolyl)acetic acid 
• 153742-05-3 dimethyl 2-methyl-2-(2-methylphenyl)malonate 
• 203314-21-0 2-(o-methylphenyl)malonic acid 

Relevant articles and documents

A Unified and Desymmetric Approach to Chiral Tertiary Alkyl Halides

Enantioenriched tertiary alkyl halides are prevalent in bioactive molecules and can serve as versatile synthetic intermediates to construct complex structures. While conventional access to these motifs often hinges on stereoselective carbon-halogen or carbon-carbon bond formation reactions, desymmetric approaches using halogenated and prochiral tetrasubstituted carbons are largely elusive in comparison. Here, we report that a suite of dinuclear zinc catalysts with a prolinol- or pipecolinol-derived tetradentate ligand can reductively desymmetrize a large collection of easily available halomalonic esters to α-halo-β-hydroxyesters. These polyfunctionalized tertiary alkyl fluorides, chlorides, and bromides proved to be useful intermediates toward fluorinated drug analogs and polyhalogenated monoterpenes. The facile intramolecular epoxidation of the chiral chloride and bromide products has also enabled expeditious access to natural products containing tertiary alcohol motifs.

OXIDATIVE COUPLING OF ARYL BORON REAGENTS WITH SP3-CARBON NUCLEOPHILES, AND AMBIENT DECARBOXYLATIVE ARYLATION OF MALONATE HALF-ESTERS VIA OXIDATIVE CATALYSIS

Described herein are methods of oxidative coupling of aryl boron reagents with sp3-carbon nucleophiles, and ambient decarboxylative arylation of malonate half-esters via oxidative catalysis.

Oxidative coupling of aryl boron reagents with sp3-carbon nucleophiles: The enolate chan–evans–lam reaction

Reported is a versatile new oxidative method for the arylation of activated methylene species. Under mild reaction conditions (RT to 40°C), Cu(OTf)2mediates the selective coupling of functionalized aryl boron species with a variety of stabilized sp3-nucleophiles. Tertiary malonates and amido esters can be employed as substrates to generate quaternary centers. Complementing either traditional cross-coupling or SNAr protocols, the transformation is chemoselective in the presence of halogen electrophiles, including aryl bromides and iodides. Substrates bearing amide, sulfonyl, and phosphonyl groups, which are not amenable to coupling under mild Hurtley-type conditions, are suitable reaction partners.