69403-16-3

Basic information

• Product Name: 2-[2-(2,2-bis-ethoxycarbonyl-ethyl)-benzyl]malonic acid diethyl ester
• Synonyms: 2-[2-(2,2-bis-ethoxycarbonyl-ethyl)-benzyl]malonic acid diethyl ester
• CAS NO: 69403-16-3
• Molecular Weight: 422.475
• Mol File: 69403-16-3.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 2-[2-(2,2-bis-ethoxycarbonyl-ethyl)-benzyl]malonic acid diethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[2-(2,2-bis-ethoxycarbonyl-ethyl)-benzyl]malonic acid diethyl ester(69403-16-3)
• EPA Substance Registry System: 2-[2-(2,2-bis-ethoxycarbonyl-ethyl)-benzyl]malonic acid diethyl ester(69403-16-3)

Safety Data

• Hazardous Substances Data: 69403-16-3(Hazardous Substances Data)

Upstream product

• 612-12-4 o-Xylylene dichloride 
• 105-53-3 diethyl malonate 
• 50423-49-9 1,2-bis(iodomethyl)benzene 
• 91-13-4 α,α'-dibromo-o-xylene 

Downstream Products

• 37949-03-4 5,6,8,9-tetrahydrobenzo[7]annulen-7-one 
• 55444-18-3 3-[2-(2-ethoxycarbonyl-ethyl)-phenyl]-propionic acid ethyl ester 
• 127183-55-5 o-xylylenedi-malonic acid 
• 871876-94-7 3,3'-(1,2-phenylene)dipropionic acid 
• 129075-84-9 3-(2-ethylphenyl)propanoic acid 

Relevant articles and documents

EMM-31 MATERIALS AND PROCESSES AND USES THEREOF

The disclosure is related to EMM-31 materials, processes, and uses of the same as well as reagents used in the preparation of the EMM-31 materials, process and intermediates for preparing these reagents.

Palladium-catalyzed distannylation of ortho-quinodimethanes

An exo-diene moiety of various ortho-quinodimethanes, regardless of its transient character, was inserted into a Sn-Sn σ-bond of hexabutyldistannane in the presence of a palladium catalyst, giving α,α′-bis(tributylstannyl)-o-xylenes straightforwardly.

Solvent and leaving g roup effects on the mono- vs. Dialkylation of alkali salts of diethyl malonate with 1,2-bis-, 1,2,4,5-tetrakis- and 1,2,3,4,5,6-hexakis-(Halomethyl)benzenes. A new insight into selectivity control of malonester synthesis.

Contrary to tile widely held opinion that protic ('acidic') solvents favor monoalkylation whereas aprotic ('inert') solvents support dialkylation of diethyl malonate carbanion exactly opposite results have been obtained in the reaction of the dibromide 7, tetrabromide 4 and hexabromide 1 in ethanol and dimethyl sulfoxide, the former solvent preferring strongly dialkylation (cyclization) and the latter monoalkylation. Investigation in a broader spectrum of solvents demonstrated that hydrogen bonding as well as ion-pairing may play an important role in the selectivity control, both strongly supporting dialkylation. When a separation of ion-pairs is induced with 18-crown-6, monoalkylation prevails in the reaction. The solvent and die leaving group employed have been found to participate in the selectivity control. In DMSO, propensity to dialkylation increases strongly in die order I Br CI, again in discord with earlier predictions. Rationale for the novel findings is provided on the basis of kinetic analysis of the overall reaction and is expressed by the limiting equations (5) and (7).