59832-47-2

Basic information

• Product Name: dimethyl 2-(2-chlorobenzylidene)propanedioate
• Synonyms: dimethyl 2-(2-chlorobenzylidene)propanedioate
• CAS NO: 59832-47-2
• Molecular Weight: 254.67
• Mol File: 59832-47-2.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: dimethyl 2-(2-chlorobenzylidene)propanedioate(CAS DataBase Reference)
• NIST Chemistry Reference: dimethyl 2-(2-chlorobenzylidene)propanedioate(59832-47-2)
• EPA Substance Registry System: dimethyl 2-(2-chlorobenzylidene)propanedioate(59832-47-2)

Safety Data

• Hazardous Substances Data: 59832-47-2(Hazardous Substances Data)

Upstream product

• 89-98-5 2-chloro-benzaldehyde 
• 108-59-8 malonic acid dimethyl ester 

Downstream Products

• 1393729-48-0 dimethyl 2-(2-chlorophenyl)cyclopropane-1,1-dicarboxylate 
• 1030919-37-9 dimethyl 2-((Z)-2-benzylidene-1-(2-chlorophenyl)-3-oxobutyl)propanedioate 

Relevant articles and documents

TiCl4 promoted formal [3 + 3] cycloaddition of cyclopropane 1,1-diesters with azides: Synthesis of highly functionalized triazinines and azetidines

A TiCl4 promoted formal [3 + 3] cycloaddition of cyclopropane 1,1-diesters with azides has been developed for the synthesis of highly functionalized triazinines. Both stoichiometric and substoichiometric versions of this reaction were accomplished dependent on the choice of solvent. It is noteworthy that the corresponding products could be easily converted to biologically important azetidines by simple thermolysis.

Intermolecular Reductive Couplings of Arylidene Malonates via Lewis Acid/Photoredox Cooperative Catalysis

A cooperative Lewis acid/photocatalytic reduction of arylidene malonates yields a versatile radical anion species. This intermediate preferentially undergoes intermolecular radical-radical coupling reactions, and not the conjugate addition-dimerization reactivity typically observed in the single-electron reduction of conjugate acceptors. Reported here is the development of this open-shell species in intermolecular radical-radical cross couplings, radical dimerizations, and transfer hydrogenations. This reactivity underscores the enabling modularity of cooperative catalysis and demonstrates the utility of stabilized enoate-derived radical anions in intermolecular bond forming reactions.

Indium(III)-catalyzed knoevenagel condensation of aldehydes and activated methylenes using acetic anhydride as a promoter

The combination of a catalytic amount of InCl3 and acetic anhydride remarkably promotes the Knoevenagel condensation of a variety of aldehydes and activated methylene compounds. This catalytic system accommodates aromatic aldehydes containing a variety of electron-donating and -withdrawing groups, heteroaromatic aldehydes, conjugate aldehydes, and aliphatic aldehydes. Central to successfully driving the condensation series is the formation of a geminal diacetate intermediate, which was generated in situ from an aldehyde and an acid anhydride with the assistance of an indium catalyst.