131190-07-3

Basic information

• Product Name: 2-benzylidenecyclopentane-1,1-dicarboxylic acid dimethyl ester
• Synonyms: 2-benzylidenecyclopentane-1,1-dicarboxylic acid dimethyl ester
• CAS NO: 131190-07-3
• Molecular Weight: 274.317
• Mol File: 131190-07-3.mol

Chemical Properties

• CAS DataBase Reference: 2-benzylidenecyclopentane-1,1-dicarboxylic acid dimethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-benzylidenecyclopentane-1,1-dicarboxylic acid dimethyl ester(131190-07-3)
• EPA Substance Registry System: 2-benzylidenecyclopentane-1,1-dicarboxylic acid dimethyl ester(131190-07-3)

Safety Data

• Hazardous Substances Data: 131190-07-3(Hazardous Substances Data)

Upstream product

• 108-86-1 bromobenzene 
• 93185-10-5 dimethyl 2-(pent-4'-enyl)malonate 
• 108-90-7 chlorobenzene 
• 138770-07-7 2-((E)-iodomethylene)-1,1-bis(methoxycarbonyl)cyclopentane 
• 98-80-6 phenylboronic acid 
• 105-45-3 acetoacetic acid methyl ester 
• 591-50-4 iodobenzene 
• 105937-50-6 2-methoxycarbonyle-7-trimethylsilyle hept-6-ynoate de methyle 
• 131190-11-9 2-phenylsulfonyle hept-6-ynoate de methyle 
• 130905-55-4 dimethyl 4-pentenylmalonate 
• 131190-10-8 methyl 2-acetyl-6-heptynoate 

Relevant articles and documents

THF: An efficient electron donor in continuous flow radical cyclization photocatalyzed by graphitic carbon nitride

Mesoporous graphitic carbon nitride (mpg-C3N4) was found to be an efficient heterogeneous photocatalyst for the metal-free radical cyclization of 2-bromo-1,3-dicarbonyl compounds. Reactions leading to functionalized cyclopentanes pro

Pd-catalyzed intramolecular addition of active methylene compounds to alkynes with subsequent cross-coupling with (hetero)aryl halides

We report an efficient protocol for tandem Pd-catalyzed intramolecular addition of active methylene compounds to alkynes, followed by subsequent cross-coupling with (hetero)aryl bromides and chlorides. The reaction proceeds under mild conditions, providing excellent functional group tolerance, including unprotected OH, NH2 groups, enolizable ketones, or a variety of heterocycles. Mechanistic studies point towards a catalytic cycle involving oxidative addition, intramolecular nucleophilic addition to the Pd(ii)-activated alkyne, and reductive elimination, with 5-exo-dig cyclization being the rate limiting step.

An X- (X = I, Br)-triggered ring-opening cyclization of cyclopropenyl-substituted alkyl halides or mesylates: An efficient and highly regioand stereoselective approach to (E)-haloalkylidene 4-7-membered cyclic compounds

(Chemical Equation Presented) Polyfunctionalized (E)-haloalkylidene cyclic products were efficiently synthesized in moderate to excellent yields via a regio- and stereoselective X- (X = I or Br)-triggered ring-opening intramolecular trapping of

The synthesis of (E)-arylidene and allylidene cyclopentanes by means of a pallodium(0)-catalyzed complex

When treated with an unsaturated halide in a palladium-catalyzed process, the anions from γ-acetylenic malonates 4 and 5 stereospecifically lead to cyclopentanes having an exo tri- or tetra-substituted double bond. This reaction which forms simultaneously two carbon-carbon bonds is believed to proceed by nucleophilic attack of the anion on the triple bond activated by the σ-aryl or σ-vinyl palladium complex.

Stereospecific synthesis of arylidene and allylidene cyclopentanes by a palladium-catalyzed cylisation

Vinyl and aryl halides react with ε-acetylenic β-diesters, β-keto esters and βsulfonylesters in the presence of a Pd(o) catalyst leading in good yields to the title compounds. The acetylenic homolog containing an additional carbon leads in the same conditions to a cyclohexane, but this process then competes with the arylation of the terminal acetylenic carbon.