132145-64-3

Basic information

• Product Name: dimethyl 2-(p-methylphenyl)cyclopropane-1,1-dicarboxylate
• Synonyms: dimethyl 2-(p-methylphenyl)cyclopropane-1,1-dicarboxylate
• CAS NO: 132145-64-3
• Molecular Weight: 248.279
• Mol File: 132145-64-3.mol
• Article Data: 27

Chemical Properties

• CAS DataBase Reference: dimethyl 2-(p-methylphenyl)cyclopropane-1,1-dicarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: dimethyl 2-(p-methylphenyl)cyclopropane-1,1-dicarboxylate(132145-64-3)
• EPA Substance Registry System: dimethyl 2-(p-methylphenyl)cyclopropane-1,1-dicarboxylate(132145-64-3)

Safety Data

• Hazardous Substances Data: 132145-64-3(Hazardous Substances Data)

Upstream product

• 622-97-9 1-ethenyl-4-methylbenzene 
• 6773-29-1 dimethyl diazomalonate 
• 108-59-8 malonic acid dimethyl ester 
• 868-26-8 dimethyl 2-bromomalonate 
• 59832-45-0 dimethyl 2-(4-methylbenzylidene)malonate 
• 104-87-0 4-methyl-benzaldehyde 
• 1379474-24-4 dimethyl 2-((2-methoxyphenyl)-λ³-iodanylidene)malonate 
• 1774-47-6 trimethylsulfoxonium iodide 
• 145838-86-4 bis(methoxycarbonyl)(phenyliodinio)methanide 

Downstream Products

• 1263081-92-0 dimethyl (E)-2-(4-methylstyryl)malonate 
• 1361945-30-3 methyl 8-oxo-5-p-tolyl-3,4,5,6,7,8-hexahydro-2H-chromene-7-carboxylate 
• 1361945-33-6 5-p-tolyl-3,4,6,7-tetrahydro-2H-chromen-8(5H)-one 
• 1451073-75-8 dimethyl 2-amino-3-cyano-4-p-tolylcyclopent-2-ene-1,1-dicarboxylate 

Relevant articles and documents

Synthesis of Substituted β-Styrylmalonates by Sequential Isomerization of 2-Arylcyclopropane-1,1-dicarboxylates and (2-Arylethylidene)malonates

A method has been developed for the synthesis of substituted β-styrylmalonates by conversion of 2-arylcyclopropane-1,1-dicarboxylates (ACDCs) in the presence of gallium trichloride into the corresponding- 1,2-zwitterionic intermediates or (2-arylethyl-idene)malonates, followed by treatment with pyridine at room temperature leading to an isomerization of the emerging double bond. This method allows one to expand these reactions to include ACDCs with acceptor substituents at the aromatic ring.

(3 + 2)-Cycloaddition of Donor-Acceptor Cyclopropanes with Selenocyanate: Synthesis of Dihydroselenophenes and Selenophenes

We present a Lewis-acid-catalyzed (3 + 2)-cycloaddition of donor-acceptor cyclopropanes and selenocyanate (as its tetramethylammonium salt) for the synthesis of dihydroselenophenes. The transformation proceeded with moderate to excellent yields and showed a high functional group tolerance. Further oxidation using DDQ delivered selenophenes.

Formal Insertion of Thioketenes into Donor-Acceptor Cyclopropanes by Lewis Acid Catalysis

Donor-acceptor cyclopropanes were reacted under Lewis acid catalysis with 3-thioxocyclobutanones as surrogates for disubstituted thioketenes. A broad scope of 2-substituted tetrahydrothiophenes with a semicyclic double bond was obtained under mild conditions with high functional group tolerance and in excellent yield. A sequence of a formal [3 + 2]-cycloaddition followed by the subsequent release of disubstituted ketene is postulated as the mechanism.