75073-97-1

Basic information

• Product Name: dimethyl 2-(4-methoxyphenyl)cyclopropane-1,1-dicarboxylate
• Synonyms: dimethyl 2-(4-methoxyphenyl)cyclopropane-1,1-dicarboxylate
• CAS NO: 75073-97-1
• Molecular Weight: 264.278
• Mol File: 75073-97-1.mol
• Article Data: 38

Chemical Properties

• CAS DataBase Reference: dimethyl 2-(4-methoxyphenyl)cyclopropane-1,1-dicarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: dimethyl 2-(4-methoxyphenyl)cyclopropane-1,1-dicarboxylate(75073-97-1)
• EPA Substance Registry System: dimethyl 2-(4-methoxyphenyl)cyclopropane-1,1-dicarboxylate(75073-97-1)

Safety Data

• Hazardous Substances Data: 75073-97-1(Hazardous Substances Data)

Upstream product

• 7443-25-6 dimethyl 2-(4-methoxybenzylidene)malonate 
• 637-69-4 4-Methoxystyrene 
• 868-26-8 dimethyl 2-bromomalonate 
• 123-11-5 4-methoxy-benzaldehyde 
• 108-59-8 malonic acid dimethyl ester 
• 600-00-0 ethyl 2-bromoisobutyrate 
• 685-87-0 Diethyl 2-bromomalonate 
• 1379474-24-4 dimethyl 2-((2-methoxyphenyl)-λ³-iodanylidene)malonate 
• 1774-47-6 trimethylsulfoxonium iodide 
• 145838-86-4 bis(methoxycarbonyl)(phenyliodinio)methanide 
• 75073-93-7 4-(4-Methoxy-phenyl)-4,5-dihydro-pyrazole-3,3-dicarboxylic acid dimethyl ester 
• 6773-29-1 dimethyl diazomalonate 

Downstream Products

• 1263081-99-7 dimethyl (E)-2-(4-methoxystyryl)malonate 
• 1315455-98-1 C₂₁H₂₁NO₅ 

Relevant articles and documents

An efficient generation of a functionalized tertiary-alkyl radical for copper-catalyzed tertiary-alkylative Mizoroki-Heck type reaction

α-Halocarbonyl compounds undergo β-hydrogen elimination to give conjugated olefins in the presence of a transition-metal catalyst. However, a copper/triamine catalyst system can induce the alkylative Mizoroki-Heck reaction of styrenes with tertiary-alkyl halides possessing a withdrawing group under very mild conditions. This reaction provides an efficient synthetic methodology for tertiary-alkylated styrenes.

Protic Ionic Liquid as Reagent, Catalyst, and Solvent: 1-Methylimidazolium Thiocyanate

We propose a new concept of the triple role of protic ionic liquids with nucleophilic anions: a) a regenerable solvent, b) a Br?nsted acid inducing diverse transformations via general acid catalysis, and c) a source of a nucleophile. The efficiency of this strategy was demonstrated using thiocyanate-based protic ionic liquids for the ring-opening of donor-acceptor cyclopropanes. A wide variety of activated cyclopropanes were found to react with 1-methylimidazolium thiocyanate under mild metal-free conditions via unusual nitrogen attack of the ambident thiocyanate ion on the electrophilic center of the three-membered ring affording pyrrolidine-2-thiones bearing donor and acceptor substituents at the C(5) and C(3) atoms, respectively, in a single time-efficient step. The ability of 1-methylimidazolium thiocyanate to serve as a triplex reagent was exemplarily illustrated by (4+2)-annulation with 1-acyl-2-(2-hydroxyphenyl)cyclopropane, epoxide ring-opening and other organic transformations.

(3+2)-Cycloaddition of Donor-Acceptor Cyclopropanes with Thiocyanate: A Facile and Efficient Synthesis of 2-Amino-4,5-dihydrothiophenes

An easy and efficient route to obtain 2-amino-4,5-dihydrothiophenes is presented. A formal (3+2)-cycloaddition of donor-acceptor cyclopropanes and ammonium thiocyanate catalyzed by Yb(OTf) 3delivers the desired products in good to excellent yields. A broad range of functional groups is tolerated during this process.