3709-20-4

Basic information

• Product Name: 1,1-Cyclopropanedicarboxylic acid, 2-phenyl-, dimethyl ester
• CAS NO: 3709-20-4
• Molecular Formula: C13H14O4
• Molecular Weight: 234.252
• Mol File: 3709-20-4.mol
• Article Data: 59

Chemical Properties

• CAS DataBase Reference: 1,1-Cyclopropanedicarboxylic acid, 2-phenyl-, dimethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1-Cyclopropanedicarboxylic acid, 2-phenyl-, dimethyl ester(3709-20-4)
• EPA Substance Registry System: 1,1-Cyclopropanedicarboxylic acid, 2-phenyl-, dimethyl ester(3709-20-4)

Safety Data

• Hazardous Substances Data: 3709-20-4(Hazardous Substances Data)

Usage

Structure

Dimethyl ester derivative of 1,1-Cyclopropanedicarboxylic acid, 2-phenyl

Physical state

Colorless to pale yellow liquid

Odor

Slightly sweet, fruity

Solubility

Soluble in most organic solvents

Applications

a. Organic synthesis
b. Precursor for various pharmaceutical compounds
c. Research and pharmaceutical industries
d. Synthesis of drugs and therapeutic agents

Usage

Primarily used in the synthesis of various drugs and therapeutic agents in the research and pharmaceutical industries.

Upstream product

• 124-41-4 sodium methylate 
• 62360-06-9 rac-(1R,2R)-methyl 1-bromo-2-phenylcyclopropanecarboxylate 
• 3234-51-3 1,1-dibromo-2-phenylcyclopropane 
• 100-42-5 styrene 
• 108-59-8 malonic acid dimethyl ester 
• 100-52-7 benzaldehyde 
• 6773-29-1 dimethyl diazomalonate 
• 186581-53-3 diazomethane 
• 97364-76-6 1-methoxycarbonyl-2-phenylcyclopropanecarboxylic acid 
• 3709-34-0 2-phenyl-1,1-cyclopropanedicarboxylic acid 
• 6626-84-2 dimethyl 2-benzylidenepropanedioate 
• 868-26-8 dimethyl 2-bromomalonate 
• 1774-47-6 trimethylsulfoxonium iodide 
• 74-88-4 methyl iodide 

Relevant articles and documents

Ni-Catalyzed [8+3] cycloaddition of tropones with 1,1-cyclopropanediesters

A variety of cycloheptapyrane derivatives were prepared via Ni-catalyzed formal [8+3] cycloaddition of tropones with 1,1-cyclopropanediesters. The asymmetric version of the process can be achieved using either an enantiomerically enriched cyclopropane as the starting material or a racemic cyclopropane and a chiral Lewis acid.

(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.

Electricity Driven 1,3-Oxohydroxylation of Donor-Acceptor Cyclopropanes: a Mild and Straightforward Access to β-Hydroxy Ketones

An unprecedented external oxidant-free electrochemical protocol for 1, 3-oxohydroxylation of donor-acceptor cyclopropane is disclosed. The strategy encompasses the activation of the labile π-electron cloud of the aryl ring to cleave the strained Csp3?Csp3 bond of cyclopropane to afford the β-hydroxy ketones via insertion of molecular oxygen. More significantly, based on the detailed mechanistic investigations and cyclic voltammetry experiments, a plausible mechanism is proposed.

Blue LED Irradiation of Iodonium Ylides Gives Diradical Intermediates for Efficient Metal-free Cyclopropanation with Alkenes

A facile and highly chemoselective synthesis of doubly activated cyclopropanes is reported where mixtures of alkenes and β-dicarbonyl-derived iodonium ylides are irradiated with light from blue LEDs. This metal-free synthesis gives cyclopropanes in yields