6914-71-2

Basic information

• Product Name: 1,1-Cyclopropanedicarboxylic acid dimethyl ester
• Synonyms: 1,1-CYCLOPROPANEDICARBOXYLIC ACID DIMETHYL ESTER;CDM;DIMETHYL 1,1-CYCLOPROPANEDICARBOXYLATE;CYCLOPROPANE-1,1-DICARBOXYLIC ACID DIMETHYL ESTER;DIMETHYL 1,1-CYCLOPROPANE DIFORMATE;DIMETHYL 1,1-CYCLOPROPANE-DICARBONYLATE;1,1-Cyclopropandicarbonsuredimethylester;CYCLOPROPANE DICARBOXYLATE
• CAS NO: 6914-71-2
• Molecular Formula: C₇H₁₀O₄
• Molecular Weight: 158.15
• EINECS: 414-240-2
• Product Categories: API intermediates;Cyclopropanes;Simple 3-Membered Ring Compounds;Cycloalkanes;C6 to C7;Carbonyl Compounds;Esters;Building Blocks;C6 to C7;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks
• Mol File: 6914-71-2.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 196-198 °C(lit.)
• Flash Point: 203 °F
• Appearance: Light yellow liquid
• Density: 1.147 g/mL at 25 °C(lit.)
• Vapor Pressure: 2.73mmHg at 25°C
• Refractive Index: n20/D 1.441(lit.)
• Storage Temp.: -20°C
• CAS DataBase Reference: 1,1-Cyclopropanedicarboxylic acid dimethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1-Cyclopropanedicarboxylic acid dimethyl ester(6914-71-2)
• EPA Substance Registry System: 1,1-Cyclopropanedicarboxylic acid dimethyl ester(6914-71-2)

Safety Data

• Statements: 52/53
• Safety Statements: 61
• WGK Germany: 1
• Hazardous Substances Data: 6914-71-2(Hazardous Substances Data)

Usage

Uses

Dimethyl 1,1-cyclopropanedicarboxylate may be used in the preparation of α-diazo-β-ketoester.

Synthesis Reference(s)

Synthesis, p. 738, 1987 DOI: 10.1055/s-1987-28069

InChI:InChI=1/C7H10O4/c1-10-5(8)7(3-4-7)6(9)11-2/h3-4H2,1-2H3

Upstream product

• 106-93-4 ethylene dibromide 
• 108-59-8 malonic acid dimethyl ester 
• 107-21-1 ethylene glycol 
• 107-06-2 1,2-dichloro-ethane 
• 67-56-1 methanol 
• 598-10-7 cyclopropane-1,1-dicarboxylic acid 
• 247129-85-7 (2-bromoethyl)(diphenyl)sulfonium trifluoromethanesulfonate 
• 105-34-0 methyl 2-cyanoacetate 

Downstream Products

• 187737-37-7 propene 
• 79-20-9 acetic acid methyl ester 
• 75-19-4 cyclopropane 
• 39590-81-3 [1-(hydroxymethyl)cyclopropyl]methanol 
• 1338721-78-0 dimethyl 10-fluoro-6-phenyl-4-tosyl-3,4-dihydro-2H-pyridazino[6,1-a]isoquinoline-1,1(11bH)-dicarboxylate 
• 1338721-80-4 dimethyl 6-cyclopropyl-10-fluoro-4-tosyl-3,4-dihydro-2H-pyridazino[6,1-a]isoquinoline-1,1(11bH)-dicarboxylate 
• 1338721-74-6 dimethyl 9-fluoro-6-phenyl-4-tosyl-3,4-dihydro-2H-pyridazino[6,1-a]isoquinoline-1,1(11bH)-dicarboxylate 
• 1338721-81-5 dimethyl 10-chloro-6-phenyl-4-tosyl-3,4-dihydro-2H-pyridazino[6,1-a]isoquinoline-1,1(11bH)-dicarboxylate 
• 1338721-72-4 dimethyl 6-(4-chlorophenyl)-4-tosyl-3,4-dihydro-2H-pyridazino[6,1-a]isoquinoline-1,1(11bH)-dicarboxylate 
• 1338721-84-8 dimethyl 10-methyl-6-phenyl-4-tosyl-3,4-dihydro-2H-pyridazino[6,1-a]isoquinoline-1,1(11bH)-dicarboxylate 
• 1338721-82-6 dimethyl 10-chloro-6-cyclopropyl-4-tosyl-3,4-dihydro-2H-pyridazino[6,1-a]isoquinoline-1,1(11bH)-dicarboxylate 
• 1338721-83-7 dimethyl 10-nitro-6-phenyl-4-tosyl-3,4-dihydro-2H-pyridazino[6,1-a]isoquinoline-1,1(11bH)-dicarboxylate 
• 1338721-86-0 dimethyl 9-methoxy-6-phenyl-4-tosyl-3,4-dihydro-2H-pyridazino[6,1-a]isoquinoline-1,1(11bH)-dicarboxylate 
• 1338721-75-7 dimethyl 9-fluoro-6-(p-tolyl)-4-tosyl-3,4-dihydro-2H-pyridazino[6,1-a]isoquinoline-1,1(11bH)-dicarboxylate 

Relevant articles and documents

Preparation method of 1, 1-cycloalkane dicarboxylic acid and derivatives thereof

The invention discloses a preparation method of 1, 1-cycloalkane dicarboxylic acid and derivatives thereof, which at least comprises the following steps of: forming a mixed system from malonic acid or derivatives thereof, dihalogenated hydrocarbon, tert-butyl alcohol salt and a solvent in a reactor; AND according to the method, the raw material conversion rate and the product selectivity are improved, and side reactions are hardly generated.

Efficient synthesis of esters through oxone-catalyzed dehydrogenation of carboxylic acids and alcohols

Since esters are important organic synthesis intermediates, an environmentally friendly oxone catalyzed-esterification of carboxylic acids with alcohols has been developed. A series of carboxylic acid esters are obtained in high yield. This strategy requires mild reaction conditions, providing an attractive alternative for the construction of valuable carbonyl esters. Electron-rich and electron-deficient groups are compatible with the standard conditions and a variety of substrates are demonstrated. Moreover, the reaction could easily be adapted to typical prodrugs, drugs and gram-scale synthesis.

Imidazolium salts as phase transfer catalysts for the dialkylation and cycloalkylation of active methylene compounds

The efficient synthesis of 1,1-disubstituted derivatives and the construction of cyclopropane and cyclopentane ring systems via dialkylation and cycloalkylation reactions of active methylene compounds using imidazolium salts as phase transfer catalyst is described. The dialkylation and cycloalkylation reactions of active methylene compounds in the presence of readily available imidazolium salts (ionic liquids) as phase transfer catalysts were performed to afford the respective dialkylated or cycloalkylated products. This method is very efficient for the synthesis of 1,1-disubstituted derivatives and cyclopropane and cyclopentane ring systems in a facile manner.