2-METHYLENE-CYCLOPROPANE-1,1-DICARBOXYLIC ACID DIETHYL ESTER

Base Information

• Chemical Name: 2-METHYLENE-CYCLOPROPANE-1,1-DICARBOXYLIC ACID DIETHYL ESTER
• CAS No.: 106352-19-6
• Molecular Formula: C10H14 O4
• Molecular Weight: 198.219
• Hs Code.: 2917209090
• Mol file: 106352-19-6.mol

Synonyms:1,1-Cyclopropanedicarboxylicacid, 2-methylene-, diethyl ester (9CI); 1,1-Cyclopropanedicarboxylic acid,methylene-, diethyl ester (6CI)

Chemical Property of 2-METHYLENE-CYCLOPROPANE-1,1-DICARBOXYLIC ACID DIETHYL ESTER

Chemical Property:

• Vapor Pressure: 0.127mmHg at 25°C
• Refractive Index: 1.47
• Boiling Point: 218.3°C at 760 mmHg
• Flash Point: 96.7°C
• PSA: 52.60000
• Density: 1.11g/cm³
• LogP: 1.05890
• Storage Temp.: 2-8°C

Purity/Quality:

98%, ^*data from raw suppliers

Diethyl2-methylenecyclopropane-1,1-dicarboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Use Description: 2-Methylene-cyclopropane-1,1-dicarboxylic acid diethyl ester is a chemical compound with applications in different fields. In the pharmaceutical industry, it serves as a key intermediate in the synthesis of various drug compounds, contributing to the development of new medications. In the field of materials science, it can be utilized in the creation of polymers and resins, potentially enhancing the performance and durability of materials. Additionally, it has applications in organic chemistry research, where it acts as a building block for the development of novel molecules and compounds. Its versatility and role as a chemical precursor make it valuable in these diverse fields, driving innovation and progress in pharmaceuticals, materials, and chemical research.

Technology Process of 2-METHYLENE-CYCLOPROPANE-1,1-DICARBOXYLIC ACID DIETHYL ESTER

There total 8 articles about 2-METHYLENE-CYCLOPROPANE-1,1-DICARBOXYLIC ACID DIETHYL ESTER which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 63.0%

diethyl 1-(phenylselenyl)methylcyclopropane-2,2-dicarboxylate selenium oxide (841275-59-0) → diethyl methylenecyclopropane-1,1-dicarboxylate ester (106352-19-6)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In toluene; at 85 - 89 ℃; for 24h;

DOI:10.1021/jm040149b

Reference yield: 23.0%

diethyl bromoisopropylidenemalonate (13830-91-6) → diethyl isopropylidenemalonate (6802-75-1) + diethyl methylenecyclopropane-1,1-dicarboxylate ester (106352-19-6)

Guidance literature:

With potassium tert-butylate; In tert-butyl alcohol; for 0.25h; Heating;

DOI:10.1021/jm030316s

Reference yield: 23.0%

diethyl bromoisopropylidenemalonate (13830-91-6) → diethyl methylenecyclopropane-1,1-dicarboxylate ester (106352-19-6)

Guidance literature:

With potassium tert-butylate; In tert-butyl alcohol; for 0.25h; Reflux; Inert atmosphere;

DOI:10.1021/acs.orglett.7b01023

upstream raw materials:

diethyl bromoisopropylidenemalonate

potassium tert-butylate

tert-butyl alcohol

diethyl 1-(phenylselenyl)methylcyclopropane-2,2-dicarboxylate selenium oxide

Refernces

• 1、 Zhou, Shaoman,Breitenbach, Julie M.,Borysko, Katherine Z.,Drach, John C.,Kern, Earl R.,Gullen, Elizabeth,Cheng, Yung-Chi,Zemlicka, Jiri. "Synthesis and Antiviral Activity of (Z)- and (E)-2,2-[Bis(hydroxymethyl)cyclopropylidene]methylpurines and -pyrimidines: Second-Generation Methylenecyclopropane Analogues of Nucleosides". . p. 566 - 575. Retrieved 2004.
• 2、 Ullmann. "-". . p. 5386,5387, 5392. Retrieved 1959.
• 3、 Ogura, Kazuki,Shibata, Ikuya,Shimazu, Jun-ya,Suzuki, Itaru. "Magnesium Halide-Catalyzed Synthesis of Oxaspiro[2.5]octenes from a Methylenecyclopropane and Acyl Cyanoalkenes". supporting information. p. 2785 - 2787. Retrieved 2021/06/26.