Dimethyl cyclobutane-1,1-dicarboxylate

Base Information

• Chemical Name: Dimethyl cyclobutane-1,1-dicarboxylate
• CAS No.: 10224-72-3
• Molecular Formula: C8H12 O4
• Molecular Weight: 172.181
• Hs Code.: 2916399090
• European Community (EC) Number: 694-921-0
• DSSTox Substance ID: DTXSID50427369
• Nikkaji Number: J191.498G
• Mol file: 10224-72-3.mol

Synonyms:dimethyl cyclobutane-1,1-dicarboxylate;10224-72-3;DIMETHYL 1,1-CYCLOBUTANEDICARBOXYLATE;1,1-cyclobutanedicarboxylic acid dimethyl ester;SCHEMBL230256;DTXSID50427369;KIFHUHBBUBVJNH-UHFFFAOYSA-N;MFCD00082719;AKOS006228577;BS-19216;FT-0625031;cyclobutane-1,1-dicarboxylic acid dimethyl ester;A896838;1,1-CyclobutanedicDimethyl 1,1-cyclobutanedicarboxylatearboxylic acid dimethyl ester;Dimethyl1,1-cyclobutanedicarboxylate, (1,1-Cyclobutanedicarboxylicacid dimethylester)

Chemical Property of Dimethyl cyclobutane-1,1-dicarboxylate

Chemical Property:

• Vapor Pressure: 0.806mmHg at 25°C
• Refractive Index: 1.4420
• Boiling Point: 122°C 55mm
• Flash Point: 122°C/55mm
• PSA: 52.60000
• Density: 1,118 g/cm3
• LogP: 0.50270
• Storage Temp.: 2-8°C
• Water Solubility.: Not miscible in water.
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 172.07355886
• Heavy Atom Count: 12
• Complexity: 187

Purity/Quality:

98%,99%, ^*data from raw suppliers

Dimethylcyclobutane-1,1-dicarboxylate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1(CCC1)C(=O)OC

Technology Process of Dimethyl cyclobutane-1,1-dicarboxylate

There total 6 articles about Dimethyl cyclobutane-1,1-dicarboxylate 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: 81.0%

methanol (67-56-1) + cyclobutane-1,1'-dicarboxylic acid (5445-51-2) → dimethyl cyclobutane-1,1-dicarboxylate (10224-72-3)

Guidance literature:

With sulfuric acid; In dichloromethane; for 15h; Heating;

DOI:10.1021/jo00076a055

Reference yield: 25.0%

1,3-dibromo-propane (109-64-8) + malonic acid dimethyl ester (108-59-8) → trimethylene oxide (503-30-0) + dimethyl cyclobutane-1,1-dicarboxylate (10224-72-3) + trimethyleneglycol (504-63-2)

Guidance literature:

With tetraethylammonium perchlorate; In N,N-dimethyl-formamide; electrolysis;

DOI:10.1246/cl.1987.2235

Reference yield:

1,3-dibromo-propane (109-64-8) + malonic acid dimethyl ester (108-59-8) → dimethyl cyclobutane-1,1-dicarboxylate (10224-72-3)

Guidance literature:

With oxygen; tetraethylammonium perchlorate; In N,N-dimethyl-formamide; electrolysis, -1.5 V, RT;

DOI:10.1246/bcsj.62.3187

upstream raw materials:

cyclobutane-1,1'-dicarboxylic acid

(3-Brompropyl)-malonsaeuredimethylester

lithium methanolate

methanol

Refernces

• 1、 Ojima,Osa. "Perkin-Markovnikov type reaction initiated with electrogenerated superoxide ion". . p. 3187 - 3194. Retrieved 2007/10/02.
• 2、 Ojima, Fumihiro,Matsue, Tomokazu,Osa, Tetsuo. "Perkin-Markovnikov Type Reaction Initiated with Electrogenerated Superoxide Ion". . p. 2235 - 2238. Retrieved 2007/10/02.