Diethyl 3-methylcyclobutane-1,1-dicarboxylate

Base Information

• Chemical Name: Diethyl 3-methylcyclobutane-1,1-dicarboxylate
• CAS No.: 20939-62-2
• Molecular Formula: C11H18O4
• Molecular Weight: 214.2582
• NSC Number: 140252
• DSSTox Substance ID: DTXSID00300976
• Wikidata: Q82044449
• Mol file: 20939-62-2.mol

Synonyms:20939-62-2;diethyl 3-methylcyclobutane-1,1-dicarboxylate;1,1-DIETHYL 3-METHYLCYCLOBUTANE-1,1-DICARBOXYLATE;1,1-Cyclobutanedicarboxylic acid, 3-methyl-, 1,1-diethyl ester;NSC140252;starbld0019541;SCHEMBL12030067;DTXSID00300976;AKOS014326835;AB89709;AT39673;NSC-140252;FT-0740354;EN300-177708;3-Methyl-cyclobutane-1,1-dicarboxylic acid diethyl ester

Chemical Property of Diethyl 3-methylcyclobutane-1,1-dicarboxylate

Chemical Property:

• Vapor Pressure: 0.0444mmHg at 25°C
• Boiling Point: 237.6°Cat760mmHg
• Flash Point: 105.1°C
• Density: 1.084g/cm³
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 214.12050905
• Heavy Atom Count: 15
• Complexity: 233

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1(CC(C1)C)C(=O)OCC

Technology Process of Diethyl 3-methylcyclobutane-1,1-dicarboxylate

There total 4 articles about Diethyl 3-methylcyclobutane-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: 65.0%

1,3-dichloro-2-methylpropane (616-19-3) + diethyl malonate (105-53-3) → 3-Methyl-1,1-cyclobutandicarbonsaeure-diaethylester (20939-62-2)

Guidance literature:

With tetrabutylammomium bromide; potassium carbonate; In cyclohexane; for 11h; Time; Solvent; Reflux;

Reference yield: 55.0%

2-methylpropane-1,3-diyl bis(4-methylbenzenesulfonate) (24330-53-8) + diethyl malonate (105-53-3) → 3-Methyl-1,1-cyclobutandicarbonsaeure-diaethylester (20939-62-2)

Guidance literature:

With sodium hydride; In 1,4-dioxane; for 7h; Heating;

Reference yield:

1-bromo-3-chloro-2-methyl propane (6974-77-2) + diethyl malonate (105-53-3) → 3-Methyl-1,1-cyclobutandicarbonsaeure-diaethylester (20939-62-2)

Guidance literature:

With sodium ethanolate; In ethanol; at 80 - 85 ℃; for 14h;

upstream raw materials:

2-methylpropane-1,3-diyl bis(4-methylbenzenesulfonate)

diethyl malonate

1-bromo-3-chloro-2-methyl propane

1,3-dichloro-2-methylpropane

Downstream raw materials:

(3-methylcyclobutyl)methanol

(3-methylcyclobutyl)methyl 4-methylbenzenesulfonate

(3-Methyl-cyclobutyl)-acetic acid

1-(4'-Bromo-biphenyl-4-yl)-2-(3-methyl-cyclobutyl)-ethanone