Diethyl 1,1-cyclobutanedicarboxylate

Base Information

• Chemical Name: Diethyl 1,1-cyclobutanedicarboxylate
• CAS No.: 3779-29-1
• Molecular Formula: C10H16O4
• Molecular Weight: 200.235
• Hs Code.: 38220090
• European Community (EC) Number: 223-239-4
• NSC Number: 9017
• UNII: S7BAH6Z7AN
• DSSTox Substance ID: DTXSID2063189
• Nikkaji Number: J150.347B
• Wikidata: Q63409128
• Mol file: 3779-29-1.mol

Synonyms:3779-29-1;Diethyl 1,1-cyclobutanedicarboxylate;Diethyl cyclobutane-1,1-dicarboxylate;1,1-Cyclobutanedicarboxylic acid, diethyl ester;1,1-diethyl cyclobutane-1,1-dicarboxylate;Cyclobutane-1,1-dicarboxylic acid diethyl ester;S7BAH6Z7AN;1,1-Cyclobutanedicarboxylic acid diethyl ester;NSC 9017;NSC-9017;EINECS 223-239-4;1,1-Cyclobutanedicarboxylic acid, 1,1-diethyl ester;MFCD00019261;AI3-05631;1,1-Dicarboethoxycyclobutane;Diethyl-1,1-cyclobutanedicarboxylate;UNII-S7BAH6Z7AN;SCHEMBL713102;diethyl cyclobutanedicarboxylate;DTXSID2063189;NSC9017;HMS1577C01;BBL100175;STK328110;AKOS000120487;AB89710;GS-3371;2,2-diethylcyclobutane-1,1-dicarboxylate;AC-19426;SY036809;Diethyl 1,1-cyclobutanedicarboxylate, 95%;AM20070611;CS-0017981;FT-0606077;EN300-20256;A823876;J-802188;W-106512;Q63409128;Diethyl cyclobutane-1,1-dicarboxylate, >=98.0% (GC);F0001-1084;Z104477510;1,1-DICARBOETHOXYCYCLOBUTANE/Diethyl 1,1-cyclobutanedicarboxylate

Chemical Property of Diethyl 1,1-cyclobutanedicarboxylate

Chemical Property:

• Appearance/Colour: Colourless oil
• Vapor Pressure: 0.0907mmHg at 25°C
• Refractive Index: 1.4360
• Boiling Point: 224.5 °C at 760 mmHg
• Flash Point: 99.7 °C
• PSA: 52.60000
• Density: 1.127 g/cm³
• LogP: 1.28290
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform, Dichloromethane, Methanol,
• Water Solubility.: Insoluble in water.
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 200.10485899
• Heavy Atom Count: 14
• Complexity: 210

Purity/Quality:

99% ^*data from raw suppliers

Diethyl 1,1-Cyclobutanedicarboxylate ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)C1(CCC1)C(=O)OCC
• Uses: Diethyl 1,1-cyclobutanedicarboxylate is used as a pharmaceutical intermediate. Used as intermediate in the production of Carboplatin. Diethyl cyclobutane-1,1-dicarboxylate may be used in chemical synthesis studies. Intermediate in the production of Carboplatin

Technology Process of Diethyl 1,1-cyclobutanedicarboxylate

There total 21 articles about Diethyl 1,1-cyclobutanedicarboxylate 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: 95.5%

1,3-dibromo-propane (109-64-8) + diethyl malonate (105-53-3) → diethyl cyclobutane-1,1-dicarboxylate (3779-29-1)

Guidance literature:

With sodium t-butanolate; In tert-butyl alcohol; at 80 - 90 ℃;

Reference yield: 37.0%

1,3-dibromo-propane (109-64-8) + diethyl malonate (105-53-3) → diethyl 2-(3-bromopropane)malonate (10149-21-0) + diethyl cyclobutane-1,1-dicarboxylate (3779-29-1)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide;

Reference yield: 35.0%

1,3-dibromo-propane (109-64-8) + diethyl malonate (105-53-3) → trimethylene oxide (503-30-0) + diethyl cyclobutane-1,1-dicarboxylate (3779-29-1) + trimethyleneglycol (504-63-2)

Guidance literature:

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

DOI:10.1246/cl.1987.2235

upstream raw materials:

diethyl (3-chloropropyl)malonate

diethyl 2-(3-bromopropane)malonate

sodium ethanolate

cyclobutane-1,1'-dicarboxylic acid

Downstream raw materials:

cyclobutanemethanol

cyclobutane-1,1-dicarboxylic acid diamide

[1-(hydroxymethyl)cyclobutyl]methanol

cyclobutane-1,1'-dicarboxylic acid

Refernces

• 1、 Coldham, Iain,Burrell, Adam J.M.,Guerrand, Helene D.S.,Watson, Luke,Martin, Nathaniel G.,Oram, Niall. "Synthesis of fused tricyclic amines unsubstituted at the ring-junction positions by a cascade condensation, cyclization, cycloaddition then decarbonylation strategy". . p. 107 - 111. Retrieved 2012.
• 2、 -. "Method for mildly preparing 2-azaspiro [3.3] heptane hydrochloride". Paragraph 0006-0007. . Retrieved 2021/06/09.
• 3、 Li, Wanfang,Tao, Xiaoming,Ma, Xin,Fan, Weizheng,Li, Xiaoming,Zhao, Mengmeng,Xie, Xiaomin,Zhang, Zhaoguo. "Ruthenium-catalyzed asymmetric hydrogenation of 3-oxoglutaric acid derivatives: A study of unconventional solvent and substituent effects". supporting information. p. 16531 - 16539. Retrieved 2013/02/22.