Triethyl ethane-1,1,2-tricarboxylate

Base Information

• Chemical Name: Triethyl ethane-1,1,2-tricarboxylate
• CAS No.: 7459-46-3
• Molecular Formula: C11H18O6
• Molecular Weight: 246.26
• Hs Code.: 29420000
• European Community (EC) Number: 231-235-9
• NSC Number: 78463
• DSSTox Substance ID: DTXSID70225561
• Nikkaji Number: J36.625K
• Wikidata: Q72510638
• Mol file: 7459-46-3.mol

Synonyms:7459-46-3;Triethyl 1,1,2-ethanetricarboxylate;Triethyl ethane-1,1,2-tricarboxylate;1,1,2-Ethanetricarboxylic acid, triethyl ester;2-ethoxycarbonyl-succinic acid diethyl ester;Triethyl ethane tricarboxylate;MFCD00009154;EINECS 231-235-9;1,1,2-Ethanetricarboxylic Acid 1,1,2-Triethyl Ester;AI3-03323;Ethane-1,1,2-tricarboxylic acid, triethyl ester;Triethyl ethane-1,2,2-tricarboxylate;ethane-1,1,2-tricarboxylic acid triethyl ester;1,2-Tricarbethoxyethane;1,1,2-triethyl ethane-1,1,2-tricarboxylate;1,1,2-Tricarbethoxyethane;Diethyl-2-carbethoxysuccinate;SCHEMBL430204;DTXSID70225561;Triethyl ethane-1,2-tricarboxylate;AMY15438;NSC78463;NSC 78463;NSC-78463;triethyl 1,1,2-ethane tricarboxylate;AKOS000265555;Diethyl 2-(Ethoxycarbonyl)butanedioate;Triethyl 1,1,2 -ethanetricarboxylate;CS-W002048;DS-16723;SY024714;2-ethoxycarbonylsuccinic acid diethyl ester;Triethyl 1,1,2-ethanetricarboxylate, 99%;1,2-Ethanetricarboxylic acid, triethyl ester;BB 0243392;FT-0605977;T2431;Ethane-1,2-tricarboxylic acid, triethyl ester;1,1,2-Ethanetricarboxylic Acid Triethyl Ester;EN300-109415;2-(Ethoxycarbonyl)butanedioic Acid Diethyl Ester;Z1424561446

Chemical Property of Triethyl ethane-1,1,2-tricarboxylate

Chemical Property:

• Appearance/Colour: clear colourless liquid
• Vapor Pressure: 0.0011mmHg at 25°C
• Refractive Index: n20/D 1.429(lit.)
• Boiling Point: 300.7 °C at 760 mmHg
• PKA: 11.78±0.59(Predicted)
• Flash Point: 127.4 °C
• PSA: 78.90000
• Density: 1.114 g/cm³
• LogP: 0.68200
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform, Ethyl Acetate
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 10
• Exact Mass: 246.11033829
• Heavy Atom Count: 17
• Complexity: 255

Purity/Quality:

99% ^*data from raw suppliers

1,1,2-EthanetricarboxylicAcid1,1,2-TriethylEster ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC(C(=O)OCC)C(=O)OCC
• Uses: 1,1,2-Ethanetricarboxylic Acid 1,1,2-Triethyl Ester is a useful synthetic intermediate. It can be used to prepare Isobutylsuccinic Acid (I780660) which was used to synthesize succinimide derivatives as inhibitors of human leukocyte elastase, cathepsin G and proteinase 3.

Technology Process of Triethyl ethane-1,1,2-tricarboxylate

There total 21 articles about Triethyl ethane-1,1,2-tricarboxylate 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%

chloroacetic acid ethyl ester (105-39-5) + diethyl malonate (105-53-3) → triethyl 1,1,2-ethanetricarboxylate (7459-46-3)

Guidance literature:

With sodium ethanolate; In ethanol; at 0 ℃; for 6.3h; Reflux;

DOI:10.1002/ardp.202100213

Reference yield: 93.8%

ethyl bromoacetate (105-36-2) + diethyl malonate (105-53-3) → triethyl 1,1,2-ethanetricarboxylate (7459-46-3)

Guidance literature:

With tetrabutylammomium bromide; sodium carbonate; sodium iodide; In toluene; at 20 - 120 ℃; Solvent; Reagent/catalyst;

Reference yield: 83.0%

ethyl iodoacetae (623-48-3) + diethyl malonate (105-53-3) → triethyl 1,1,2-ethanetricarboxylate (7459-46-3)

Guidance literature:

With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In dichloromethane; water;

DOI:10.1016/S0040-4039(00)85792-5

upstream raw materials:

diethyl 2-cyanosuccinate

ethanol

tetrachloromethane

Oxalyl bromide

Downstream raw materials:

5-oxo-1-phenyl-2,5-dihydro-1H-pyrazole-3-carboxylic acid

2-piperonylsuccinic acid

2-Ethoxycarbonyl-2-(4-nitro-benzyl)-succinic acid diethyl ester

2-(4-Chloro-benzyl)-2-ethoxycarbonyl-succinic acid diethyl ester

Refernces

• 1、 Zhao, Zhichang,Wang, Hongjun,Tian, Nana,Yan, Hong,Wang, Juan. "Synthesis and biological evaluation of N4-hydrazone derivatives of 5,7-dihydro-6H-pyrrolo[2,3-d]pyrimidin-6-one as novel anticancer agents with antimetastatic adjunct efficacy". . . Retrieved 2021.
• 2、 Hu, Shengquan,Zhao, Zhichang,Yan, Hong. "Discovery and optimization of 5,7-dihydro-6H-pyrrolo[2,3-d]pyrimidin-6-one derivatives as mTORC1/mTORC2 dual inhibitors". . . Retrieved 2019.
• 3、 -. "5. 7 - Dihydro - 6H - pyrrolo [2, 3 - d] pyrimidine -6 - ketone derivatives preparation method and application (by machine translation)". Paragraph 0061-0064. . Retrieved 2019/04/09.