TETRAETHYL 1,1,2,2-ETHANETETRACARBOXYLATE

Base Information

• Chemical Name: TETRAETHYL 1,1,2,2-ETHANETETRACARBOXYLATE
• CAS No.: 632-56-4
• Molecular Formula: C14H22 O8
• Molecular Weight: 318.324
• Hs Code.: 2917190090
• European Community (EC) Number: 211-180-7
• NSC Number: 693435,2203
• UNII: 5G8A5ZPV2T
• DSSTox Substance ID: DTXSID90212554
• Nikkaji Number: J108.512C
• Wikidata: Q83087699
• Mol file: 632-56-4.mol

Synonyms:1,1,2,2-Ethanetetracarboxylicacid, tetraethyl ester (6CI,7CI,8CI,9CI); 1,1,2,2-Tetracarbethoxyethane;1,1,2,2-Tetrakis(ethoxycarbonyl)ethane; Diethyl2,3-bis(ethoxycarbonyl)succinate; NSC 2203; NSC 693435; Tetraethyl1,1,2,2-ethanetetracarboxylate; Tetraethyl ethanetetracarboxylate;Tetrakis(ethoxycarbonyl)ethane

Chemical Property of TETRAETHYL 1,1,2,2-ETHANETETRACARBOXYLATE

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 73-75 °C(lit.)
• Refractive Index: 1.4105 (estimate)
• Boiling Point: 377.238°C at 760 mmHg
• PKA: 10.58±0.59(Predicted)
• Flash Point: 162.552°C
• PSA: 105.20000
• Density: 1.163g/cm³
• LogP: 0.47120
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 13
• Exact Mass: 318.13146766
• Heavy Atom Count: 22
• Complexity: 330

Purity/Quality:

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

Tetraethyl 1,1,2,2-ethanetetracarboxylate 99% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)C(C(C(=O)OCC)C(=O)OCC)C(=O)OCC
• Uses: Tetraethyl 1,1,2,2-ethanetetracarboxylate was used in the synthesis of double-ring molecules. It was also used in the preparation of tapt and tapt·4HCl·EtOH·0.5H2O.

Technology Process of TETRAETHYL 1,1,2,2-ETHANETETRACARBOXYLATE

There total 105 articles about TETRAETHYL 1,1,2,2-ETHANETETRACARBOXYLATE 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: 100.0%

1,1,2,2-tetracarboethoxy-ethylene (6174-95-4) → tetraethyl ethane-1,1,2,2-tetracarboxylate (632-56-4)

Guidance literature:

With aluminium trichloride; lithium di-n-butylcuprate; In diethyl ether; at -65 - -40 ℃; for 1h; Product distribution; Mechanism; further organocopper reagents;

DOI:10.1016/0022-328X(85)80081-4

Reference yield: 100.0%

1,1,2,2-tetracarboethoxy-ethylene (6174-95-4) → tetraethyl ethane-1,1,2,2-tetracarboxylate (632-56-4)

Guidance literature:

In diethyl ether; at -65 - -40 ℃; for 1h;

Reference yield: 92.0%

diethyl malonate (105-53-3) → tetraethyl ethane-1,1,2,2-tetracarboxylate (632-56-4)

Guidance literature:

With N-Bromosuccinimide; potassium tert-butylate; In tetrahydrofuran; at 20 ℃;

DOI:10.1080/00397910701578123

upstream raw materials:

diethyl 2-chloromalonate

sodium diethylmalonate

diethyl ether

sodium diethyl phosphite

Downstream raw materials:

1,1,2,2-tetracarboethoxy-ethylene

tetraethyl cyclopropane-1,1,2,2-tetracarboxylate

tetraethyl cyclobutane-1,1,2,2-tetracarboxylate

tetramethyl ethane-1,1,2,2-tetracarboxylate

Refernces

• 1、 Sal'keeva,Nurmagambetova,Kurmanaliev. "Reaction of tert-butyl tetraethylphosphorodiamidite with bromomalonic ester [4]". . p. 1955 - 1955. Retrieved 2002.
• 2、 Gu, Guangmiao,Huang, Mengmeng,Kim, Jung Keun,Li, Yabo,Wu, Yangjie,Zhang, Jianye. "Visible-light-induced photocatalyst-free C-3 functionalization of indoles with diethyl bromomalonate". supporting information. p. 2543 - 2548. Retrieved 2020/05/13.
• 3、 Candish, Lisa,Standley, Eric A.,Gómez-Suárez, Adrián,Mukherjee, Satobhisha,Glorius, Frank. "Catalytic Access to Alkyl Bromides, Chlorides and Iodides via Visible Light-Promoted Decarboxylative Halogenation". supporting information. p. 9971 - 9974. Retrieved 2016/07/19.