Triethyl methanetricarboxylate

Base Information

• Chemical Name: Triethyl methanetricarboxylate
• CAS No.: 6279-86-3
• Molecular Formula: C10H16O6
• Molecular Weight: 232.233
• Hs Code.: 29171990
• European Community (EC) Number: 228-477-2
• NSC Number: 11006
• DSSTox Substance ID: DTXSID50211866
• Nikkaji Number: J150.011B
• Wikidata: Q72510643
• Mol file: 6279-86-3.mol

Synonyms:Triethyl methanetricarboxylate;6279-86-3;Tricarbethoxymethane;Methanetricarboxylic acid, triethyl ester;2-Ethoxycarbonyl-malonic acid diethyl ester;Triethylmethanetricarboxylate;Methanetricarboxylic acid triethyl ester;MFCD00009150;C10H16O6;Diethyl 2-(ethoxycarbonyl)malonate;EINECS 228-477-2;AI3-18421;Methane tricarboxylate triethyl;Carboxymalonic Acid Triethyl Ester;Triethoxycarbonylmethane;Triethyl Carboxymalonate;HC(COOEt)3;tri(ethoxycarbonyl)methane;triethyl methantricarboxylate;triethylmethane tricarboxylate;SCHEMBL425250;DTXSID50211866;AMY25162;NSC11006;Triethyl methanetricarboxylate, 98%;NSC 11006;NSC-11006;STK315800;1,1,1-triethyl methanetricarboxylate;AKOS003795001;CS-W002047;AS-17766;SY018026;A8676;BB 0243391;FT-0630107;T1481;EN300-59405;W-104958;F8880-0560;Z275166568;2-ethyl-2-methylbutane-1,1,1-tricarboxylate

Chemical Property of Triethyl methanetricarboxylate

Chemical Property:

• Appearance/Colour: clear colorless to yellow liquid after melting
• Vapor Pressure: 0.00358mmHg at 25°C
• Melting Point: 25-26 °C(lit.)
• Refractive Index: n20/D 1.424(lit.)
• Boiling Point: 281.3 °C at 760 mmHg
• PKA: 9.13±0.59(Predicted)
• Flash Point: 118.3 °C
• PSA: 78.90000
• Density: 1.136 g/cm³
• LogP: 0.29190
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• Water Solubility.: immiscible
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 232.09468823
• Heavy Atom Count: 16
• Complexity: 217

Purity/Quality:

99% ^*data from raw suppliers

Triethyl Methanetricarboxylate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)C(C(=O)OCC)C(=O)OCC
• Uses: Triethyl Methanetricarboxylate is used in the synthesis of novel inhibitors of Hsp90. It is also used in the preparation of novel dihydroquinoline-3-carboxylic acids that function as HIV-1 integrase i nhibitors.

Technology Process of Triethyl methanetricarboxylate

There total 26 articles about Triethyl methanetricarboxylate 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: 85.0%

2-(indoline-1-carbonyl)-3-(indolin-1-yl)-3-oxopropionic acid (930297-54-4) → methanetri-N-(indolin-1-yl)carboxamide (649765-74-2) + methanetricarboxylic acid triethyl ester (6279-86-3)

Guidance literature:

at 220 ℃;

DOI:10.1007/s10593-006-0200-5

Reference yield: 83.0%

triethyl pent-4-ene-1,2,2-tricarboxylate (16515-85-8) → methanetricarboxylic acid triethyl ester (6279-86-3)

Guidance literature:

With titanium(IV) isopropylate; isopropylmagnesium chloride; In diethyl ether; at -50 - -40 ℃; for 1h;

DOI:10.1246/bcsj.71.1673

Reference yield: 71.0%

chloroformic acid ethyl ester (541-41-3) + diethyl malonate (105-53-3) → methanetricarboxylic acid triethyl ester (6279-86-3)

Guidance literature:

With magnesium oxide; In toluene; at 80 - 83 ℃; for 7h; further reag.: Mg(OH)2, K₂CO₃, Et₃N, pyridine,; add of Bu₄NCl,MgCl₂; var solv. temp. and time;

DOI:10.1016/S0040-4020(01)89094-3

upstream raw materials:

(Oxomethylen)malonsaeure-diethylester

ethanol

bromo-methanetricarboxylic acid triethyl ester

sodium diethylmalonate

Downstream raw materials:

1,1,1-ethanetricarboxylic acid triethyl ester

triethyl (4-cyano-benzyl)-methane-tricarboxylate

2-(2,4-Dimethoxy-phenyl)-2-ethoxycarbonyl-malonic acid diethyl ester

triethyl (1R)-2,3-dihydro-1H-inden-1-ylmethanetricarboxylate

Refernces

• 1、 -. "Ultralow molecular weight dendritic alkyl hexamine shale inhibitor and synthetic method thereof". Paragraph 0046-0050; 0064-0068; 0086; 0087. . Retrieved 2017/07/01.
• 2、 -. "NOVEL 3, 4-PROPYLENEDIOXYTHIOPHENE DERIVATIVES WITH PENDANT FUNCTIONAL GROUPS". Page/Page column 5-6. . Retrieved 2010/11/24.