Triethyl pentane-1,3,5-tricarboxylate

Base Information

• Chemical Name: Triethyl pentane-1,3,5-tricarboxylate
• CAS No.: 63579-89-5
• Molecular Formula: C14H24 O6
• Molecular Weight: 288.341
• Hs Code.: 2917190090
• European Community (EC) Number: 264-336-1
• NSC Number: 76057
• DSSTox Substance ID: DTXSID90212958
• Nikkaji Number: J349.271K
• Wikidata: Q83088198
• Mol file: 63579-89-5.mol

Synonyms:Triethyl pentane-1,3,5-tricarboxylate;63579-89-5;Triethyl-1,3,5-pentane tricarboxylate;EINECS 264-336-1;NSC76057;triethyl 1,3,5-pentanetricarboxylate;SCHEMBL13890084;DTXSID90212958;NSC 76057;NSC-76057;AKOS024332947;1,3,5-Pentanetricarboxylic acid triethyl ester

Chemical Property of Triethyl pentane-1,3,5-tricarboxylate

Chemical Property:

• Vapor Pressure: 0.000151mmHg at 25°C
• Boiling Point: 331.9°C at 760 mmHg
• Flash Point: 140.1°C
• PSA: 78.90000
• Density: 1.066g/cm³
• LogP: 1.85230
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 13
• Exact Mass: 288.15728848
• Heavy Atom Count: 20
• Complexity: 291

Purity/Quality:

99% ^*data from raw suppliers

TRIETHYL 1,3,5-PENTANETRICARBOXYLATE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CCC(CCC(=O)OCC)C(=O)OCC

Technology Process of Triethyl pentane-1,3,5-tricarboxylate

There total 7 articles about Triethyl pentane-1,3,5-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: 83.0%

ethanol (64-17-5) + pentane-1,3,5-tricarboxylic acid (6940-58-5) → triethyl pentane-1,3,5-tricarboxylate (63579-89-5)

Guidance literature:

With sulfuric acid; for 96h; Heating;

DOI:10.1002/(SICI)1521-3765(19991001)5:10<3055::AID-CHEM3055>3.0.CO;2-N

Reference yield:

diethyl 2,2-bis(2-cyanoethyl)malonate (1444-05-9) → triethyl pentane-1,3,5-tricarboxylate (63579-89-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / HCl; H₂O / 72 h / Heating

2: 83 percent / H₂SO₄ / 96 h / Heating

With hydrogenchloride; sulfuric acid; water; 1: Hydrolysis / 2: Esterification;

DOI:10.1002/(SICI)1521-3765(19991001)5:10<3055::AID-CHEM3055>3.0.CO;2-N

Reference yield:

2,2,4-Trichloro-4-ethoxycarbonyl-heptanedioic acid diethyl ester (63579-82-8) → triethyl pentane-1,3,5-tricarboxylate (63579-89-5)

Guidance literature:

With acetic acid; zinc; In methanol;

DOI:10.1002/hlca.19770600321

upstream raw materials:

pentane-1,3,5-tricarboxylic acid

2,2,4-Trichloro-4-ethoxycarbonyl-heptanedioic acid diethyl ester

ethanol

acrylonitrile

Downstream raw materials:

Diethyl cyclohexanone-2,4-dicarboxylic ester

ethyl 4-oxocyclohexane-1-carboxylate

diethyl 4-aminocyclohexane-1,3-dicarboxylate

4-(6-(4-cyano-2-fluorobenzyloxy)naphthalene-2-sulfonamido)cyclohexane-1,3-dicarboxylic acid

Refernces

• 1、 Armstrong, Roly J.,Akhtar, Wasim M.,Frost, James R.,Christensen, Kirsten E.,Stevenson, Neil G.,Donohoe, Timothy J.. "Stereoselective synthesis of alicyclic ketones: A hydrogen borrowing approach". supporting information. . Retrieved 2019/11/13.
• 2、 Suissa, M. Rachel,Romming, Christian,Dale, Johannes. "Synthesis and conformation studies of a dodecaazanonacyclotetratetracontane". . p. 3055 - 3065. Retrieved 2007/10/03.