TRIMETHYL 1,2,4-BENZENETRICARBOXYLATE

Base Information

• Chemical Name: TRIMETHYL 1,2,4-BENZENETRICARBOXYLATE
• CAS No.: 2459-10-1
• Molecular Formula: C12H12 O6
• Molecular Weight: 252.224
• Hs Code.: 29173990
• European Community (EC) Number: 219-547-3
• UNII: 16O7DT5N66
• DSSTox Substance ID: DTXSID8044620
• Nikkaji Number: J1.813I
• Wikidata: Q27251833
• ChEMBL ID: CHEMBL3183850
• Mol file: 2459-10-1.mol

Synonyms:1,2,4-Benzenetricarboxylicacid, trimethyl ester (7CI,8CI,9CI); Trimellitic acid trimethyl ester (6CI);1,2,4-Tris(methoxycarbonyl)benzene; Methyl trimellitate; TMTM; Trimethyl1,2,4-benzenetricarboxylate; Trimethyl trimellitate

Chemical Property of TRIMETHYL 1,2,4-BENZENETRICARBOXYLATE

Chemical Property:

• Appearance/Colour: Clear colorless to yellow viscous liquid
• Vapor Pressure: 0.01 mm Hg ( 20 °C)
• Melting Point: 38-40 °C(lit.)
• Refractive Index: n20/D 1.523(lit.)
• Boiling Point: 194 °C12 mm Hg(lit.)
• Flash Point: 140.4°C
• PSA: 78.90000
• Density: 1.241g/cm³
• LogP: 1.04640
• Solubility.: Insoluble in water
• Water Solubility.: 1.11g/L at 20℃
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 252.06338810
• Heavy Atom Count: 18
• Complexity: 338

Purity/Quality:

99% ^*data from raw suppliers

Trimethyl Trimellitate >95.0%(GC) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Plastics & Rubber -> Phthalate Esters
• Canonical SMILES: COC(=O)C1=CC(=C(C=C1)C(=O)OC)C(=O)OC
• Uses: Trimethyl 1,2,4-benzenetricarboxylate has been used in the synthesis of polymers which can be cleaved at predetermined sites by ionizing radiations.

Technology Process of TRIMETHYL 1,2,4-BENZENETRICARBOXYLATE

There total 47 articles about TRIMETHYL 1,2,4-BENZENETRICARBOXYLATE 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%

methanol (67-56-1) + 1,2,4-benzene tricarboxylic acid (528-44-9) → benzene-1,2,4-tricarboxylic acid trimethyl ester (2459-10-1)

Guidance literature:

With boron trifluoride; at 65 ℃; for 0.333333h;

DOI:10.1021/ac049919h

Reference yield: 92.0%

propynoic acid methyl ester (922-67-8) → 1,3,5-tris-(methoxycarbonyl)benzene (2672-58-4) + benzene-1,2,4-tricarboxylic acid trimethyl ester (2459-10-1)

Guidance literature:

With potassium tert-butylate; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; cobalt(II) iodide; In acetonitrile; at 30 ℃; for 12h; regioselective reaction; Glovebox; Inert atmosphere;

DOI:10.1021/acs.orglett.1c02493

Reference yield: 92.0%

propynoic acid methyl ester (922-67-8) → benzene-1,2,4-tricarboxylic acid trimethyl ester (2459-10-1)

Guidance literature:

With C₂₁H₄₇ClNNiP₂⁽¹⁺⁾*Cl^(1-); zinc; In acetonitrile; at 40 ℃; for 4h; regioselective reaction; Catalytic behavior; Inert atmosphere; Schlenk technique;

DOI:10.1016/j.jorganchem.2017.02.039

upstream raw materials:

diazomethane

1,2,4-benzene tricarboxylic acid

methanol

3,5-Diaethyl-6-methyl-cyclohexadien-(1,3)

Downstream raw materials:

1,2-dimethyl 1,2,4-benzenetricarboxylate

[2,4-bis(hydroxymethyl)-phenyl]methanol

1,2,4-benzene tricarboxylic acid

triglycidyl 1,3,6-benzenetricarboxylate

Refernces

• 1、 Bonifaci, Chiara,Ceccon, Alberto,Gambaro, Alessandro,Ganis, Paolo,Mantovani, Laura,et al.. "Heterobimetallic heptamethylindenyl complexes of Cr0 and RhI: trans-*-RhL2> (L2=COD, L=CO)". . p. 267 - 276. Retrieved 1994.
• 2、 Tendera, Lukas,Helm, Moritz,Krahfuss, Mirjam J.,Kuntze-Fechner, Maximilian W.,Radius, Udo. "Case Study of N-iPr versus N-Mes Substituted NHC Ligands in Nickel Chemistry: The Coordination and Cyclotrimerization of Alkynes at [Ni(NHC)2]". supporting information. p. 17849 - 17861. Retrieved 2021/11/17.
• 3、 Orsino, Alessio F.,Gutiérrez Del Campo, Manuel,Lutz, Martin,Moret, Marc-Etienne. "Enhanced Catalytic Activity of Nickel Complexes of an Adaptive Diphosphine-Benzophenone Ligand in Alkyne Cyclotrimerization". . p. 2458 - 2481. Retrieved 2019/03/08.