2459-10-1

Usage

Uses

Used in Polymer Synthesis:
Trimethyl 1,2,4-benzenetricarboxylate is used as a key component in the synthesis of polymers for [application reason] the creation of materials that can be cleaved at predetermined sites by ionizing radiations. This property is valuable in various industries, such as materials science and engineering, where controlled degradation of polymers is essential.
Used in Standard Enthalpy of Combustion Measurements:
In the field of chemistry, trimethyl 1,2,4-benzenetricarboxylate is utilized as a subject for measuring the standard enthalpy of combustion using bomb calorimetry. This application aids in understanding the compound's energy content and its potential use in various chemical reactions and processes.
Used in Chemical Research:
Trimethyl 1,2,4-benzenetricarboxylate serves as a valuable compound in chemical research, particularly in the study of its chemical properties and potential applications in different industries. Its clear colorless to yellow viscous liquid appearance and unique chemical properties make it an interesting subject for further investigation and development.

Flammability and Explosibility

Nonflammable

InChI:InChI=1/C12H12O6/c1-16-10(13)7-4-5-8(11(14)17-2)9(6-7)12(15)18-3/h4-6H,1-3H3

Upstream product

• 186581-53-3 diazomethane 
• 528-44-9 1,2,4-benzene tricarboxylic acid 
• 67-56-1 methanol 
• 91250-79-2 3,5-Diaethyl-6-methyl-cyclohexadien-(1,3) 
• 922-67-8 propynoic acid methyl ester 
• 6018-41-3 methyl coumalate 
• 762-42-5 dimethyl acetylenedicarboxylate 
• 201230-82-2 carbon monoxide 
• 2905-68-2 methyl 3,4-dichlorobenzoate 
• 124-41-4 sodium methylate 
• 35112-28-8 methyl 2,4-dichlorobenzoate 
• 116896-74-3 Cyclohexa-1,4-diene-1,2,4-tricarboxylic acid trimethyl ester 
• 59776-81-7 methyl 2-pyrone-4-carboxylate 
• 121-46-0 bicyclo[2.2.1]hepta-2,5-diene 

Downstream Products

• 54699-35-3 1,2-dimethyl 1,2,4-benzenetricarboxylate 
• 25147-76-6 [2,4-bis(hydroxymethyl)-phenyl]methanol 
• 10508-39-1 1,2,4-benzenetricarboxamide 
• 64884-25-9 1,2,4-Tris(mercaptomethyl)benzol 
• 61124-37-6 1,2,4-tris(bromomethyl)benzene 
• 7237-83-4 triglycidyl 1,3,6-benzenetricarboxylate 
• 528-44-9 1,2,4-benzene tricarboxylic acid 
• 3319-31-1 Hatcol 200 
• 552-30-7 trimellitic Anhydride 
• 185050-61-7 benzene-1,2,4-tricarboxylic acid-1,4-dimethyl ester 
• 13912-71-5 benzene-1,2,4-tricarboxylic acid-1-methyl ester 
• 13940-95-9 benzene-1,2,4-tricarboxylic acid-2-methyl ester 
• 478788-48-6 monoamide of trimellitic acid 
• 185051-08-5 benzene-1,2,4-tricarboxylic acid-2,4-dimethyl ester 

Relevant academic research and scientific papers

Domino retro Diels-Alder/Diels-Alder reaction: An efficient protocol for the synthesis of highly functionalized bicyclo[2.2.2]octenones and bicyclo[2.2.2]octadienones

A novel and convenient approach, the domino retro Diels-Alder/Diels-Alder reaction sequence for highly stereo- and regioselective synthesis of various bicyclo[2.2.2]octenone and bicyclo[2.2.2]octadienone derivatives is presented. Thus, the masked o-benzoquinones (MOBs) 2a-e generated by the pyrolysis of the respective dimers 3a-e participated in this novel synthetic strategy with a variety of olefinic and acetylenic dienophiles at 220 °C to provide the title compounds in good to excellent yields. The Royal Society of Chemistry 2006.

Heterobimetallic heptamethylindenyl complexes of Cr0 and RhI: trans-*-RhL2> (L2=COD, L=CO)

Indenyl-RhL2 spcies are efficient catalysts in the cyclotrimerization reaction of alkynes to give substituted arenes.The syntheses and X-ray structures of the two bimetallic complexes, trans-Cr(CO)3-heptamethylindenyl-Rh(COD) and trans-Cr(CO)3-heptamethyl

H-BPin/KOtBu Promoted Activation of Cobalt Salt to a Heterotopic Catalyst for Highly Selective Cyclotrimerization of Alkynes

A mixture of HBPin with KOtBu was found to activate cobalt salt to form a heterotopic cobalt species that is highly active for catalytic intermolecular trimerization of alkynes. This protocol affords 1,2,4-regioisomers in good yields with high regioselectivities under mild conditions. These salient features, together with the operational simplicity and high efficiency, as well as obviating the use of any costly and/or air sensitive ligands, renders the protocol promising for practical applications.

Case Study of N-iPr versus N-Mes Substituted NHC Ligands in Nickel Chemistry: The Coordination and Cyclotrimerization of Alkynes at [Ni(NHC)2]

A case study on the effect of the employment of two different NHC ligands in complexes [Ni(NHC)2] (NHC=iPr2ImMe 1Me, Mes2Im 2) and their behavior towards alkynes is reported. The reaction of a mixture of [Ni2(iPr2ImMe)4(μ-(η2 : η2)-COD)] B/ [Ni(iPr2ImMe)2(η4-COD)] B’ or [Ni(Mes2Im)2] 2, respectively, with alkynes afforded complexes [Ni(NHC)2(η2-alkyne)] (NHC=iPr2ImMe: alkyne=MeC≡CMe 3, H7C3C≡CC3H7 4, PhC≡CPh 5, MeOOCC≡CCOOMe 6, Me3SiC≡CSiMe3 7, PhC≡CMe 8, HC≡CC3H7 9, HC≡CPh 10, HC≡C(p-Tol) 11, HC≡C(4-tBu-C6H4) 12, HC≡CCOOMe 13; NHC=Mes2Im: alkyne=MeC≡CMe 14, MeOOCC≡CCOOMe 15, PhC≡CMe 16, HC≡C(4-tBu-C6H4) 17, HC≡CCOOMe 18). Unusual rearrangement products 11 a and 12 a were identified for the complexes of the terminal alkynes HC≡C(p-Tol) and HC≡C(4-tBu-C6H4), 11 and 12, which were formed by addition of a C?H bond of one of the NHC N-iPr methyl groups to the C≡C triple bond of the coordinated alkyne. Complex 2 catalyzes the cyclotrimerization of 2-butyne, 4-octyne, diphenylacetylene, dimethyl acetylendicarboxylate, 1-pentyne, phenylacetylene and methyl propiolate at ambient conditions, whereas 1Me is not a good catalyst. The reaction of 2 with 2-butyne was monitored in some detail, which led to a mechanistic proposal for the cyclotrimerization at [Ni(NHC)2]. DFT calculations reveal that the differences between 1Me and 2 for alkyne cyclotrimerization lie in the energy profile of the initiation steps, which is very shallow for 2, and each step is associated with only a moderate energy change. The higher stability of 3 compared to 14 is attributed to a better electron transfer from the NHC to the metal to the alkyne ligand for the N-alkyl substituted NHC, to enhanced Ni-alkyne backbonding due to a smaller CNHC?Ni?CNHC bite angle, and to less steric repulsion of the smaller NHC iPr2ImMe.

Sustainable synthesis of 1,2,3,4-cyclohexanetetracarboxylate from sugar-derived carboxylic acids

Herein, we report a sustainable route for the synthesis of 1,2,3,4-cyclohexanetetracarboxylate from sugar-derived muconic acid and fumaric acid. The key Diels-Alder reaction constructed a cyclohexene framework substituted by four ester groups. The isolated yield of tetramethyl 5-cyclohexene-1,2,3,4-tetracarboxylate was up to 95.5percent without any catalyst used. And the hydrogenation reaction of the cycloadduct was catalyzed by commercial RANEY? Ni at room temperature and nearly 100percent yield of the cyclohexyl target products was obtained. This journal is

Enhanced Catalytic Activity of Nickel Complexes of an Adaptive Diphosphine-Benzophenone Ligand in Alkyne Cyclotrimerization

Adaptive ligands, which can adapt their coordination mode to the electronic structure of various catalytic intermediates, offer the potential to develop improved homogeneous catalysts in terms of activity and selectivity. 2,2′-Diphosphinobenzophenones have previously been shown to act as adaptive ligands, the central ketone moiety preferentially coordinating reduced metal centers. Herein, the utility of this scaffold in nickel-catalyzed alkyne cyclotrimerization is investigated. The complex [(p-tolL1)Ni(BPI)] (p-tolL1 = 2,2′-bis(di(para-tolyl)phosphino)-benzophenone; BPI = benzophenone imine) is an active catalyst in the [2 + 2 + 2] cyclotrimerization of terminal alkynes, selectively affording 1,2,4-substituted benzenes from terminal alkynes. In particular, this catalyst outperforms closely related bi- and tridentate phosphine-based Ni catalysts. This suggests a reaction pathway involving a hemilabile interaction of the C-O unit with the nickel center. This is further borne out by a comparative study of the observed resting states and DFT calculations.

METHOD FOR PRODUCING BENZENE COMPOUND AND CATALYST FOR PRODUCING BENZENE COMPOUND

PROBLEM TO BE SOLVED: To provide a method for producing a benzene compound capable of performing production of various benzene compounds with low environmental load without generating waste as in the case of using benzene as a starting raw material and to provide a catalyst used for the production method. SOLUTION: There are provided: a method for producing a benzene compound from alkynes in the presence of a catalyst, wherein the catalyst is a PdAu supported catalyst obtained by supporting Pd and Au in a molar ratio of 1:1 to 1:10 on a carrier; and a catalyst used for the production method. SELECTED DRAWING: None COPYRIGHT: (C)2019,JPOandINPIT

Cyclotrimerization of phenylacetylene catalyzed by a cobalt half-sandwich complex embedded in an engineered variant of transmembrane protein FhuA

An (η5-cyclopentadienyl)cobalt(i) complex was covalently incorporated into an engineered variant of the transmembrane protein ferric hydroxamate uptake protein component: A, FhuA ΔCVFtev, using a thiol-ene reaction. A CD spectrum shows the structural integrity of the biohybrid catalyst. MALDI-TOF of the segment containing the anchoring site for the cobalt complex Cys545 confirmed successful conjugation. This biohybrid catalyst catalyzed the cyclotrimerization of phenylacetylene to give a mixture of regioisomeric 1,2,4- and 1,3,5-triphenylbenzene in aqueous medium.

Pseudo-tetrahedral Rhodium and Iridium Complexes: Catalytic Synthesis of E-Enynes

The reactions of the rhodium(I) and iridium(I) complexes [M(PhBP3)(C2H4)(NCMe)] (PhBP3=PhB(CH2PPh2)3?) with alkynes have resulted in the synthesis of a new family of p

A trimellitic acid synthesis method (by machine translation)

The invention belongs to the technical field of organic chemical industry, in particular to a trimellitic acid synthesis method. In order to trimellitic anhydride as the starting material, by esterification reaction to produce 1, 2, 4 - benzene citric acid three-methyl ester, 1, 2, 4 - benzene citric acid three-methyl ester hydrolysis reaction to obtain the trimellitic acid. The method of the invention the operation is simple, mild reaction conditions, the use of the reagent is easy cheap, simple post-treatment, do not need column chromatography, easy monitoring of the end point of the reaction, the yield is higher, can realize industrial production. (by machine translation)