4105-92-4

Usage

Uses

Used in Fragrance Industry:
Triethyl 1,3,5-benzenetricarboxylate is used as a fragrance ingredient for its fruity scent, enhancing the aroma profiles in perfumes, colognes, and cosmetics.
Used in Plastics Industry:
In the plastics industry, Triethyl 1,3,5-benzenetricarboxylate is utilized as a plasticizer, contributing to the flexibility and workability of cellulose acetate films, which are essential in various applications such as photographic and packaging films.
Used in Pharmaceutical Industry:
Triethyl 1,3,5-benzenetricarboxylate serves as an intermediate in the synthesis of various drugs and pharmaceutical compounds, playing a crucial role in the development of new medications.
Used in Resin and Polymer Production:
Triethyl 1,3,5-benzenetricarboxylate is also employed in the manufacture of resins and polymers, where it contributes to the formation of materials with specific properties required for diverse applications.
Considering its low toxicity and general safety when handled and stored properly, Triethyl 1,3,5-benzenetricarboxylate is a versatile compound with significant applications across multiple industries.

InChI:InChI=1/C15H18O6/c1-4-19-13(16)10-7-11(14(17)20-5-2)9-12(8-10)15(18)21-6-3/h7-9H,4-6H2,1-3H3

Upstream product

• 75-30-9 2-iodo-propane 
• 64-17-5 ethanol 
• 56298-72-7 sodio-1,1,3,3-tetracarboethoxypropene 
• 554-95-0 benzene-1,3,5-tricarboxylic acid 
• 105-39-5 chloroacetic acid ethyl ester 
• 109-94-4 formic acid ethyl ester 
• 105-36-2 ethyl bromoacetate 
• 60-29-7 diethyl ether 
• 5941-55-9 ethyl 3-ethoxyacrylate 
• 141-52-6 sodium ethanolate 
• 609-08-5 Diethyl methylmalonate 
• 68-12-2 N,N-dimethyl-formamide 
• 927-80-0 1-ethoxyacetylene 
• 20482-63-7 Benzoylaminoacetamidine hydrochloride 

Downstream Products

• 4105-93-5 1,3-bis(ethoxycarbonyl)benzoic acid 
• 181425-91-2 diethyl 5-(hydroxymethyl)isophthalate 
• 250608-55-0 5-hydrazinocarbonyl-isophthalic acid diethyl ester 
• 5962-82-3 cis,cis-1,3,5-tris(hydroxymethyl)cyclohexane 
• 16526-68-4 cis-1,3,5-cyclohexane tricarboxylic acid 
• 56025-65-1 1,3,5-tris-bromomethyl-cyclohexane 
• 3048-34-8 1,3,5-Tris--benzol 
• 86375-10-2 N¹,N³,N⁵- tribenzylbenzene-1,3,5-tricarboxamide 
• 38460-57-0 1,3,5-tris(mercaptomethyl)benzene 

Relevant academic research and scientific papers

REACTION OF NUCLEOBASES WITH α-ACETYLENIC ESTERS, POTENTIALLY USEFULL FOR CHEMICAL MODIFICATION OF NUCLEIC ACIDS

The NH2 group and the adjacent ring nitrogen of adenosine and cytidine react with α-acetylenic esters by addition across the triple bond and formation of a lactam with the ester group.

Trisannelation of acrylates to 1,3,5-benzenetricarboxylates by a Pd(OAc)2/HPMoV/CeCl3/O2 system

(Chemical Equation Presented) A new type of trisannelation reaction of acrylates through acetal formation was developed by Pd(OAc)2 combined with molybdovanadophosphoric acid (HPMo8V4) and Lewis acid under atmospheric diox

Understanding the Incorporation and Release of Salicylic Acid in Metal-Organic Frameworks for Topical Administration

Although metal-organic frameworks (MOFs) have been widely demonstrated to be great candidates for drug delivery applications, they have been mainly proposed for the intravenous route. Here, eight highly porous benchmarked MOFs, with different topologies a

Iron-catalyzed trimerization of terminal alkynes enabled by pyrimidinediimine ligands: A regioselective method for the synthesis of 1,3,5-substituted arenes

The development of pyrimidine-based analogues of the well-known pyridinediimine (PDI) iron complexes enables access to a functional-group-tolerant methodology for the catalytic trimerization of terminal aliphatic alkynes. Remarkably, in contrast to established alkyne trimerization protocols, the 1,3,5-substituted arenes are the main reaction products. Preliminary mechanistic investigations suggest that the enhanced π-acidity of the pyrimidine ring, combined with the hemilability of the imine groups coordinated to the iron center, facilitates this transformation. The entry point in the catalytic cycle is an isolable iron dinitrogen complex. The catalytic reaction proceeds via a 1,3-substituted metallacycle, which explains the observed 1,3,5-regioselectivity. Such a metallacycle could be isolated and represents a rare 1,3-substituted ferracycle obtained through alkyne cycloaddition.

Cyclotrimerization of alkynes catalyzed by a self-supported cyclic tri-nuclear nickel(0) complex with α-diimine ligands

A cyclic tri-nuclear α-diimine nickel(0) complex [{Ni(μ-LMe-2,4)}3] (2) was synthesized from a “pre-organized”, trimerized trigonal LNiBr2-type precursor [Ni3(μ2-Br)3(μ3-Br)2(LMe-2,4)3]·Br (1; LMe-2,4 = [(2,4-Me2C6H3)NC(Me)]2). In complex 2, the α-diimine ligands not only exhibit the normal N,N′-chelating mode, but they also act as bridges between the Ni atoms through an unusual π-coordination of a C═N bond to Ni. Complex 2 is able to catalyze the cyclotrimerization of alkynes to form substituted benzenes in good yield and regio-selectivity for the 1,3,5-isomers, which is found to vary with the nature of the alkyne employed. This complex represents a convenient self-supported nickel(0) catalyst with no need for additional ligands and reducing agent.

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.

Silica Gel as a Promoter of Sequential Aza-Michael/Michael Reactions of Amines and Propiolic Esters: Solvent- and Metal-Free Synthesis of Polyfunctionalized Conjugated Dienes

We present an efficient, simple, metal- and solvent-free silica-gel-promoted synthesis of functionalized conjugated dienes by sequential aza-Michael/Michael reactions by starting from commercially available primary amines and propiolic esters. The scope a

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.

Reactions of dicobalt octacarbonyl with dinucleating and mononucleating bis(imino)pyridine ligands

This work focuses on the application of dicobalt octacarbonyl (Co2(CO)8) as a metal precursor in the chemistry of formally low-valent cobalt with redox-active bis(imino)pyridine [NNN] ligands. The reactions of both mononucleating mes

Graphene Oxide: An Efficient Acid Catalyst for the Construction of Esters from Acids and Alcohols

Graphene oxide was found to be an efficient and reusable acid catalyst for the esterification reaction. A wide range of aliphatic and aromatic acids and alcohols were compatible with the standard conditions and afforded the corresponding products in good yields. The heterogeneous catalyst can be easily recovered and recycled in dichloro-ethane solvent with good catalytic activity.