6634-01-1

Basic information

• Product Name: tetraethyl benzene-1,2,4,5-tetracarboxylate
• Synonyms: 1,2,4,5-benzenetetracarboxylic acid, tetraethyl ester; Tetraethyl benzene-1,2,4,5-tetracarboxylate
• CAS NO: 6634-01-1
• Molecular Formula: C₁₈H₂₂O₈
• Molecular Weight: 366.3625
• Mol File: 6634-01-1.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 426.5°C at 760 mmHg
• Flash Point: 183.9°C
• Density: 1.193g/cm³
• Vapor Pressure: 1.77E-07mmHg at 25°C
• Refractive Index: 1.51
• CAS DataBase Reference: tetraethyl benzene-1,2,4,5-tetracarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: tetraethyl benzene-1,2,4,5-tetracarboxylate(6634-01-1)
• EPA Substance Registry System: tetraethyl benzene-1,2,4,5-tetracarboxylate(6634-01-1)

Safety Data

• Hazardous Substances Data: 6634-01-1(Hazardous Substances Data)

Upstream product

• 762-21-0 acetylenedicarboxylic acid diethyl ester 
• 140-88-5 ethyl acrylate 
• 89-05-4 1,2,4,5-benzenetetracarboxylic acid 
• 78-39-7 Triethyl orthoacetate 
• 1188-33-6 N,N-dimethylformamide diethyl diacetal 
• 762-42-5 dimethyl acetylenedicarboxylate 
• 89-32-7 Pyromellitic dianhydride 
• 122-51-0 orthoformic acid triethyl ester 
• 75-03-6 ethyl iodide 
• 109-89-7 diethylamine 
• 64-17-5 ethanol 

Downstream Products

• 1036648-76-6 2,4,5-tris(ethoxycarbonyl)benzoic acid 
• 123820-97-3 tetrabenzyl benzene-1,2,4,5-tetracarboxylate 
• 15383-49-0 cyclohexane-1e,2a,4a,5e-tetracarboxylic acid 
• 2754-41-8 1,2,4,5-cyclohexanetetracarboxylic acid-1,2:4,5-dianhydride 
• 1030871-34-1 4,5-bis(ethoxycarbonyl)phthalonitrile 
• 122874-72-0 1,2,4,5-tetrakis[(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl] benzene-1,2,4,5-tetracarboxylate 
• 1037289-65-8 1,2,4,5-tetrakis[(1S,2R,5S)-2-isopropyl-5-methylcyclohexyl] benzene-1,2,4,5-tetracarboxylate 
• 151799-37-0 C₄₄H₅₃O₅PS₂ 
• 151799-40-5 C₄₈H₇₅O₇PSi₂ 
• 151799-36-9 C₃₆H₄₅Cl₂O₅P 
• 151799-35-8 {3-[(4-Butyl-phenyl)-(3-hydroxymethyl-7,7-dimethyl-5,9-dihydro-6,8-dioxa-benzocyclohepten-2-ylmethyl)-phosphinoylmethyl]-7,7-dimethyl-5,9-dihydro-6,8-dioxa-benzocyclohepten-2-yl}-methanol 
• 94253-98-2 tetraethyl 1,2,4,5-cyclohexanetetracarboxylate 
• 87255-76-3 diethyl 1,2-diformyl-4,5-benzenedicarboxylate 

Relevant articles and documents

Unsymmetrically-Substituted 5,12-dihydrodibenzo[b,f][1,4]diazocine-6,11-dione Scaffold—A Useful Tool for Bioactive Molecules Design

Unsymmetrically N-substituted and N,N’-disubstituted 5,12-dihydrodibenzo [b,f][1,4]diazocine-6,11-diones were synthesized in the new protocol. The desired modifications of the dibenzodiazocine scaffold were introduced at the stages of proper selection of building blocks as well as post-cyclization modifications with alkylation or acylation agents, expanding the structural diversity and possible applications of synthesized molecules. The extension of developed method resulted in the synthesis of novel: tricyclic 5,10-dihydrobenzo[b]thieno[3,4-f][1,4]diazocine-4,11-dione scaffold and fused pentacyclic framework possessing two benzodiazocine rings within its structure. Additionally, the unprecedented rearrangement of 5,12-dihydrodibenzo[b,f][1,4]diazocine-6,11-diones to 2-(2-aminophenyl)isoindoline-1,3-diones was observed under the basic conditions in the presence of sodium hydride for secondary dilactams. The structures of nine synthesized products have been established by single-crystal X-ray diffraction analysis. Detailed crystallographic analysis of the investigated tri- and pentacyclic systems has shed more light on their structural features. One cell line derived from non-cancerous cells (EUFA30—human fibroblasts) and three tumor cells (U87—human primary glioblastoma, HeLa—cervix adenocarcinoma, BICR18—laryngeal squamous cell carcinoma) were used to determine the cytotoxic effect of the newly synthesized compounds. Although these compounds showed a relatively weak cytotoxic effect, the framework obtained for 5,12-dihydrodibenzo[b,f][1,4]diazocine-6,11-dione could serve as a convenient privilege structure for the design and development of novel bioactive molecules suitable for drug design, development and optimization programs.

Multi-colour electrochromic materials based on polyaromatic esters with low driving voltage

Low-cost single molecular electrochromic (EC) materials with low toxicity are desirable for EC displays and photonic devices. In this study, new EC materials based on phthalates, an inexpensive class of benzoate materials with relatively simple molecular structure, are designed and prepared. Despite being good candidates for EC devices due to clear colour changes when reduced, devices fabricated using phthalate derivatives (PDs) suffer from a high driving voltage. Herein, we propose a facile strategy of replacing the benzene core with polyaromatic esters to enlarge the conjugated area and to synthesise PDs to lower the driving voltage in EC devices. Additionally, devices show good memory effect (hundreds of seconds), the ability to undergo multiple colour changes and enhanced stability, dependent on the size of the conjugated bridge between the two sides of the molecule. The fabricated EC devices based on polyaromatic esters demonstrate a low driving voltage (-2.6 V). We have shown that the number of aromatic ester rings in the conjugated area is very critical to obtain different colours in this new class of EC materials. This series of EC materials has promising potential for future industry applications due to the vivid colour change upon electrochemical stimulation at a low driving voltage.

Reactivity of electron-deficient alkynes on gold nanoparticles

Propiolates cyclotrimerize in the presence of catalytic amounts of gold nanoparticles to give aryl benzoates in high yields and with turnover frequencies of thousands per hour. Types of alkynes other than propiolates do not react, and, if molecular oxygen