1198-55-6

Usage

Uses

Used in Chemical Synthesis:
Tetrachlorocatechol is used as an intermediate in the synthesis of Heptachlorodibenzo-p-dioxin, which is a toxic polychlorinated dibenzo-p-dioxin. TETRACHLOROCATECHOL has been detected in domestic meat and poultry, posing potential health risks to consumers.
Used in Environmental and Health Research:
Tetrachlorocatechol is utilized in research related to environmental contamination and health effects. The study of its acute toxicity in mice helps to understand the potential risks associated with exposure to TETRACHLOROCATECHOL and its derivatives, contributing to the development of safety measures and regulations.

InChI:InChI=1/C6H2Cl4O2/c7-1-2(8)4(10)6(12)5(11)3(1)9/h11-12H

Upstream product

• 67-56-1 methanol 
• 39087-46-2 4,5,6,7-tetrachloro-benzo[1,3,2]dioxathiol-2,2-dioxide 
• 2435-53-2 o-tetrachloroquinone 
• 60-29-7 diethyl ether 
• 860757-08-0 4-ethoxy-3,6-dichloro-5-(2,3,4,5-tetrachloro-6-hydroxy-phenoxy)-[1,2]benzoquinone 
• 120-80-9 benzene-1,2-diol 
• 76455-74-8 Acetic acid 2-methoxy-4-(2-phenyl-5-p-tolyl-3,4-dihydro-2H-pyrazol-3-yl)-phenyl ester 
• 76455-75-9 Acetic acid 4-(2,5-di-p-tolyl-3,4-dihydro-2H-pyrazol-3-yl)-2-methoxy-phenyl ester 
• 343808-02-6 Acetic acid 4-[2-(4-chloro-phenyl)-5-p-tolyl-3,4-dihydro-2H-pyrazol-3-yl]-2-methoxy-phenyl ester 
• 77796-30-6 4,5,6,7-tetrachloro-2',3'-diphenyl-spiro<1,3-benzodioxole-2,4'(3'H)-quinazoline> 
• 77796-32-8 4,5,6,7-tetrachloro-2'-p-anisyl-3'-phenyl-spiro<1,3-benzodioxole-2,4'(3'H)-quinazoline> 
• 53628-18-5 4,5,6,7-tetrachloro-2'-(4-methoxy-phenyl)-spiro[benzo[1,3]dioxole-2,4'-benzo[d][1,3]thiazine] 
• 94-09-7 p-aminoethylbenzoate 
• 17240-30-1 2-phenylbenzo[d][1,3]thiazine-4-thione 

Downstream Products

• 65005-72-3 perchloroxanthrenequinone-2,3 
• 860757-08-0 4-ethoxy-3,6-dichloro-5-(2,3,4,5-tetrachloro-6-hydroxy-phenoxy)-[1,2]benzoquinone 
• 2435-53-2 o-tetrachloroquinone 
• 2539-17-5 tetrachloroguaiacol 
• 99875-07-7 1,2,3,4-Tetrachloro-5,6-bis-trimethylsilanyloxy-benzene 
• 142834-94-4 Decanedioic acid methyl ester 2,3,4,5-tetrachloro-6-(9-methoxycarbonyl-nonanoyloxy)-phenyl ester 
• 19254-95-6 2,3,4,4,5,5-hexachloro-6,6-dihydroxycyclohex-2-enone 
• 36200-42-7 3,4,5,6-tetrachlorocatechol diacetate 

Related news

Structural studies on manganese(III) and manganese(IV) complexes of TETRACHLOROCATECHOL (cas 1198-55-6) and the catalytic reduction of dioxygen to hydrogen peroxide07/16/2019

The mononuclear complexes (Bu4N)[Mn(Cl4Cat)2(H2O)(EtOH)] and (Bu4N)2[Mn(Cl4Cat)3] (H2Cat=1,2-dihydroxybenzene) have been synthesised and characterised by X-ray diffraction. This work provides a direct, independent, synthesis of these complexes and an interesting example of how solvent effects ca...detailed

Relevant academic research and scientific papers

Bis(dioxolene)(bipyridine)ruthenium Redox Series

Complexes of the general formula n+ have been prepared where (bpy) is 2,2'-bipyridine and n = -1, 0, +1.The dioxolene ligand is 1,2-dihydroxybenzene (cathechol), 3,5-di-tert-butyl- or 3,4,5,6-tetrachloro-1,2-dihydroxybenzene which may formally exist in the catecholate, semiquinone, or quinone oxidation state.Redox series of up to five members have been prepared by controlled potential electrolysis of the parent species or, in some cases, by chemical oxidation or reduction.Electrochemistry, magnetism, X-ray structural data and ultraviolet, visible and near infrared electronic, resonance Raman, vibrational (FTIR), nuclear magnetic resonance, electron spin resonance and photoelectron spectra, for various members of the redox series, are discussed in terms of theelectronic structures (effective oxidation states, delocalization) of the complexes.Apparent conflicts between results obtained with different techniques are resolved by using a simple, quantitative MO model.

First example of direct transformation of alkylbenzenes to 1,3-benzodioxoles by oxidation with o-chloranil

The reaction of alkyl-substituted benzenes with o-chloranil at an elevated temperature was found to give 4,5,6,7-tetrachloro-1,3-benzodioxoles via benzylic oxidation and subsequent acetal formation, albeit in poor yields.

Bis(perchlorocatecholato)silane—A Neutral Silicon Lewis Super Acid

No neutral silicon Lewis super acids are known to date. We report on the synthesis of bis(perchlorocatecholato)silane and verify its Lewis super acidity by computation (DLPNO-CCSD(T)) and experiment (fluoride abstraction from SbF6?). The exceptional affinity towards donors is further demonstrated by, for example, the characterization of an unprecedented SiO4F2 dianion and applied in the first hydrodefluorination reaction catalyzed by a neutral silicon Lewis acid. Given the strength and convenient access to this new Lewis acid, versatile applications might be foreseen.

Metal-free reduction of unsaturated carbonyls, quinones, and pyridinium salts with tetrahydroxydiboron/water

A series of unsaturated carbonyls, quinones, and pyridinium salts have been effectively reduced to the corresponding saturated carbonyls, dihydroxybenzenes, and hydropyridines in moderate to high yields with tetrahydroxydiboron/water as a mild, convenient, and metal-free reduction system. Deuterium-labeling experiments have revealed this protocol to be an exclusive transfer hydrogenation process from water. This journal is

Structure-reactivity studies on hypervalent square-pyramidal dithieno[3,2-b:2′,3′-d]phospholes

A series of neutral pentacoordinate dithieno[3,2-b:2′,3′-d]phosphole compounds were synthesized by [4 + 1] cycloaddition witho-quinones. Counter to the expected trigonal bipyramidal geometry, the luminescent hypervalent dithienophospholes exhibit square p

1-Methyl-1,4-cyclohexadiene as a Traceless Reducing Agent for the Synthesis of Catechols and Hydroquinones

Pro-aromatic and volatile 1-methyl-1,4-cyclohexadiene (MeCHD) was used for the first time as a valid H-atom source in an innovative method to reduce ortho or para quinones to obtain the corresponding catechols and hydroquinones in good to excellent yields. Notably, the excess of MeCHD and the toluene formed as the oxidation product can be easily removed by evaporation. In some cases, trifluoroacetic acid as a catalyst was added to obtain the desired products. The reaction proceeds in air and under mild conditions, without metal catalysts and sulfur derivatives, resulting in an excellent and competitive method to reduce quinones. The mechanism is attributed to a radical reaction triggered by a hydrogen atom transfer from MeCHD to quinones, or, in the presence of trifluoroacetic acid, to a hydride transfer process.

Effect of oxalate and pH on photodegradation of pentachlorophenol in heterogeneous irradiated maghemite System

Photochemical degradation in the system of iron oxides and oxalic acid (OX) is the important reaction for detoxification of organic pollutants in natural environments, including surface soils, surface water, and even aerosols, and it was more effective at low pH according to previous studies. However, in this study, the photodegradation of pentachlorophenol (PCP) proceeded rapidly at different pH conditions in the system with maghemite and OX under UV light illumination. It was observed that the removal of PCP was 77.7% ± 0.90%, 79.9% ± 0.80% and 74.3% ± 1.50% at initial pH of 3.5, 5.0 and 7.0, respectively. To explore the degradation mechanism, the interaction of OX and maghemite were systematically studied as a function of pH. The presence of OX of 1.2 mM effectively decreased the iso-electric point (iep) of the maghemite from 5.6 to 1.8. The maximum adsorption amount of maghemite adsorbing OX increased with increasing pH value from 208 mmol kg-1 at pH = 3.5 to 293 mmol kg-1 at pH = 9.0. However, PCP (0.0375 mM) inhibited the adsorption of oxalic acid at pH = 3.5 and pH = 5.0 but promoted it at pH = 7.0 and pH = 9.0. When the initial content of OX was 1.2 mM, the highly active compounds of Fe(C2O4)33- as Fe(III) and Fe(C2O4)22- as Fe(II) were the dominant species at different pH. The formation of H2O2 also relied on the value of pH and the concentration range of H2O2 during PCP degradation was 0-1.67 mg L-1, 0-1.16 mg L-1 and 0-0.16 mg L-1at initial pH of 3.5, 5.0 and 7.0, respectively. The low pH conditions favored the iron cycling, the H2O2 generation and the broken of aromatic ring of PCP, so as to enhance the degradation rates of PCP. At the high pH conditions, due to the slowdown of the iron cycling and the decreased amount of H2O2 formation, the direct photolysis was responsible for the enhanced degradation of PCP. The foundation of high photochemical efficiencies of OX and maghemite for PCP degradation at large-scale pH conditions improves the photochemical mechanisms of OX-iron oxide system and is of important for understanding the transformation of organic pollutants in light environments.

On the redox reaction of 1,2-bis(diphenylphosphino) alkanes toward o -, and p-quinones

The reaction of 1,2-bis(diphenylphosphino)ethane with substituted o-benzo-quinones afforded new bis(6-hydroxycyclohexa-2,4-dienone) derivatives. Treatment of the same reagent with o-naphthoquinone, phenanthrenequinone, and acenaphthenequinone gave the res

Pinacol boronates by direct arene borylation with borenium cations

Borenium does it direct: A boron analogue of the Friedel-Crafts reaction uses inexpensive catecholatoborenium cations that are sufficiently electrophilic to borylate arenes by electrophilic aromatic substitution. The direct arene borylation proceeds with high regioselectivity for a range of anilines, N-heterocycles, and thiophenes. Subsequent one-pot transesterification provides the synthetically useful pinacol boronate esters (see scheme).

Photocatalytic removal of pentachlorophenol by means of an enzyme-like molecular imprinted photocatalyst and inhibition of the generation of highly toxic intermediates

Pentachlorophenol (PCP) is a typical highly-toxic pollutant, and its direct photolysis and conventional photocatalysis may produce more toxic by-products such as dibenzodioxins. It is urgently needed to develop a photocatalytic process able to remove PCP without the generation of highly toxic by-products. To achieve this, enzyme-like molecular-imprinted photocatalysts were prepared by using structural analogues of PCP as pseudo templates. It was found that 2,4-dinitrophenol (DNP) was the best template among the tested analogues. The molecular imprinted polymer (MIP) coated P25 TiO2 photocatalyst DNP-P25 prepared with DNP as the template greatly accelerated the photocatalytic degradation of PCP and depressed the generation of toxic intermediates. It was confirmed that the amino groups at the footprint cavities provided a well-defined micro reaction environment, which made the benzene ring of the adsorbed PCP be better exposed to photo-generated reactive OH radicals, leading to easier cleavage of the benzene ring. Both the intermediate analysis and toxicity evaluation confirmed that the MIP-coated TiO2 can make the photocatalytic degradation a safe and green approach of removing PCP.