67471-29-8

Upstream product

• 56-23-5 tetrachloromethane 
• 118-52-5 1,3-dichloro-5,5-dimethylhydantoin 
• 108-95-2 phenol 
• 13698-16-3 ethyl N,N-dichlorocarbamate 
• 64-19-7 acetic acid 
• 15781-70-1 malonic acid bis-(2,4,6-trichloro-phenyl) ester 
• 87-40-1 2,4,6-trichloroanisole 
• 14839-03-3 1-(2,4,6,-trichlorophenoxy)silatrane 
• 1170-02-1 ethylenediamine-N,N'-bis(2-hydroxyphenylacetic acid) 
• 1746-01-6 2,3,7,8-Tetrachloro-dibenzo[1,4]dioxine 
• 15781-71-2 bis(2,4,6-trichlorophenyl) 2-methylmalonate 
• 288-32-4 1H-imidazole 
• 1165-91-9 bis(2,4,6-trichlorophenyl) oxalate 
• 87-86-5 Pentachlorophenol 

Downstream Products

• 61368-94-3 (2,4-dinitro-phenyl)-(2,4,6-trichloro-phenyl)-ether 
• 91394-21-7 hexanoic acid-(2,4,6-trichloro-phenyl ester) 
• 107916-03-0 1-(2,6-dichloro-phenoxy)-2-(2,4,6-trichloro-phenoxy)-ethane 
• 91406-72-3 (2,4,6-trichloro-phenoxy)-acetone 
• 101264-16-8 1-butylamino-3-(2,4,6-trichloro-phenoxy)-propan-2-ol 
• 70741-53-6 Trichlorphenyl orthoformat 
• 92015-39-9 Bis-(N,N-dimethylamido)-O-2,4,6-trichlorphenylphosphat 
• 23950-70-1 (2,4,6-Trichlor-phenyl)-allylcarbonat 
• 73149-14-1 p-Hydroxyphenylessigsaeure-2,4,6-trichlorphenylester 
• 6508-07-2 2-(2.4.6-Trichlorphenoxy)-buttersaeure-methylester 
• 7352-24-1 Benzyloxycarbonyl-L-leucyl-glycin-<2,4,6-trichlorphenylester> 
• 7352-27-4 N-Benzyloxycarbonyl-L-valin-(2,4,6-trichlorphenylester) 
• 3086-25-7 benzyloxycarbonylphenylalanine 2,4,5-trichlorphenyl ester 
• 20923-35-7 2,2,4,5,6,6-hexachloro-3-cyclohexenone 

Relevant academic research and scientific papers

New nucleophilic catalysts for bright and fast peroxyoxalate chemiluminescence

Miniaturized detection applications based on chemiluminescence require fast reaction kinetics for optimum performance. In this work, high-intensity light from the analytically useful peroxyoxalate chemiluminescence reaction has been generated at high rates by employing both single-component and dual- component nucleophilic catalysis. 4-(Dimethylamino)pyridine and its derivatives were superior to all other bases in terms of reaction speed and intensity of the generated light and outshone imidazole, which hitherto has been considered as the best catalyst. The light intensity was related to the difference in pK(a) between the 4-aminopyridine catalyst and the leaving group of the reagent, and the optimum ΔpK(a) was found to be close to 0. Similarly, high light intensities were obtained when mixtures of the imidazole analogue 1,2,4-triazole and the strong, nonnucleophilic base 1,2,2,6,6-pentamethylpiperidine acted as catalysts. The mechanism behind this was concluded to be a 'base-induced nucleophilic catalysis', where the ancillary strong base assisted the production of the highly nucleophilic 1,2,4-triazolate anion, which as the actual catalyst then participated in the formation of a more reactive transient reagent. All the investigated catalysts reduced the light yield of the reaction due to base-catalyzed breakdown reactions of the reagents and/or intermediates. The intensity peak maximums of these bright and fast reactions typically appeared after less than 10 ms, whereafter the light decayed to darkness within a few seconds. These reaction characteristics are especially advantageous for sensitive detection applications where the observation volumes and times are limited, e.g., peaks emerging from a capillary-based separation process.

Light emission of gold nanoparticles induced by the reaction of bis(2,4,6-trichlorophenyl) oxalate and hydrogen peroxide

Light emission at ～415 nm was observed for gold particles with diameters of 2.6-6.0 nm dispersed in a solution containing bis(2,4,6- trichlorophenyl) oxalate and hydrogen peroxide. It was found that the light intensity was independent of the protecting reagents of the gold nanoparticles with similar size, the light intensity with gold nanoparticles of 5.0 and 6.0 nm in diameter was stronger than that with gold nanoparticles of 2.6 and 2.8 nm in diameter, and the light intensity increased linearly with the concentration of the gold nanoparticles using 6.0-nm gold nanoparticles. The gold nanoparticles were identified as emitting species, and the quantum yield was determined to be (2.8 ± 0.3) × 10-5 using 6.0-nm gold nanoparticles. The light emission is suggested to involve a sequence of steps: the oxidation reaction of bis(2,4,6-trichlorophenyl) oxalate with hydrogen peroxide yielding an energy-rich intermediate 1,2-dioxetanedione, the energy transfer from this intermediate to gold nanoparticles, and the radiative relaxation of the as-formed exited-state gold nanoparticles. The observed luminescence is expected to find applications in the field of bioanalysis owing to the excellent biocompatibility and relatively high stability of gold nanoparticles.

Kinetic studies on 2,6-lutidine catalyzed peroxyoxalate chemiluminescence in organic and aqueous medium: Evidence for general base catalysis

The peroxyoxalate reaction, base catalyzed perhydrolysis of activated aromatic oxalate esters in the presence of chemiluminescence activators, has widespread analytical and bioanalytical applications and is one of the most efficient chemiluminescence transformations known. We report here a kinetic study on this reaction using 2,6-lutidine as catalyst in organic (1,2-dimethoxyethane) and aqueous medium. In both media, experimental conditions can be designed which lead to reproducible results important for analytical applications. Observed rate constants (determined by observing the light emission intensity as well as absorbance variation due to phenol releases) show dependence on both the 2,6-lutidine and the hydrogen peroxide concentration, indicating their participation in the rate-limiting step of the transformation. The rate constants obtained from these kinetic studies proved to be at least one order of magnitude higher in water than in 1,2-dimethoxyethane as solvent. Kinetic experiments designed to distinguish between three different types of catalysis (nucleophilic, specific base and general base catalysis) clearly indicate that the role of 2,6-lutidine in this reaction is as general base catalyst in water as well as most likely in organic medium.

Mechanistic Study of the Peroxyoxalate System in Completely Aqueous Carbonate Buffer

The peroxyoxalate reaction is one of the most efficient chemiluminescence transformations, with emission quantum yields of up to 50%; additionally, it is widely utilized in analytical and bioanalytical assays. Although the real reason for its extremely hi

Chlorination of bisphenol A in aqueous media: Formation of chlorinated bisphenol A congeners and degradation to chlorinated phenolic compounds

Bisphenol A (BPA) chlorination in aqueous media was studied to describe the degradation profile of this compound and the formation of chlorinated products. Chlorinated compounds were extracted with dichloromethane and determined by GC/MS. BPA still remain

Efficient demethylation of aromatic methyl ethers with HCl in water

A green, efficient and cheap demethylation reaction of aromatic methyl ethers with mineral acid (HCl or H2SO4) as a catalyst in high temperature pressurized water provided the corresponding aromatic alcohols (phenols, catechols, pyrogallols) in high yield. 4-Propylguaiacol was chosen as a model, given the various applications of the 4-propylcatechol reaction product. This demethylation reaction could be easily scaled and biorenewable 4-propylguaiacol from wood and clove oil could also be applied as a feedstock. Greenness of the developed methodversusstate-of-the-art demethylation reactions was assessed by performing a quantitative and qualitative Green Metrics analysis. Versatility of the method was shown on a variety of aromatic methyl ethers containing (biorenewable) substrates, yielding up to 99% of the corresponding aromatic alcohols, in most cases just requiring simple extraction as work-up.

Activator free, expeditious and eco-friendly chlorination of activated arenes by N-chloro-N-(phenylsulfonyl)benzene sulfonamide (NCBSI)

N-Chloro-N-(phenylsulfonyl)benzene sulfonamide (NCBSI) has been explored for the first time as a chlorinating reagent for direct chlorination of various activated arenes and heterocycles without any activator. A comparative in-silico study was performed to determine the electrophilic character for NCBSI and commercially available N-chloro reagents to reveal the reactivity on a theoretical viewpoint. The reagent was prepared by an improved method avoiding the use of hazardous t-butyl hypochlorite. This reagent was proved to be very reactive compared to other N-chloro reagents. The precursor of the reagent N-(phenylsulfonyl)benzene sulfonamide was recovered from aqueous spent, which can be recycled to synthesize NCBSI. The eco-friendly protocol was equally applicable for the synthesis of industrially important chloroxylenol as an antibacterial agent.

Mechanistic Studies on the Salicylate-Catalyzed Peroxyoxalate Chemiluminescence in Aqueous Medium

The peroxyoxalate reaction is one of the most efficient chemiluminescence transformations known and the only system occurring by an intermolecular chemically initiated electron exchange luminescence (CIEEL) mechanism with confirmed high quantum yields. The peroxyoxalate chemiluminescence (PO-CL) is mainly studied in anhydrous organic medium; however, for bioanalytical application, it should be performed in aqueous media. In the present work, we study the peroxyoxalate system in a binary 1,2-dimethoxyethane/water mixture with bis(2,4,6-trichlorophenyl) oxalate (TCPO), bis(4-methylphenyl) oxalate (BMePO) and bis[2-(methoxycarbonyl)phenyl] oxalate (DMO), catalyzed by sodium salicylate, in the presence of rhodamine 6G as activator. Reproducible kinetic results are obtained for all systems; emission decay rate constants depend on the salicylate as well as hydrogen peroxide concentration, and the occurrence of a specific base catalysis is verified. Although singlet quantum yields determined are lower than in anhydrous media in comparable conditions, they are still considerably high and adequate for analytical applications. The highest singlet quantum yields are obtained for the “ecologically friendly” derivative DMO indicating that this derivative might be the most adequate substrate for the use of the peroxyoxalate system in bioanalytical applications.

Method for producing high purity 2, 4 - dichlorophenol

The invention provides a method for producing high purity 2, 4 - dichlorophenol, including: (1) heating and melting the raw materials, the mixed catalyst is added in the raw material, wherein the feedstock is phenol, O-phenol or [...] in at least one of, the mixed catalyst is phenyl sulfide, mixture of ferric chloride and trifluoromethanesulfonic acid; (2) to maintain the temperature of the material is 40 - 100 °C, to the material to carry out chlorination chlorinating agent is filled in the catalytic reaction to obtain 2, 4 - dichlorophenol crude product, the chlorinating agent is chlorine or sulfuryl chloride in at least one of; (3) to said 2, 4 - dichlorophenol crude melt crystallization, to obtain 2, 4 - dichlorophenol product. In this invention the states the chlorizating agent can be a chloride, can also be chlorine, the two can achieve higher conversion rate of raw materials, the application in the catalytic chlorination reaction the crude product obtained without rectification, only through the melt crystallization to obtain the purity 99% of the 2, 4 - dichlorophenol product.

Synthesis of substituted phenols via hydroxylation of arenes using hydrogen peroxide in the presence of hexaphenyloxodiphosphonium triflate

A mild and efficient protocol for the synthesis of phenols from arenes has been developed using aqueous hydrogen peroxide as an oxidizing agent and hexaphenyloxodiphosphonium triflate as a promoter. The reactions were carried out with the simple procedure in EtOH-H2O at room temperature in short reaction times.