525-52-0

Usage

Uses

Used in Photography:
1,2,3-Triacetoxybenzene is used as a developer in photography for the processing of photographic films and papers. Its reducing properties enable the conversion of silver ions into metallic silver, which forms the image on the film or paper.
Used in Colloidal Solutions:
1,2,3-Triacetoxybenzene is used in the preparation of colloidal solutions of metals, such as gold and silver. 1,2,3-TRIACETOXYBENZENE acts as a reducing agent, allowing the formation of stable colloidal particles of the metal.
Used in Textile Industry:
1,2,3-Triacetoxybenzene is used as a mordant for wool, which helps to fix dyes to the fiber and improve the colorfastness of the dyed material. It is also used in the staining of leather and the process of engraving.
Used in Dye Manufacturing:
1,2,3-Triacetoxybenzene is used in the manufacture of various dyes, including those used for dyeing furs, hair, and other materials. Its reactivity with other chemicals allows for the synthesis of a wide range of dye compounds.
Used in Analytical Chemistry:
1,2,3-Triacetoxybenzene is used as a reagent in analytical chemistry for the detection and analysis of antimony and bismuth. Its reducing properties enable the formation of colored complexes with these elements, which can be used for their identification and quantification.
Used as an Active Reducer:
1,2,3-Triacetoxybenzene is used as an active reducer for gold, silver, and mercury salts. Its reducing properties allow for the conversion of these metal ions into their elemental forms, which can be useful in various chemical processes and applications.
Used in Gas Analysis:
1,2,3-Triacetoxybenzene is used for the absorption of oxygen in gas analysis. Its ability to react with oxygen allows for the accurate measurement of oxygen levels in various gas mixtures, which is important in fields such as environmental monitoring and industrial processes.

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

Upstream product

• 108-24-7 acetic anhydride 
• 87-66-1 2-hydroxyresorcinol 
• 75-36-5 acetyl chloride 
• 634-36-6 1,2,3-trimethoxybenzene 
• 64-19-7 acetic acid 
• 91-10-1 1,3-dimethoxy-2-hydroxy-benzene 
• 201230-82-2 carbon monoxide 
• 74-88-4 methyl iodide 
• 64248-49-3 6-oxocyclohexa-2,4-diene-1,1-diyl diacetate 
• 27163-60-6 4,5,6-trihydroxyisophthalic acid 
• 127-08-2 potassium acetate 

Downstream Products

• 528-21-2 2',3',4'-trihydroxyacetophenone 
• 27865-58-3 6-acetyl-2,3-diacetoxyphenol 
• 74449-64-2 3-acetoxy-pyrocatechol 
• 104654-32-2 2-acetoxy-4,6-diacetyl-1,3-dihydroxybenzene 
• 32904-65-7 4-Nitropyrogallol-1.2-diacetat 
• 3264-71-9 4,6-dinitropyrogallol 
• 861386-85-8 3-hydroxy-4,6-diamino-[1,2]benzoquinone 
• 27841-29-8 4.6-diamino-1.2.3-trioxy-benzene 
• 32904-66-8 4-Nitropyrogallol-2-acetat 
• 87-66-1 2-hydroxyresorcinol 
• 19040-71-2 4-chloromethyl-7,8-dihydroxy<1>benzopyran-2(H)-one 
• 842-01-3 7,8-dihydroxy-4-phenyl-2H-chromen-2-one 
• 2107-77-9 4-methyldaphnetin 

Relevant academic research and scientific papers

An efficient method to prepare aryl acetates by the carbonylation of aryl methyl ethers or phenols

Synthesis of valuable chemicals from lignin based compounds is critical for the application of biomass. Here, we develop a method of preparing aryl acetates by the carbonylation of aryl methyl ethers or phenols under low CO pressure. Good to excellent yields of aryl acetates were obtained using different substrates, and a possible reaction mechanism was proposed by conducting a series of control experiments. This method may provide a potential way for the utilization of lignin.

Polyhydroxybenzoic acid derivatives as potential new antimalarial agents

With more than 200 million cases and 400,000 related deaths, malaria remains one of the deadliest infectious diseases of 2021. Unfortunately, despite the availability of efficient treatments, we have observed an increase in people infected with malaria since 2015 (from 211 million in 2015 to 229 million in 2019). This trend could partially be due to the development of resistance to all the current drugs. Therefore, there is an urgent need for new alternatives. We have, thus, selected common natural scaffolds, polyhydroxybenzoic acids, and synthesized a library of derivatives to better understand the structure–activity relationships explaining their antiplasmodial effect. Only gallic acid derivatives showed a noticeable potential for further developments. Indeed, they showed a selective inhibitory effect on Plasmodium (IC50 ~20 μM, SI > 5) often associated with interesting water solubility. Moreover, this has confirmed the critical importance of free phenolic functions (pyrogallol moiety) for the antimalarial effect. Methyl 4-benzoxy-3,5-dihydroxybenzoate (39) has, for the first time, been recognized as a potential lead for future research because of its marked inhibitory activity against Plasmodium falciparum and its significant hydrosolubility (3.72 mM).

4-Imidazol-1-yl-butane-1-sulfonic acid ionic liquid: Synthesis, structural analysis, physical properties and catalytic application as dual solvent-catalyst

4-Imidazol-1-yl-butane-1-sulfonic acid (ImBu-SO3H) has been successfully synthetized and fully characterized by FT-IR and high-resolution NMR spectroscopy (1H, 13C). The “plausible” alternative structures of ImBu-SO3H were discussed on the basis of its NMR data. The ionic liquid showed interesting dual solvent-catalyst property, which was studied experimentally for the acetylation of a variety of functionalized alcohols, phenols, thiols, amines and α-tocopherol (α-CTP) as the most active form of vitamin E with acetic anhydride and which provided good yields within a short reaction time. ImBu-SO3H was successfully recycled by product extraction with an average recovered yield of 82% for 5 subsequent runs. The catalytic activity of the recycled ImBu-SO3H showed almost no loss even after five consecutive runs.

Highly efficient and recyclable acetylation of phenols and alcohols by nickel zirconium phosphate under solvent-free conditions

Nickel zirconium phosphate nanoparticles have been used as an efficient catalyst for the acetylation of a wide range of alcohols and phenols with acetic anhydride in good to excellent yields under solvent-free conditions. The steric and electronic properties of the different substrates had a significant influence on the reaction conditions required to achieve the acetylation. The catalyst used in the current study was characterized by inductively coupled plasma optical emission spectroscopy, X-ray diffraction, N2 adsorption-desorption, scanning electron microscopy, and transmission electron microscopy. This nanocatalyst could also be recovered and reused at least six times without any discernible decrease in its catalytic activity.

Preparation, characterization and application of RHA/TiO2 nanocomposites in the acetylation of alcohols, phenols and amines

In this work, anatase-phase nano-titania was prepared by embedding in rice husk ash, and identified using a variety of techniques. The obtained nanocomposite (RHA/TiO2) was used as a green and inexpensive catalyst for the promotion of the acetylation of alcohols, phenols and amines with Ac2O at room temperature under solvent free conditions. The procedure gave the products in excellent yields during all reaction times. Also this catalyst can be reused for several times without loss of its catalytic activity.

Acetylation of alcohols and phenols under solvent-free conditions using iron zirconium phosphate

Iron zirconium phosphate (ZPFe) nanoparticles were found to function as an efficient catalyst for the acetylation of a wide range of alcohols and phenols using acetic anhydride, generating good to excellent yields under solvent-free conditions. The steric and electronic properties of various substrates had a significant influence on the reaction conditions required to achieve the acetylation. The catalyst used in the current study was characterized by inductively coupled plasma-optical emission spectrometry, X-ray diffraction, N2 adsorption-desorption, scanning electron microscopy, and transmission electron microscopy. These analyses revealed that the interlayer distance in the catalyst increased from 7.5 to 9.3 ? when Fe3+ was intercalated between the layers, whereas the crystallinity of the material was reduced. This nanocatalyst could also be recovered and reused at least six times without any discernible decrease in its catalytic activity. This new method for the acetylation of alcohols and phenols has several important advantages, including mild and environmentally friendly reaction conditions, as well as good to excellent yields and a facile work-up.

Acetylation of alcohols and phenols under solvent-free conditions using copper zirconium phosphate

Copper zirconium phosphate nanoparticles have been used as an efficient catalyst for the acetylation of a wide range of alcohols and phenols with acetic anhydride in good to excellent yields under solvent-free conditions. The steric and electronic properties of the different substrates had a significant influence on the reaction conditions required to achieve the acetylation. The catalyst used in the current study was characterized by inductively-coupled plasma optical emission spectroscopy, energy dispersive spectroscopy, X-ray diffraction, N2 adsorption-desorption, scanning electron microscopy, and transmission electron microscopy. These analyses revealed that the interlayer distance in the catalyst increased from 7.5 to 8.0 ? when Cu2+ was intercalated between the layers, whereas the crystallinity of the material was reduced. This nanocatalyst could also be recovered and reused at least six times without any discernible decrease in its catalytic activity. This new method for the acetylation of alcohols and phenols has several key advantages, including mild and environmentally friendly reaction conditions, as well as good to excellent yields and a facile work-up.

Poly(N-vinylimidazole) as an efficient catalyst for acetylation of alcohols, phenols, thiols and amines under solvent-free conditions

Poly(N-vinylimidazole) is able to promote instantaneous quantitative acetylation of a variety of functionalized alcohols, phenols, thiols and amines with acetic anhydride at room temperature under solvent-free conditions. This new method consistently has excellent yields and the catalyst can be reused and recovered several times. Furthermore, the reaction can even be carried out on a larger scale. The Royal Society of Chemistry.

A succinimide-N-sulfonic acid catalyst for acetylation reactions in absence of a solvent

A small amount of succinimide-N-sulfonic acid efficiently catalyzed the acetylation of a variety alcohols, phenols, thiols, amines and aldehydes with acetic anhydride at room temperature under solvent free conditions. This catalyst has the advantages of excellent yields and short reaction times and the reaction can be carried out on a large scale, which makes it potentially useful for industrial applications.

New porphyrin-polyoxometalate hybrid materials: Synthesis, characterization and investigation of catalytic activity in acetylation reactions

New hybrid complexes based on covalent interaction between 5,10,15,20-tetrakis(4-aminophenyl)porphyrinatozinc(ii) and 5,10,15,20- tetrakis(4-aminophenyl)porphyrinatotin(iv) chloride, and a Lindqvist-type polyoxometalate, Mo6O192-, were prepared. These new porphyrin-polyoxometalate hybrid materials were characterized by 1H NMR, FT IR and UV-Vis spectroscopic methods and cyclic voltammetry. These spectro- and electrochemical studies provided several spectral data for synthesis of these compounds. Cyclic voltammetry showed the influence of the polyoxometalate on the redox process of the porphyrin ring. The catalytic activity of tin(iv)porphyrin-hexamolybdate hybrid material was investigated in the acetylation of alcohols and phenols with acetic anhydride. The reusability of this catalyst was also investigated.