1719-88-6

Usage

Uses

Used in Organic Synthesis:
3,4,5-Trimethoxybenzoic anhydride is used as a reagent for the formation of esters and amides, playing a significant role in the synthesis of various organic compounds. Its strong acylation capabilities make it an important intermediate in this field.
Used in Pharmaceutical Production:
In the pharmaceutical industry, 3,4,5-Trimethoxybenzoic anhydride is used as a building block for the production of various drugs. Its unique properties contribute to the development of new pharmaceutical compounds with potential therapeutic applications.
Used in Agrochemical Production:
Similarly, in the agrochemical sector, 3,4,5-TRIMETHOXYBENZOIC ANHYDRIDE is utilized as a building block for the development of new agrochemicals, which can be used in agriculture to protect crops and enhance yields.
Used in Natural Product Modification:
3,4,5-Trimethoxybenzoic anhydride is also used as a reagent for the modification of natural products, allowing for the enhancement of their properties or the development of new functionalities.
Used in New Material and Functional Molecule Development:
Furthermore, 3,4,5-TRIMETHOXYBENZOIC ANHYDRIDE contributes to the development of new materials and functional molecules, expanding the horizons of material science and potentially leading to innovative applications across various industries.
Safety Precautions:
It is important to handle 3,4,5-Trimethoxybenzoic anhydride with care, as it is a potential irritant. Contact with skin and eyes can cause irritation, necessitating proper safety measures during its use and manipulation.

Upstream product

• 4521-61-3 3,4,5-Trimethoxybenzoyl chloride 
• 118-41-2 Eudesmic acid 
• 3840-31-1 (3,4,5-trimethoxyphenyl)methanol 
• 86-81-7 3,4,5-trimethoxy-benzaldehyde 
• 56-23-5 tetrachloromethane 
• 107-21-1 ethylene glycol 
• 538-75-0 dicyclohexyl-carbodiimide 

Downstream Products

• 95165-17-6 5-hydroxy-3,6,7,8,3',4',5'-heptamethoxyflavone 
• 53165-02-9 5-hydroxy-3',4',5'-trimethoxyflavone 
• 110193-72-1 7-hydroxy-3,3',4',5,5',8-hexamethoxyflavone 
• 743466-69-5 8-hydroxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one 
• 858801-52-2 6-hydroxy-3,7-dimethoxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one 
• 67197-57-3 5,6-dihydroxy-7-methoxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one 
• 124909-81-5 6-hydroxy-3,5,7-trimethoxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one 
• 137502-80-8 6-hydroxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one 
• 4655-41-8 3,4,5-trimethoxy-benzoic acid-[5]isoquinolyl ester 
• 122649-99-4 16α-(3,4,5-trimethoxy-benzoyloximethyl)-yohimban-17α-ol 
• 121290-90-2 17α-(3,4,5-trimethoxy-benzoyloxy)-16α-(3,4,5-trimethoxy-benzoyloximethyl)-yohimban 
• 71046-92-9 9,10-dimethoxy-5,6-dihydro-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinolinylium; 3,4,5-trimethoxy-benzoate 
• 124909-84-8 5,6-Dihydroxy-3,7-dimethoxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one 
• 14585-04-7 5,7-dihydroxy-3,3',4',5'-tetramethoxyflavone 

Relevant academic research and scientific papers

TBHP-promoted and iodide-catalyzed synthesis of anhydrides via cross dehydrogenative coupling (CDC) of aldehydes

We have successfully developed a transition metal free green methodology for the synthesis of carboxylic anhydrides from aldehydes via CDC pathway and have also demonstrated the reaction mechanism. The developed method has also been successfully applied for the synthesis of amides.

Cu(I) catalyzed synthesis of anhydrides from aldehydes via CDC-pathway at ambient temperature

A one-pot simple and concise methodology has been developed for synthesizing aromatic carboxylic anhydrides starting from easily accessible aromatic aldehydes using cuprous chloride as the catalyst and TBHP as the oxidant in DMSO solvent to garner moderate to good yields via radical pathway in short and convenient reaction time at room temperature.

Efficient synthesis of symmetrical anhydrides by cross dehydrogenative coupling of aryl aldehydes over CuFe2O4 nanoparticles

Nano copper ferrite catalyst is prepared and characterized by scanning electron microscopy, energy dispersive X-ray, X-ray diffraction, vibrational sample magnetometry, and Fourier transform infrared. The catalytic activity is probed for cross-dehydrogenative coupling of aromatic aldehydes in the presence of tert-butyl hydroperoxide as the oxidant. This catalytic protocol appears as a simple, rather cheap, clean, and efficient practical strategy for the synthesis of symmetrical anhydrides, with proper efficiency (66%). The catalyst can be easily separated from the reaction mixture by an external magnet and reused several times in subsequent reactions, without any measurable loss of its efficiency. Graphic abstract: [Figure not available: see fulltext.]

TBHP/ n -Bu 4 PBr-Promoted Oxidative Cross-Dehydrogenative Coupling of Aryl Methanols: A Facile Synthesis of Symmetrical Carboxylic Anhydride Derivatives

A transition-metal-free oxidative cross-dehydrogenative coupling reaction has been developed for the preparation of symmetrical carboxylic anhydrides through self-coupling dual C-O bond formations of aryl methanols. In the presence of a catalytic amount of tetrabutylphosphonium bromide (TBPB) as transfer agent and aqueous tert -butyl hydroperoxide (TBHP) as oxidant and reactant, methylene groups of aryl methanols were efficiently oxidized to C=O and coupled with the peroxide oxygen from TBHP to form a diverse array of symmetrical carboxylic anhydride derivatives.

Oxidative self-coupling of aldehydes in the presence of CuCl2/TBHP system: Direct access to symmetrical anhydrides

A simple synthesis of symmetrical anhydrides has been developed. Using tert-butylhydroperoxide (TBHP) as the oxidant and copper(II) chloride as the catalyst in acetonitrile, various aromatic and heteroaromatic aldehydes were reacted to provide symmetrical anhydrides in modest to good yields.

Light-enabled synthesis of anhydrides and amides

Recently, we have demonstrated that the photogeneration of Vilsmeier-Haack reagents is possible using only dimethylformamide (DMF) and tetrabromomethane (CBr4) in the bromination of alcohols. Extending these findings to carboxylic acid substrates has produced a mild and facile approach to the in situ formation of symmetric anhydrides, which were conveniently converted to amide derivatives in a one-pot process. The efficient protocols discussed herein are marked by use of UVA LEDs (365 nm), which have reduced the reaction times and come with a low setup cost.

Effects of flavonoids on cell proliferation and caspase activation in a human colonic cell line HT29: An SAR study

A library of 42 natural and synthetic flavonoids has been screened for their effect on cell proliferation and apoptosis in a human colonic cell line (HT-29). Examples of different classes of flavonoids have been screened, and the effects of hydroxylation, methoxylation and/or C-alkylation at various positions in the A- and B-rings have been assessed. Flavones and flavonols possess greater antiproliferative activity than chalcones and flavanones. With respect to structural modification of flavonoids, C-isoprenylation was by far the most effective, with substitution at the 8-position and longer chains, such as geranyl giving the best results. Finally, most compounds that significantly reduced cell survival also increased caspase activity, suggesting that at least part of their antiproliferative activity might be attributable to an apoptotic response.

Reaction of chlorides of phosphoric, sulfonic, and carboxylic acids on solid potassium carbonate surface under PTC circumstances

Simple syntheses of phosphoric (4) and carboxylic (6) acid anhydrides have been elaborated by means of solid potassium carbonate in phase-transfer catalytic acylation. Behavior of various acid chlorides, phosphoric (1), sulfonic (2), and carboxylic (8), have also been studied toward potassium carbonate in the presence of lipophilic quaternary ammonium salt.