102-39-6

Usage

Uses

Used in Synthetic Chemistry:
RESORCINOL-O,O'-DIACETIC ACID is used as a building block for the synthesis of more complex organic molecules, leveraging its unique molecular structure to create a variety of compounds with diverse properties and applications.
Used in Research:
In the field of research, RESORCINOL-O,O'-DIACETIC ACID serves as an intermediate in the development of new chemical processes and the exploration of novel reactions. Its presence in reactions can provide insights into the reactivity and selectivity of different functional groups, contributing to the advancement of organic chemistry.
Used in Pharmaceutical Industry:
Although not explicitly mentioned in the provided materials, given its structural features, RESORCINOL-O,O'-DIACETIC ACID could potentially be used in the pharmaceutical industry as a precursor for the development of new drugs, taking advantage of its ability to form complex molecules with potential therapeutic properties.
Used in Material Science:
Similarly, while not specified in the materials, the compound might also find applications in material science, where its structural attributes could be utilized in the design of new materials with specific characteristics, such as polymers with tailored properties for various applications.

InChI:InChI=1/C10H10O6/c11-9(12)5-15-7-2-1-3-8(4-7)16-6-10(13)14/h1-4H,5-6H2,(H,11,12)(H,13,14)

Upstream product

• 79-11-8 chloroacetic acid 
• 108-46-3 recorcinol 
• 1878-83-7 3-hydroxyphenoxyacetic acid 
• 6025-45-2 disodium resorcinolate 
• 66644-04-0 diethyl 2,2′‐(1,3‐phenylenebis(oxy))diacetate 

Downstream Products

• 67045-26-5 m-phenylenedioxy-diacetyl chloride 
• 85784-34-5 methyl 2-<3-<(methoxycarbonyl)methoxy>phenoxy> acetate 
• 262861-51-8 (4,6-dichloro-m-phenylenedioxy)-di-acetic acid 
• 40098-81-5 cis-1,3-cyclohexanediacetic acid 
• 89806-99-5 N,N,N',N'-tetrakis-(n-propyl)-1,3-phenylene dioxydiacetamide 
• 137-19-9 4,6-Dichlororesorcinol 
• 2639-79-4 (2,4-Dichlor-5-hydroxy-phenoxy)-essigsaeure 
• 262861-52-9 (4,6-dichloro-m-phenylenedioxy)-di-acetic acid dimethyl ester 
• 1294004-76-4 C₃₄H₄₂N₄O₈S₂ 
• 1294004-77-5 C₄₆H₄₄N₆O₈ 
• 1294004-78-6 C₃₄H₄₂N₄O₈ 
• 1294004-72-0 C₄₂H₄₂N₄O₈ 
• 1294004-74-2 C₃₀H₃₄N₄O₈ 
• 1294004-75-3 C₃₆H₄₆N₄O₈ 

Relevant academic research and scientific papers

Microwave (MW), ultrasound (US) and combined synergic MW-US strategies for rapid functionalization of pharmaceutical use phenols

Increasingly stringent regulations aimed at protection of the natural environment have stimulated the search for new synthetic methodologies in organic and medicinal chemistry having no or minimum harmful effect. An interesting approach is the use of alternative activation factors, microwaves (MW) or ultrasounds (US) and also their cross-combination, which has been tested in the fast and efficient creation of new structures. At present, an easy and green hybrid strategy (“Lego” chemistry) is generally recommended for the design of new substances from different chemistry building blocks. Often, selected biologically active components with specific chemical reactivities are integrated by a suitably designed homo- or heterodifunctional linker that modifies the functionality of the starting structure, allowing easy covalent linkage to another molecule. In this study, a fast introduction of heterodifunctional halogenoacidic linker to selected mono-, di- and triphenolic active substances, allowing their functionalization, was investigated. Nucleophilic substitution reaction was chosen to produce final ethers with the reactive carboxylic group from phenols. The functionalization was performed using various green factors initiating and supporting the chemical reactions (MW, US, MW-US). The benefits of the three green supporting methods and different conditions of reactions were analyzed and compared with the results of the reaction performed by conventional methods.

Synthesis, Structure, and Properties of the 2-[5-(Aryloxyacetyl)-Amino-1,3,4-Thiadiazol-2-Ylthio] Propionate Derivatives

A series of novel 2-[5-(aryloxyacetyl)-amino-1,3,4-thiadiazol-2-ylthio] propionate derivatives were synthesized in high yield, and their structures were characterized by IR, 1H NMR, 13C NMR, and elemental analysis, coupled with one selected single-crystal X-ray structure determination. The herbicidal activities of target compounds were assessed. The preliminary bioassay results showed that some compounds exhibited moderate to strong herbicidal symptoms in preemergence and postemergence tests. At 150 g/ha, S. tritici. show tolerance, while E. crus-galli L., E. Dahuricus, A. retroflexus, and C. glaucum L. were killed or severely injured. The activity of some compounds was comparable to the commercial herbicide 2,4-D. A suitable electron-withdrawing substituent at the 2-and/or 4-position of the phenyl ring was essential for high herbicidal activity. Moreover, the antifungal activities of the compounds have also been studied. The compounds were found to possess broad-spectrum antifungal activity.

Triazole-amide isosteric pyridine-based supramolecular gelators in metal ion and biothiol sensing with excellent performance in adsorption of heavy metal ions and picric acid from water

Pyridine-based small molecular gelators 1-4, having a triazole-amide isosteric relationship, have been synthesized. Compounds 1-3 exhibit excellent gelation from DMSO-H2O (1?:?2, v/v), while compound 4 forms a gel in the presence of Ag+ ions in DMSO-H2O (1?:?2, v/v). The change from triazole to isosteric amide has a marked effect on the gelling abilities, minimum gelation concentrations (mgc), thermal stability, mechanical properties, metal ion-responsive character and adsorption properties of the structures, as established by various techniques. All the gels have been successfully applied in sophisticated sensing kits for the selective detection of Cu2+ and Ag+ ions and thiol-containing amino acids. The triazole-based gelators 1 and 3 adsorb heavy metal ions from water with greater efficiency than the isosteric amide-based gelators. The metallogel 4-Ag+ can be used in the efficient removal of picric acid (a nitro explosive) from water.

A novel macrocyclic organotin carboxylate containing a penta-nuclear long ladder

A novel macrocyclic organotin carboxylate [(n-Bu2SnO) 5L] (complex 1) [H2L = (3-carboxymethoxy-phenoxy) acetic acid] was synthesized by the reaction of di-n-butyltin oxide with H2L and is characterized by elemental analyses i.e. IR 1H NMR and UV spectroscopies. X-ray crystallography diffraction analysis reveals that complex 1 is a centrosymmetric macrocycle and contains a penta-nuclear four-fold-ladder-like organo-oxotin cluster. All five Sn atoms are five-coordinated and the coordination environment can be considered as a trigonal bipyramidal. The luminescent property of complex 1 has also been investigated. Pilot studies have confirmed that complex 1 has shown good antitumor activity.

Visual chiral recognition of mandelic acid and α-amino acid derivatives by enantioselective gel formation and precipitation

Novel chiral receptors based on l-phenylalanine and l-valine have been synthesized and their chiral recognition properties toward mandelic acid and N-tosyl α-amino acids are studied. The phenylalanine-based receptor undergoes enantioselective gel formation with R-mandelic acid and N-tosyl-d-valine, whereas the valine-linked receptor in their presence results in the formation of precipitates.

Synthesis and charge-transfer complexation studies on bis(aminomethyl) m-terphenyl based bis-oxycyclophanes with intra-annular amide functionality

Bis(aminomethyl) m-terphenyl based bis-oxy cyclophanes with amide group as intra-annular functionality were synthesized and characterized from spectral and analytical data. All the cyclophanes form 1:1 charge-transfer (CT) complex with TCNQ. ARKAT-USA, Inc.

Solvent-free synthesis of novel chiral unsymmetrical urea molecular tweezers under microwave irradiation

Seven novel chiral unsymmetrical urea molecular tweezers based on 1, 3-phenoxyacetic acid have been designed and synthesised using solid K 2CO3 as supporter in the solvent-free conditions under microwave irradiation. This method is simple, fast, efficient and eco-friendly. The structures of target compounds were characterised by IR, 1H NMR, MS spectra and elemental analyses and their molecular recognition properties were investigated by UV-Vis spectral titration. The preliminary results indicated that these molecular tweezers possess good selectivity for D/L amino acid methyl esters and some anions.

Synthesis and characterisation of novel 1,3-bis{(6-aryl-1,2,4-triazolo [3,4-b][1,3,4]thiadiazol-3-yl)-methoxy}benzenes under microwave irradiation

Eleven novel 1,3-bis{(6-aryl-1,2,4-triazolo[3,4-b][1,3,4]thiadiazol-3-yl)- methoxy}benzenes have been synthesised in high yields by the condensation of 5,5'-[1,3-phenylene-bis(oxymethylene)]bis(4-amino-3-mercapto-1,2,4-triazole) with substituted benzoic acids in the presence of phosphorus oxychloride under microwave irradiation. Compared with the conventional heating method, this method is facile, rapid and efficient. The structures of all new compounds were characterised by 1H NMR, IR, MS and elemental analysis.

Synthesis of 1,1,1-trichloro-2,2-bis-(carboxymethoxyaryl)ethanes as potential antimicrobial and insecticidal agents

Some new 1,1,1-trichloro-2,2-bis-(carboxymethoxyaryl)-ethanes 2a-t have been synthesised by the treating aryloxyacetic acid (two moles) with chloral hydrate (1 mole) in the presence of catalytic amount of conc. sulphuric acid. The aryloxyacetic acid are prepared by the reaction of substituted phenols with chloroacetic acid in the presence of aq. sodium hydroxide. The antimicrobial activity of these compounds have been assayed against various Gram+ve, Gram-ve bacteria and fungi. The constitution of the products have been elucidated by IR, 1H NMR and mass spectral data and elemental analyses.

Solvent-free synthesis of substituted phenoxyacetic acids under microwave irradiation

A comparison of microwave-activated vs. classical organic synthesis is presented for a variety of growth-regulator compounds with a phenoxyacetic acid structure. Microwave-assisted nucleophilic substitutions are safely and conveniently carried out in an open vessel, without any solvent. Yields are very good, and reaction times are extremely short.