7168-95-8

Usage

Structure

A benzene ring with two methoxy (–OCH3) groups attached at the 2 and 3 positions, and two carboxylic acid (–COOH) groups attached at the 1 and 4 positions.

Derivative of Terephthalic Acid

2,3-Dimethoxyterephthalic acid is a derivative of terephthalic acid, which is a precursor for the production of various polymers and plastics.

Applications

It is used in the synthesis of various polyesters and polyamides, and has potential applications as a building block in the production of new materials with specific properties.

Chemical Reactivity

Its chemical structure and reactivity make it a valuable intermediate in the chemical industry for the synthesis of various organic compounds.

Upstream product

• 4218-87-5 1,2-bis-allyloxy-benzene 
• 929088-35-7 3,6-dihydroxymethylveratrol 
• 7168-94-7 dimethyl 2,3-dimethoxyterephthalate 
• 19829-72-2 2,3-dihydroxyterephthalic acid 
• 74-88-4 methyl iodide 

Downstream Products

• 19829-72-2 2,3-dihydroxyterephthalic acid 
• 7169-12-2 2,3-dimethoxyterephthalic acid chloride 
• 138667-49-9 3,3'-(2,3-dimethoxyterephthaloyl)bis(1,3-thiazolidine-2-thione) 
• 102212-21-5 N,N'-bis<4-(2,3-dihydroxybenzamido)butyl>-2,3-dihydroxyterephthalic acid diamide 
• 138667-50-2 C₄₅H₅₁N₇O₁₂S₆ 
• 145191-47-5 C₄₈H₅₇N₇O₁₂S₆ 
• 7169-31-5 2,3-Dimethoxy-1,4-bis-diazoacetyl-benzol 
• 141946-87-4 1,4-bis(trimethylammoniomethyl)-2,3-dihydroxybenzene dichloride 
• 1141-11-3 1,4-bis(N,N-dimethylaminomethyl)-2,3-dihydroxybenzene dihydrochloride 
• 32091-06-8 1,4-bis(N,N-dimethylcarbamoyl)-2,3-dimethoxybenzene 

Relevant academic research and scientific papers

Experimental, Structural, and Computational Investigation of Mixed Metal-Organic Frameworks from Regioisomeric Ligands for Porosity Control

Porosity control and structural analysis of metal-organic frameworks (MOFs) can be achieved using regioisomeric ligand mixtures. While ortho-dimethoxy-functionalized MOFs yielded highly porous structures and para-dimethoxy-functionalized MOFs displayed almost nonporous properties in their N2 isotherms after evacuation, regioisomeric ligand-mixed MOFs showed variable N2 uptake amount and surface area depending on the ligand-mixing ratio. The quantity of N2 absorbed was tuned between 20 and 300 cm3/g by adjusting the ligand-mixing ratio. Both experimental analysis and computational modeling were performed to understand the porosity differences between ortho- A nd para-dimethoxy-functionalized MOFs. Detailed structural analysis using X-ray crystallographic data revealed significant differences in the coordination environments of DMOF-[2,3-(OMe)2] and DMOF-[2,5-(OMe)2] (DMOF = dabco MOF, dabco = 1,4-diazabicyclo[2.2.0]octane). The coordination bond between Zn2+ and carboxylate in the ortho-functionalized DMOF-[2,3-(OMe)2] was more rigid than that in the para-functionalized DMOF-[2,5-(OMe)2]. Quantum-chemical simulation also showed differences in the coordination environments of Zn secondary building unit surrounded by methoxy-functionalized ligands and pillar ligands. In addition, the binding energy differences between Zn2+ and regioisomeric ligands (ortho- A nd para-dimethoxy-functionalized benzene-1,4-dicarboxylates) explained the rigidity and porosity changes of the mixed MOFs upon evacuation and perfectly matched with experimental N2 adsorption and X-ray crystallography data.

Flexibility in metal-organic frameworks derived from positional and electronic effects of functional groups

The position of identical functional groups and the subsequent electron density of structural benzene rings in a zinc-based metal-organic framework (MOF) have been controlled to reveal flexibility (or breathing behavior) differences. Both ortho- and para-positioned bi-functional benzene-1,4-dicarboxylic acid (BDC) ligands were synthesized with amino-, chloro-, methoxy-, and nitro groups. Additionally, two tri-functionalized, dimethoxy-amino and dimethoxy-nitro BDCs were prepared. All bi- and tri-functionalized BDCs were successfully incorporated into DABCO MOFs (DMOFs), except two diamino BDCs which were insoluble and thermally unstable. Among the eight bi-/tri-functionalized DMOFs, only para-dimethoxy exhibited flexibility in its framework after evacuation in preparation for N2 isotherm measurement. Since the dimethoxy combination has the most electron-rich environment in the benzene ring of the BDC in this series, this indicates that electron density plays a role in the flexibility changes of identically bi-functionalized DMOFs. However, the electron density alone could not fully explain the flexibility changes suggesting that the position of the functional groups is also important. These findings have been corroborated through the synthesis of two tri-functionalized DMOFs with identical functional group locations but opposite electronic environments.