1829-22-7

Usage

Uses

Used in Polymer and Plastics Industry:
2-Iodoterephthalic acid is utilized as a monomer in the production of polymers and plastics, contributing to the development of materials with tailored properties for specific applications.
Used in Organic Chemistry Research:
As a derivative of terephthalic acid, 2-iodoterephthalic acid serves as a key intermediate in the synthesis of various organic compounds, facilitating the creation of novel molecules with potential applications in different fields.
Used in Pharmaceutical Industry:
2-Iodoterephthalic acid is employed as a pharmaceutical intermediate, playing a crucial role in the development of new drugs and therapeutic agents.
Used in Chemical and Biological Research:
The presence of the iodine atom in 2-iodoterephthalic acid makes it a useful agent for labeling and tracing studies, enabling researchers to track the behavior and interactions of molecules in chemical and biological systems.
Used in Materials Science:
The unique properties of 2-iodoterephthalic acid, stemming from the iodine substitution, make it a valuable component in the design and fabrication of advanced materials with specific functionalities, such as in sensors, catalysts, and other applications.

InChI:InChI=1/C8H5IO4/c9-6-3-4(7(10)11)1-2-5(6)8(12)13/h1-3H,(H,10,11)(H,12,13)

Upstream product

• 1122-42-5 2-iodo-p-xylene 
• 10312-55-7 3-aminoterephthalic acid 
• 100-21-0 terephthalic acid 
• 165534-79-2 dimethyl 2-iodoterephthalate 
• 18870-14-9 1,4-dicyano-2-iodobenzene 
• 768-59-2 4-ethylbenzyl alcohol 
• 5372-81-6 dimethyl aminoterephthalate 
• 610-29-7 2-nitroterephthalic acid 
• 126156-21-6 (4-Ethyl-2-iodo-phenyl)-methanol 
• 82998-57-0 3-iodo-4-toluic acid 

Downstream Products

• 165534-79-2 dimethyl 2-iodoterephthalate 
• 64297-89-8 iodosyl-terephthalic acid 
• 4980-88-5 Jodterephthalsaeure-bis-<2-aethoxy-aethylester> 
• 4862-87-7 Jodterephthalsaeure-bis-<2-butoxy-aethylester> 
• 5013-49-0 Jodterephthalsaeure-di-n-butylester 
• 5013-48-9 Jodterephthalsaeure-di-n-propylester 

Relevant academic research and scientific papers

Selective incorporation of functional dicarboxylates into zinc metal-organic frameworks

Zinc(ii) nitrate reacts with different ratios of 1,4-benzenedicarboxylic acid (H2bdc) and 2-halo-1,4-benzenedicarboxylic acid (H 2bdc-X, X = Br or I) to give [Zn4O(bdc) 3-x(bdc-X)x], in which preferen

Syntheses of o-iodobenzyl alcohols?BODIPY structures as potential precursors of bimodal tags for positron emission tomography and optical imaging

Aiming the faster development from bench to bedside of new potential tracers, multimodal tracers for positron emission tomography (PET) and optical imaging (OI) have emerged as a very promising tool. Indeed, they combine the simplicity of use of optical techniques for in vitro/in vivo pre-clinical studies with the various clinical possibilities offered by PET imaging using their radioactive versions. In this context, the preparation of new tags detectable by fluorescence imaging and potentially suitable for PET imaging after a last-step 11C-labeling of the corresponding precursor has been investigated. Various designs and syntheses were explored by linking o-iodobenzyl alcohols and tetramethyl-BODIPY moieties together. Among them, the most promising structure was produced in 30% yield over five steps from a commercially available and inexpensive starting material.

Single- and mixed-linker Cr-MIL-101 derivatives: A high-throughput investigation

New single- and mixed-linker Cr-MIL-101 derivatives bearing different functional groups have been synthesized. The influence of the reaction parameters, such as metal source (CrO3, CrCl3, and Cr(NO3)3·9H2O) or linker composition, on product formation have been investigated using high-throughput methods. Highly crystalline Cr-MIL-101 materials were obtained with CrCl3 as the metal source with either 2-bromoterephthalic (TA-Br) or 2-nitroterephthalic (TA-NO2) acid as one of the mixed-linker components. On the basis of these results, numerous new mixed-linker Cr-MIL-101 derivatives containing -NH2, -NO2, -H, -SO3H, -Br, -OH, -CH 3, and -COOH have been synthesized. The use of TA-NH2 and TA-OH were shown, under the same reaction conditions, to lead to decarboxylation and the formation of 3-amino- and 3-hydroxybenzoic acid, respectively. Furthermore, we were also able to directly synthesize single-linker Cr-MIL-101-X derivatives with X = F, Cl, Br, CH3. Postsynthetic modification was used to selectively reduce the mixed-linker compound Cr-MIL-101-Br-NO 2 to Cr-MIL-101-Br-NH2. To establish the successful incorporation of the linker molecules and possible decomposition of certain starting materials, 1H NMR spectra of dissolved reaction products were recorded.

IrIII-Catalyzed Selective ortho-Monoiodination of Benzoic Acids with Unbiased C?H Bonds

An iridium-catalyzed selective ortho-monoiodination of benzoic acids with two equivalent C?H bonds is presented. A wide range of electron-rich and electron-poor substrates undergo the reaction under mild conditions, with >20:1 mono/di selectivity. Importantly, the C?H iodination occurs selectively ortho to the carboxylic acid moiety in substrates bearing competing coordinating directing groups. The reaction is performed at room temperature and no inert atmosphere or exclusion of moisture is required. Mechanistic investigations revealed a substrate-dependent reversible C?H activation/protodemetalation step, a substrate-dependent turnover-limiting step, and the crucial role of the AgI additive in the deactivation of the iodination product towards further reaction.

Halogen bonding in UiO-66 frameworks promotes superior chemical warfare agent simulant degradation

Herein, a series of halogenated UiO-66 derivatives was synthesized and analyzed for the breakdown of the chemical warfare agent simulant dimethyl-4-nitrophenyl phosphate (DMNP) to analyze ligand effects. UiO-66-I degrades DMNP at a rate four times faster than the most active previously reported MOFs. MOF defects were quantified and ruled out as a cause for increased activity. Theoretical calculations suggest the enhanced activity of UiO-66-I originates from halogen bonding of the iodine atom to the phosphoester linkage allowing for more rapid hydrolysis of the P-O bond.

Synthesis and Dynamics of Nanosized Phenylene-Ethynylene-Butadiynylene Rotaxanes and the Role of Shape Persistence

Phenylacetylene-based [2]rotaxanes were synthesized by a covalent-template approach by aminolysis of the corresponding prerotaxanes. The wheel and the bulky stoppers are made of phenylene-ethynylene-butadiynylene macrocycles of the same size. The stoppers

Synthesis and evaluation of N-alkyl-9-aminoacridines with antibacterial activity

A series of 9-alkylaminoacridines were synthesized and evaluated for activity against two strains of methicillin-resistant and one strain of methicillin-sensitive Staphylococcus aureus. Results are presented that show a clear structure activity relationship between the N-alkyl chain length and antibacterial activity with peak MIC99 values of 2-3 μM for alkyl chains ranging from 10 to 14 carbons in length. Although prior work has linked the function of acridine-based compounds to intercalation and topoisomerase inhibition, the present results show that 9-alkylaminoacridines likely function as amphiphilic membrane-active disruptors potentially in a similar manner as quaternary ammonium antimicrobials.

Structure, theoretical studies, and coupling reactions of some new cyclic boronic esters

The present report describes the X-ray structural and theoretical studies of some new pinacolboronate esters, and it also outlines the use of the target structures in Suzuki coupling reactions to produce new aromatic or heteroaromatic esters and amides. X

Preparation of phosphonoterephthalic acids via palladium-catalyzed coupling of aromatic iodoesters

The current article reports in detail the preparation of two phosphonoterephthalic acids: 2-phosphonoterephthalic acid (1) and 2,5-diphosphonoterephthalic acid (2). Efficient, scalable syntheses have been developed for both compounds based on Pd-catalyzed

Expedient synthesis and solvent dependent oxidation behavior of a water-soluble IBX derivative

IBX derivative 6, synthesized in two steps from 2-aminoterephthalic acid, 8, is soluble in both DMF and water. A variety of alcohols are oxidized using 6 in DMF with ease and selectivity identical to that of parent IBX. However, oxidations carried out in water and other aqueous solvent mixtures using 6 exhibit unique selectivities toward different substrates and provide products different from reactions carried out in DMF. A mechanistic rationale is provided for this solvent dependent behavior of 6.