20856-80-8

Basic information

• Product Name: 2,5-DIIODOTEREPHTHALIC ACID
• Synonyms: 2,5-DIIODOTEREPHTHALIC ACID
• CAS NO: 20856-80-8
• Molecular Formula: C₈H₄I₂O₄
• Molecular Weight: 417.92
• Mol File: 20856-80-8.mol

Chemical Properties

• Boiling Point: 482.7±45.0 °C(Predicted)
• Appearance: /
• Density: 2.634±0.06 g/cm3(Predicted)
• PKA: 1.80±0.10(Predicted)
• CAS DataBase Reference: 2,5-DIIODOTEREPHTHALIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-DIIODOTEREPHTHALIC ACID(20856-80-8)
• EPA Substance Registry System: 2,5-DIIODOTEREPHTHALIC ACID(20856-80-8)

Safety Data

• Hazardous Substances Data: 20856-80-8(Hazardous Substances Data)

Usage

Uses

Used in Polymer Synthesis:
2,5-DIIODOTEREPHTHALIC ACID is used as a monomer in the production of functionalized polymers for various applications due to its unique chemical properties that allow for the creation of materials with specific characteristics.
Used in Medical Devices:
In the medical industry, 2,5-DIIODOTEREPHTHALIC ACID is used as a component in the synthesis of polymers for medical devices, leveraging its properties to enhance device performance and biocompatibility.
Used in Electronics:
2,5-DIIODOTEREPHTHALIC ACID is utilized as a material in the electronics industry for the development of polymers that can be used in electronic components, taking advantage of its ability to contribute to the electrical and thermal properties of these components.
Used in Coatings:
In the coatings industry, 2,5-DIIODOTEREPHTHALIC ACID is used as a component in the formulation of coatings, providing specific properties such as durability, resistance, and adhesion.
Used in Dyes and Pigments Production:
2,5-DIIODOTEREPHTHALIC ACID is employed as a precursor in the production of dyes and pigments, contributing to the color and stability of these products.
Used in Research and Scientific Studies:
In research and scientific studies, 2,5-DIIODOTEREPHTHALIC ACID is used as a reagent and intermediate in organic synthesis, facilitating the development of new compounds and materials for various applications.

Upstream product

• 20870-98-8 2,5-Dijod-terephthalsaeuredinitril 
• 20856-79-5 2,5-diiodo-4-methylbenzoic acid 
• 1124-08-9 2,5-diiodo-p-xylene 
• 106-42-3 para-xylene 
• 915706-87-5 2,5-diiodo-1,4-bis-(hydroxymethyl)benzene 
• 1231999-67-9 2,5-diiodo-1,4-benzenedicarboxaldehyde 

Downstream Products

• 173068-99-0 2,5-diiodobenzene-1,4-dicarbonyl dichloride 
• 503861-96-9 1,4-bis(phenyliodonio)benzene-2,5-dicarboxylate 
• 220630-08-0 N,N'-bis-(2-dimethylamino-ethyl)-2,5-diiodo-terephthalamide 
• 167895-30-9 1,4-bis(N,N-dioctylcarbamoyl)-2,5-diiodobenzene 
• 1034497-18-1 dihexyl 2,5-diiodoterephthalate 
• 90841-95-5 dimethyl 2,5-diiodo-1,4-benzenedicarboxylate 
• 1351221-60-7 dimethyl 2,5-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)terephthalate 
• 1351221-61-8 2,5-diboronoterephthalic acid 
• 1379804-10-0 2,5-di(5-iodothien-2-yl)dimethy terephthalate 
• 1379804-26-8 2,5-di(5-trimethoxysilylthien-2-yl)dimethyl terephthalate 
• 935271-96-8 bis(2-ethylhexyl) 2,5-diiodoterephthalate 
• 223519-93-5 2,5-dicarboxy-1,4-benzenediphosphonic acid 
• 1376712-21-8 dimethyl 2,5-bis(dimethylphosphono)terephthalate 

Relevant articles and documents

Substituent Effects That Control Conjugated Oligomer Conformation through Non-covalent Interactions

Although understanding the conformations and arrangements of conjugated materials as solids is key to their prospective applications, predictive power over these structural factors remains elusive. In this work, substituent effects tune non-covalent interactions between side-chain fluorinated benzyl esters and main-chain terminal arenes, in turn controlling the conformations and interchromophore aggregation of three-ring phenylene-ethynylenes (PEs). Cofacial fluoroarene-arene (ArF-ArH) interactions cause twisting in the PE backbone, interrupting intramolecular conjugation as well as blocking chromophore aggregation, both of which prevent the typically observed bathochromic shift observed upon transitioning PEs from solution to solid. This work highlights two structural factors that determine whether the ArF-ArH interactions, and the resulting twisted, unaggregated chromophores, occur in these solids: (i) the electron-releasing characteristic of substituents on ArH, with more electron-releasing character favoring ArF-ArH interactions, and (ii) the fluorination pattern of the ArF ring, with 2,3,4,5,6-pentafluorophenyl favoring ArF-ArH interactions over 2,4,6-trifluorophenyl. These trends indicate that considerations of electrostatic complementarity, whether through a polar-π or substituent-substituent mechanism, can serve as an effective design principle in controlling the interaction strengths, and therefore the optoelectronic properties, of these molecules as solids.

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A low-bandgap poly(arylene ethynylene) (PAE) having donor-acceptor type chromophores in the side chain was synthesized. A π-conjugated PAE precursor having electron-rich dioctylanilino-substituted alkynes in the side chain was polymerized through Sonogashira cross-coupling reaction between functional monomers M-I with terminal acetylenes and M-II with diiodide, using tetrakis(tripheneylphosphine)palladium and copper iodide catalysts in a mixed solvent of triethylamine and tetrahydrofuran (THF) at 50°C. The electronically rich N,N-dioctylamino groups in M-I activated the alkynes in the side chains of M-I, thus making the selective reaction of sidechain alkynes with TCNE possible in the post-functionalization step. The selective reaction of TCNE (tetracyanoethylene) with activated dioctylanilino substituted alkynes in the side chains of precursor polymer afforded the target poly(arylene ethynylene). This unique polymer shows enhanced thermal stability and exhibits strong intramolecular charge-transfer interactions, resulting in a very low bandgap of poly(arylene ethynylene).

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

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