873536-93-7

Basic information

• Product Name: Benzoic acid, 2,3,5,6-tetrafluoro-4-iodo-
• CAS NO: 873536-93-7
• Molecular Formula: C7HF4IO2
• Molecular Weight: 319.982
• Mol File: 873536-93-7.mol

Chemical Properties

• CAS DataBase Reference: Benzoic acid, 2,3,5,6-tetrafluoro-4-iodo-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid, 2,3,5,6-tetrafluoro-4-iodo-(873536-93-7)
• EPA Substance Registry System: Benzoic acid, 2,3,5,6-tetrafluoro-4-iodo-(873536-93-7)

Safety Data

• Hazardous Substances Data: 873536-93-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Benzoic acid, 2,3,5,6-tetrafluoro-4-iodo-, is used as a chemical intermediate for the synthesis of various pharmaceuticals. Its unique structure allows for the development of new drugs with specific therapeutic properties, contributing to the advancement of medicine.
Used in Agrochemical Industry:
In the agrochemical industry, Benzoic acid, 2,3,5,6-tetrafluoro-4-iodo-, serves as a key intermediate in the production of agrochemicals. Its chemical versatility enables the creation of novel compounds with targeted pest control and crop protection capabilities, enhancing agricultural productivity and sustainability.
Used in Materials Science:
Benzoic acid, 2,3,5,6-tetrafluoro-4-iodo-, is utilized in materials science for the development of new materials with specific properties. Its ability to undergo various chemical reactions allows for the creation of materials with tailored characteristics, such as improved thermal stability, mechanical strength, or electrical conductivity.
Used in Nanotechnology:
In the field of nanotechnology, Benzoic acid, 2,3,5,6-tetrafluoro-4-iodo-, is employed for the synthesis of nanoscale materials and devices. Its unique structure and reactivity contribute to the development of innovative nanomaterials with applications in electronics, medicine, and other industries.
It is crucial to handle Benzoic acid, 2,3,5,6-tetrafluoro-4-iodo-, with care due to its potential hazards if not properly managed and disposed of. Proper safety measures and disposal protocols should be followed to ensure the safe use of this compound in various applications.

Upstream product

• 124-38-9 carbon dioxide 
• 392-57-4 1,4-diiodo-2,3,5,6-tetrafluorobenzene 
• 602-94-8 Pentafluorobenzoic acid 
• 944-43-4 4-amino-2,3,5,6-tetrafluorobenzoic acid 
• 652-18-6 2,3,5,6-tetrafluorobenzoic acid 

Downstream Products

• 1253825-51-2 C₂₃H₂₅F₄IO₃ 
• 1307892-42-7 C₄H₅N₃*C₇HF₄IO₂ 
• 1307892-44-9 C₄H₄BrN₃*C₇HF₄IO₂ 
• 1307892-46-1 C₄H₃Br₂N₃*C₇HF₄IO₂ 

Relevant articles and documents

Halogen-halogen bonds enable improved long-term operational stability of mixed-halide perovskite photovoltaics

Mixed-halide perovskite provides band-gap tunability, which is essential for tandem solar cell application. However, ion migration inducing phase segregation seriously affects the device's long-term operational stability. The issue thus represents an important challenge for the whole perovskite community and urgently needs effective solutions. We showcase here for the first time that a strong chemical interaction, a halogen-halogen bond, is introduced at the phase interface to suppress the ion migration by increasing the corresponding activation energy. Various characterizations have proved that halogen-halogen bonds form between 2D and 3D phases, which do suppress the halide segregation. As expected, the encapsulated device retains 90% of initial power conversion efficiency (PCE) after maximum power point (MPP) tracking for ～500 h under continuous simulated 1-sun illumination (AM 1.5) in ambient conditions, representing one of the most stable, wide-band-gap, mixed-halide perovskite photovoltaics reported so far.

Concurring Chalcogen- and Halogen-Bonding Interactions in Supramolecular Polymers for Crystal Engineering Applications

The engineering of crystalline molecular solids through the simultaneous combination of distinctive non-covalent interactions is an important field of research, as it could allow chemist to prepare materials depicting multi-responsive properties. It is in this context that, pushed by a will to expand the chemical space of chalcogen-bonding interactions, a concept is put forward for which chalcogen- and halogen-bonding interactions can be used simultaneously to engineer multicomponent co-crystals. Through the rational design of crystallizable molecules, chalcogenazolo pyridine scaffold (CGP) modules were prepared that, bearing either a halogen-bond acceptor or donor at the 2-position, can interact with suitable complementary molecular modules undergoing formation of supramolecular polymers at the solid state. The recognition reliability of the CGP moiety to form chalcogen-bonded dimers allows the formation of heteromolecular supramolecular polymers through halogen-bonding interactions, as confirmed by single-crystal X-ray diffraction analysis.

Photoresponsive halogen bonded polycatenar liquid crystals

Photosensitive liquid crystalline materials whose properties could be modified with UV–visible light irradiation are of special interest for photosensitive and photoswitching materials. Herein we represent the first examples of light-responsive halogen bonded supramolecular polycatenars. Photoswitchable liquid-crystalline aggregates were designed and prepared via halogen bond formation between a non-mesogenic taper shaped tetrafluoroiodobenzene based halogen bond-donor and non-mesogenic or mesogenic azopyridine derivatives as halogen bond-acceptors. The liquid crystalline behaviour of the prepared materials was characterized by differential scanning calorimetry (DSC), polarized optical microscope (POM) and X-ray diffraction (XRD). Upon irradiation with UV light, the complexes undergo fast and reversible photoinduced phase transition. Interestingly, some of these halogen-bonded polycatenars exhibit enantiotropic liquid crystalline phases over wide temperature ranges which are the widest among all previously reported photoresponsive perfluoroaryliodide based supramolecular halogen bonded liquid crystals.

Nitroxide Radical Spin Probes for Exploring Halogen-Bonding Interactions in Solution

The synthesis of 2,3,5,6-tetrafluoro-4-iodobenzyl tert-butyl nitroxide (2-I) and its use as spin probe for the detection of halogen-bond (XB) complexes by EPR is reported. Formation of a XB complex between 2-I and several XB acceptors was evidenced by a significant change in the value of the benzylic hyperfine splitting upon complexation. Thermodynamic parameters for the formation of XB complex with quinuclidine were obtained by recording EPR spectra in the temperature range 203–294 K. In addition, competitive experiments allowed for the measurement of the equilibrium constant of the XB complex with a chloride anion. The proposed procedure constitutes the first direct EPR methodology providing a reliable determination of the strength of the XB bond in solution.

Halogen Bonding Molecular Capsules

Molecular capsules based solely on the interaction of halogen bonding (XB) are presented along with their host-guest binding properties in solution. The first example of a well-defined four-point XB supramolecular system is realized by decorating resorcin[4]arene cavitands with polarized halogen atoms for dimerization with tetra(4-pyridyl) resorcin[4]arene cavitands. NMR binding data for the F, Cl, Br, and I cavitands as the XB donor show association constants (Ka) of up to 5370 M-1 (ΔG283 K=-4.85 kcal mol-1, for I), even in XB-competitive solvent, such as deuterated benzene/acetone/methanol (70:30:1) at 283 K, where comparable monodentate model systems show no association. The XB capsular geometry is evidenced by two-dimensional HOESY NMR, and the thermodynamic profile shows that capsule formation is enthalpically driven. Either 1,4-dioxane or 1,4-dithiane are encapsulated within each of the two separate cavities within the XB capsule, with of up to Ka=9.0 108 M-2 (ΔG283 K=-11.6 kcal mol-1).

Synthesis of tetrafluorinated aromatic amino acids with distinct signatures in 19F NMR

Fluorinated amino acids serve as powerful tools in protein chemistry. We synthesized a series of para-substituted tetrafluorophenylalanines via the regioselective SNAr chemistry of the commercially available pentafluorophenylalanine Boc-Z. Thes

Facile synthesis and supramolecular chemistry of hydrogen bond/halogen bond-driven multi-tasking tectons

Hydrogen bonds and halogen bonds can be used as synthetic vectors without structural interference as long as the primary molecular recognition events are designed around a careful combination of geometric and electrostatic complementarity. In addition, a one-step procedure for the synthesis of tectons equipped with powerful hydrogen- and halogen-bond donors is presented. The Royal Society of Chemistry 2011.

Structure-function relationships in liquid-crystalline halogen-bonded complexes

New liquid-crystalline materials were prepared by self-assembly driven by halogen bonding between a range of 4-alkoxystilbazoles, 4-alkyl-, and 4-alkoxy-substituted pyridines as halogen-bonding acceptors, and substituted derivatives of4-iodotetrafluorophenyl as halogen-bonding donors. Despite the fact that the starting materials are not mesomorphic, the dimeric, halogen-bonded complexes obtained exhibited nemetic and SmA phases, depending on the length of the alkylchains present on the components. The modularity of this approach also led to new chiral mesogens starting from non-mesomorphic chiral compounds.

Molecularly imprinted polymers with halogen bonding-based molecular recognition sites

Molecular recognition materials bearing halogen bonding-based binding sites were synthesized by a non-covalent imprinting technique using a 2,3,5,6-tetrafluoro-4-iodostyrene (TFIS) as the functional monomer. The binding sites were generated by co-polymeri