1761-62-2

Usage

Uses

Used in Chemical Synthesis:
2-HYDROXY-5-IODO-BENZALDEHYDE is used as a key intermediate in the synthesis of various organic compounds for different applications. Its unique structure allows for the creation of new molecules with potential uses in various industries.
Used in Pharmaceutical Industry:
2-HYDROXY-5-IODO-BENZALDEHYDE is used as a starting material for the synthesis of new salen (N,N′-Bis(salicylidene)ethylenediamine) ligands that are tethered to a p-acylthio(phenylacetylene)n linker. These ligands have potential applications in the development of new drugs and pharmaceutical compounds.
Used in Material Science:
In the field of material science, 2-HYDROXY-5-IODO-BENZALDEHYDE is used as a precursor for the synthesis of 5-formylsalicylaldehyde and 5-ortho-carboranylsalicylaldehyde. These compounds can be utilized in the development of new materials with specific properties, such as improved conductivity or enhanced stability.
Used in Research and Development:
2-HYDROXY-5-IODO-BENZALDEHYDE is also used as a research compound in academic and industrial laboratories. Its unique structure makes it an interesting candidate for studying various chemical reactions and exploring its potential applications in different fields.

InChI:InChI=1/C7H5IO2/c8-6-1-2-7(10)5(3-6)4-9/h1-4,10H

Upstream product

• 90-02-8 salicylaldehyde 
• 89-95-2 2-methyl-benzyl alcohol 
• 7553-56-2 iodine 
• 50-00-0 formaldehyd 
• 540-38-5 p-Iodophenol 
• 119-30-2 2-hydroxy-5-iodobenzoic acid 
• 69-72-7 salicylic acid 
• 14056-07-6 5-iodo-2-hydroxybenzyl alcohol 
• 888958-33-6 6-iodo-2,2-dimethylbenzo[1,3]dioxin-4-one 
• 227103-30-2 6-iodo-1',3',3'-trimethylspiro<2H-benzopyran-2,2'-indoline> 

Downstream Products

• 219671-66-6 5-iodo-2-(2-methoxy-ethoxymethoxy)-benzaldehyde 
• 42298-41-9 5-iodo-2-methoxy-benzaldehyde 
• 101278-64-2 3-(α-hydroxyimino-benzyl)-6-iodo-coumarin 
• 134038-89-4 2-benzyloxy-5-iodobenzaldehyde 
• 1160653-54-2 4-(2-formyl-4-iodo-phenoxymethyl)-piperidine-1-carboxylic acid tert-butyl ester 
• 1160653-60-0 4-(2-formyl-4-iodo-phenoxy)-piperidine-1-carboxylic acid tert-butyl ester 
• 1146956-15-1 C₁₅H₂₁IO₂ 
• 1146956-25-3 C₁₆H₁₀O₃ 
• 1187455-40-8 (S)-3-(2-hydroxy-5-iodobenzylideneamino)-4-isopropyl-2-oxazolidinone 
• 1202748-56-8 (E)-2-hydroxy-N-(2-(2-hydroxy-5-iodobenzylideneamino)ethyl)benzamide 
• 1202748-74-0 (E)-2-hydroxy-N-(4-(2-hydroxy-5-iodobenzylideneamino)butyl)benzamide 
• 1228269-67-7 (E)-2-hydroxy-N-(2-(2-hydroxy-5-iodobenzylideneamino)propyl)benzamide 
• 1228269-76-8 (E)-5-bromo-2-hydroxy-N-(2-(2-hydroxy-5-iodobenzylideneamino)propyl)benzamide 
• 1360437-95-1 2-(4-(benzyloxy)phenyl)-5-iodobenzofuran 

Relevant academic research and scientific papers

Driving the Emission Towards Blue by Controlling the HOMO-LUMO Energy Gap in BF2-Functionalized 2-(Imidazo[1,5-a]pyridin-3-yl)phenols

Several boron compounds with 2-(imidazo[1,5-a]pyridin-3-yl)phenols, differentiated by the nature of the substituent (R) in the para position of the hydroxy group, have been synthesized and thoroughly characterized both in solution (1H, 13C, 11B, 19F NMR) and in the solid state (X-ray). All derivatives displayed attractive photophysical properties like very high Stokes shift, high fluorescence quantum yields and a good photostability in solution. Time-Dependent Density Functional Theory (TD-DFT) calculations allowed to define the main electronic transitions as intra ligand transitions (1ILT), which was corroborated by the Natural Transition Orbitals (NTOs) shapes. The HOMO-LUMO energy gap was correlated to the electronic properties of the substituent R on the phenolic ring, as quantified by its σp Hammett constant.

Preparation of titanium-containing polymeric foam for inertial confinement fusion target

In the framework of the increasing need for metal-doped polymer materials for inertial confinement fusion targets, we report the preparation of low-density titanium-containing materials. For this purpose, we developed a new monomer based on hydroxyl and o

Schiff bases from TRIS and ortho-hydroxyarenecarbaldehydes: Structures and tautomeric equilibria in the solid state and in solution

Three Schiff bases generated by conventional condensation of a simple aminopolyol (TRIS) and 5-bromo- and 5-iodosalicylaldehyde, and 2-hydroxy-1-naphthaldehyde, have been fully characterized, both in solution and in the solid state. This study provides a

Synthesis and electrogenerated chemiluminescence of donor-substituted phenylethynylcoumarins

Two series of donor-bearing phenylethynylcoumarins have been synthesized, and their photophysical properties have been evaluated. Chemiluminescence was observed through the annihilation of their electrogenerated radical ions and was found to be only sligh

Two-photon fluorescent probes for biological Mg2+ detection based on 7-substituted coumarin

Two novel water-soluble coumarin-based compounds (OC7, NC7) were designed and synthesized as two-photon fluorescent probes for biological Mg2+ detection. The compounds feature a β-keto acid as a high selective binding site for Mg2+ a

Selectivity control in the reaction between 2-hydroxyarylaldehydes and 4-hydroxycoumarin. Antioxidant activities and computational studies of the formed products

A series of 6H,7H-7-(4-Hydroxy-3-coumarinyl)[1]benzopyrano[4,3-b][1]benzopyran-6-ones 4a-g and 3-(2-hydroxybenzoyl)-2H-chromen-2-ones 5a-g derivatives were synthesized by reaction of 4-hydroxycoumarin with 2-hydroxyarylaldehydes 2a-f or 2-hydroxynaphtalde

Imine or Enamine? Insights and Predictive Guidelines from the Electronic Effect of Substituents in H-Bonded Salicylimines

Imine and enamine bonds decorate the skeleton of numerous reagents, catalysts, and organic materials. However, it is difficult to isolate at will a single tautomer, as dynamic equilibria occur easily, even in the solid state, and are sensitive to electronic and steric effect, including π-conjugation and H-bonding. Here, using as model Schiff bases generated from salicylaldehydes and TRIS in a set of linear free energy relationships (LFER), we disclose how the formation of either imines or enamines can be controlled and provide a comprehensive framework that captures the structural underpinning of this prediction. This work highlights the potentiality of tailor-made designs en route to compounds with desirable functionality.

Aryl derivatives of 3H-1,2-benzoxathiepine 2,2-dioxide as carbonic anhydrase inhibitors

A new series of homosulfocoumarins (3H-1,2-benzoxathiepine 2,2-dioxides) possessing various substitution patterns and moieties in the 7, 8 or 9 position of the heterocylic ring were prepared by original procedures and investigated for the inhibition of four physiologically relevant carbonic anhydrase (CA, EC 4.2.1.1) isoforms, the human (h) hCA I, II, IX and XII. The 8-substituted homosulfocoumarins were the most effective hCA IX/XII inhibitors followed by the 7-substituted derivatives, whereas the substitution pattern in position 9 led to less effective binders for the transmembrane, tumour-associated isoforms IX/XII. The cytosolic isoforms hCA I and II were not inhibited by these compounds, similar to the sulfocoumarins/coumarins investigated earlier. As hCA IX and XII are validated anti-tumour targets, with one sulphonamide (SLC-0111) in Phase Ib/II clinical trials, finding derivatives with better selectivity for inhibiting the tumour-associated isoforms over the cytosolic ones, as the homosulfocoumarins reported here, is of crucial importance.

Nitrostyrene-Modified 2-(2-Hydroxyphenyl)benzothiazole: Enol-Emission Solvatochromism by ESICT-ESIPT and Aggregation-Induced Emission Enhancement

Excited-state intramolecular charge transfer (ESICT) and excited-state intramolecular proton transfer (ESIPT) are two competitive reactions that occur in the excited states of organic dyes that contain intramolecular hydrogen-bonds and electron acceptors and donors. Determining the mechanisms of these processes is key to understanding their multiple emission features, as the manner in which these processes interact can be modulated by modifying the dye structure. In addition, donor–π–acceptor (D–π–A) molecules often suffer from aggregation-induced quenching. Herein, we report the synthesis of three nitrophenyl-modified 2-(2-hydroxyphenyl)benzothiazole (HBT) derivatives, HBT-s-NO2, HBT-d-NO2, and HBT-t-NO2, which have C?C, C=C, and C≡C bonds between their HBT and nitrophenyl moieties, respectively. Compared with the enol emissions from HBT-s-NO2 and HBT-t-NO2, that from HBT-d-NO2 exhibits outstanding solvatochromism owing to consecutive ESICT-ESIPT. In addition, X-ray diffraction reveals that despite the highly planar and polar nature of HBT-d-NO2, which is strongly H-aggregated, it exhibits highly efficient fluorescence. Hence, this study provides new insight into the design of ESICT/ESIPT-coupled systems and for engendering planar dipolar molecules with excellent emission properties in the solid state.

Ultrasonically assisted halogenation of aromatic compounds using isoquinolinium bound hypervalent chromium and tetrabutylammonium halides in PEG-600 solutions under acid free and solvent-free conditions

Isoquinolinium bound Cr(VI) reagents like isoquinolinium dichromate (IQDC) and isoquinolinium chlorochromate (IQCC) have been successfully accomplished as efficient reagents for oxidative halogenation of aromatic compounds using tetrabutylammonium halide (TBAX) as halogenating agents in aqueous polyethylene glycol (PEG-600) under acid free conditions. Tetrabutylammonium bromide (TBAB) has been used for bromination and tetrabutylammonium iodide (TBAI) for iodination. The halogenation reactions that occurred smoothly in 2 to 7 h under conventional conditions are accelerated magnificently under sonication with few minutes (25 to 70 min) of reaction time and fairly good yields. The reactions occurred at moderate temperature under mild and environmentally safe conditions with simple work up.