696-41-3

Usage

Uses

Used in Organic Synthesis:
3-Iodobenzaldehyde is used as an organic reagent for various chemical reactions and synthesis processes. Its unique structure with both an iodine atom and an aldehyde group allows it to participate in a wide range of reactions, making it a versatile building block in organic chemistry.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3-Iodobenzaldehyde is used as a key intermediate in the synthesis of various drugs and pharmaceutical compounds. Its reactivity and structural properties make it a valuable component in the development of new medications.
Used in Chemical Research:
3-Iodobenzaldehyde is also utilized in academic and industrial research settings for studying chemical reactions and exploring new synthetic pathways. Its unique properties and reactivity contribute to the advancement of knowledge in the field of chemistry.
Used in Material Science:
In the field of material science, 3-Iodobenzaldehyde can be employed in the development of novel materials with specific properties, such as optoelectronic materials or advanced polymers, due to its ability to undergo various chemical transformations.
Overall, 3-Iodobenzaldehyde is a valuable compound with diverse applications across different industries, including organic synthesis, pharmaceuticals, chemical research, and material science, thanks to its unique chemical properties and reactivity.

InChI:InChI=1/C7H5IO/c8-7-3-1-2-6(4-7)5-9/h1-5H

Upstream product

• 69113-59-3 3-iodobenzonitrile 
• 99-61-6 3-nitro-benzaldehyde 
• 100-52-7 benzaldehyde 
• 49617-83-6 m-Iodobenzyl bromide 
• 1711-10-0 3-iodobenzoyl chloride 
• 57455-06-8 3-iodobenzylalcohol 
• 7732-18-5 water 
• 625-95-6 3-Iodotoluene 
• 1027382-22-4 tert-butyldimethyl[2,2,2-trichloro-1-(3-iodophenyl)ethoxy]silane 
• 626-00-6 1,3-Diiodobenzene 
• 68-12-2 N,N-dimethyl-formamide 
• 859850-87-6 1-(3-iodobenzyl)piperidine 
• 618-51-9 3-Iodobenzoic acid 
• 1395346-54-9 N-(3-iodobenzyl)-N-isopropylpropan-2-amine 

Downstream Products

• 141970-36-7 9-(3-iodo-benzylidene)-fluorene 
• 2513-56-6 1,3-bis-(4-bromo-benzyl)-2-(3-iodo-phenyl)-imidazolidine 
• 79917-56-9 1-(3-iodophenyl)ethan-1-ol 
• 34158-74-2 3-iodo-benzaldehyde-(E)-oxime 
• 57455-06-8 3-iodobenzylalcohol 
• 618-51-9 3-Iodobenzoic acid 
• 41070-12-6 3-iodocinnamic acid 
• 184706-41-0 (3-iodo-benzylidene)-malononitrile 
• 42549-28-0 5-(3-Iodbenzyliden)rhodanin 
• 21892-62-6 1-(m-Iodphenyl)-2-nitro-1-propen 
• 92903-78-1 3-Allyl-5-(3-iodbenzyliden)rhodanin 
• 92846-54-3 3-Ethyl-5-(3-iodbenzyliden)rhodanin 
• 54565-75-2 (4S)-2ξ-(3-iodo-phenyl)-3,4r-dimethyl-5c-phenyl-oxazolidine 
• 54565-75-2 (4S)-2ξ-(3-iodo-phenyl)-3,4r-dimethyl-5t-phenyl-oxazolidine 

Relevant academic research and scientific papers

Unprecedented Halide-Ion Binding and Catalytic Activity of Nanoscale Anionic Metal Oxide Clusters

One halide ion (X?) can bind on the surface of nanoscale Anderson-type polyoxometalate (POMs) clusters [(n-C4H9)4N]3{AlMo6O18(OH)3[(OCH2)3CCH3]}, and form stable complexes in solution with binding constant K=1.53×103. Single-crystal structural analysis showed that this binding behavior occurs through multiple hydrogen bonding between X? and three hydroxy groups on the uncapped side of the cluster. This supramolecular interaction in the cluster systems means that their catalytic activities, evaluated from the oxidation of alcohols to aldehydes, can be switched upon the introduction of halide ions and water molecules. The halide ions work as inhibitors by blocking the active sites of the clusters while they can be re-activated by the addition of water.

A “universal” catalyst for aerobic oxidations to synthesize (hetero)aromatic aldehydes, ketones, esters, acids, nitriles, and amides

Functionalized (hetero)aromatic compounds are indispensable chemicals widely used in basic and applied sciences. Among these, especially aromatic aldehydes, ketones, carboxylic acids, esters, nitriles, and amides represent valuable fine and bulk chemicals, which are used in chemical, pharmaceutical, agrochemical, and material industries. For their synthesis, catalytic aerobic oxidation of alcohols constitutes a green, sustainable, and cost-effective process, which should ideally make use of active and selective 3D metals. Here, we report the preparation of graphitic layers encapsulated in Co-nanoparticles by pyrolysis of cobalt-piperazine-tartaric acid complex on carbon as a most general oxidation catalyst. This unique material allows for the synthesis of simple, functionalized, and structurally diverse (hetero)aromatic aldehydes, ketones, carboxylic acids, esters, nitriles, and amides from alcohols in excellent yields in the presence of air.

V2O5@TiO2 Catalyzed Green and Selective Oxidation of Alcohols, Alkylbenzenes and Styrenes to Carbonyls

The versatile application of different functional groups such as alcohols (1° and 2°), alkyl arenes, and (aryl)olefins to construct carbon-oxygen bond via oxidation is an area of intense research. Here, we report a reusable heterogeneous V2O5@TiO2 catalyzed selective oxidation of various functionalities utilizing different mild and eco-compatible oxidants under greener reaction conditions. The method was successfully applied for the alcohol oxidation, oxidative scission of styrenes, and benzylic C?H oxidation to their corresponding aldehydes and ketones. The utilization of mild and eco-friendly oxidizing reagents such as K2S2O8, H2O2 (30 % aq.), TBHP (70 % aq.), broad substrate scope, gram-scale synthesis, and catalyst recyclability are notable features of the developed protocol.

Method for reducing carboxylic acid into aldehyde compounds

The invention discloses a method for reducing carboxylic acid into aldehyde compounds, and belongs to the field of organic chemical synthesis. Specifically, in an argon atmosphere, a carboxylic acid compound, a transition metal nickel compound, an anhydride compound, a ligand and a reducing agent are dissolved in an organic solvent, the mixture is heated and subjected to stirring reaction, after the reaction is finished, the pressure is reduced to remove the organic solvent, column chromatography separation is performed, and various aldehyde compounds are obtained. The method has the advantages of simple synthesis steps, mild reaction conditions, simplicity and easiness in operation, realization of successful reduction of the carboxylic acid compound into the aldehyde organic compounds, small use amount of the reaction catalyst, high product yield, and provision of a new approach for reduction of the carboxylic acid compound into the aldehyde compounds. Compared with a conventional method, the method has the advantages that raw materials are cheap, easy to obtain and environmentally friendly, substrate universality and functional group compatibility are improved, and the method hascertain innovativeness and unique research significance in organic synthesis methodology.

AN IMPROVED ONE POT, ONE STEP PROCESS FOR THE HALOGENATION OF AROMATICS USING SOLID ACID CATALYSTS

The present invention disclosed an improved one pot, one step process for halogenation of compound of formula (II) to afford corresponding halogenated compound of formula (I) having improved yield and increased selectivity under very mild conditions.

Single-Atom-Based Vanadium Oxide Catalysts Supported on Metal-Organic Frameworks: Selective Alcohol Oxidation and Structure-Activity Relationship

We report the syntheses, structures, and oxidation catalytic activities of a single-atom-based vanadium oxide incorporated in two highly crystalline MOFs, Hf-MOF-808 and Zr-NU-1000. These vanadium catalysts were introduced by a postsynthetic metalation, a

Highly Productive Oxidative Biocatalysis in Continuous Flow by Enhancing the Aqueous Equilibrium Solubility of Oxygen

We report a simple, mild, and synthetically clean approach to accelerate the rate of enzymatic oxidation reactions by a factor of up to 100 when compared to conventional batch gas/liquid systems. Biocatalytic decomposition of H2O2 is used to produce a soluble source of O2 directly in reaction media, thereby enabling the concentration of aqueous O2 to be increased beyond equilibrium solubility under safe and practical conditions. To best exploit this method, a novel flow reactor was developed to maximize productivity (g product L?1 h?1). This scalable benchtop method provides a distinct advantage over conventional bio-oxidation in that no pressurized gas or specialist equipment is employed. The method is general across different oxidase enzymes and compatible with a variety of functional groups. These results culminate in record space-time yields for bio-oxidation.

N-Iodosuccinimide (NIS) in Direct Aromatic Iodination

N-Iodosuccinimide (NIS) in pure trifluoroacetic acid (TFA) offers a time-efficient and general method for the iodination of a wide range of mono- and disubstituted benzenes at room temperature, as demonstrated in this paper. The starting materials were generally converted into mono-iodinated products in less than 16 hours at room temperature, without byproducts. A few deactivated substrates needed addition of sulfuric acid to increase the reaction rate. Another exception was methoxybenzenes that preferentially were iodinated by NIS in acetonitrile with only catalytic amounts of TFA.

Isoquinolinium Dichromate and Chlorochromate as Efficient Catalysts for Oxidative Halogenation of Aromatic Compounds under Acid-Free Conditions

Isoquinolinium dichromate and isoquinolinium chlorochromate were found as efficient catalysts to trigger oxidative bromination and iodination of aromatic hydrocarbons with KBr/KI and KHSO4 under acid-free conditions. Reaction times reduced highly significantly under sonication, followed by corresponding mono bromo derivatives in very good yield with high regioselectivity.

Preparation of Aldehydes by Oxidation of Benzylic Amines with Selectfluor (F-TEDA-BF4)

Aldehydes are obtained by mild oxidation of benzylic amines with Selectfluor. The results are compared favorably with the Polonovski-like process using hypervalent iodine.