135050-44-1

Basic information

• Product Name: 3-CHLORO-4-IODOANILINE
• Synonyms: 3-CHLORO-4-IODOANILINE;3-Chloro-4-iodoaniline,98%;4-Amino-2-chloroiodobenzene;3-Chloro-4-iodoaniline, 95.0%(GC);3-Chloro-4-iodo-phenylamine
• CAS NO: 135050-44-1
• Molecular Formula: C₆H₅ClIN
• Molecular Weight: 253.47
• Product Categories: Anilines, Amides & Amines;Chlorine Compounds;Iodine Compounds
• Mol File: 135050-44-1.mol

Chemical Properties

• Melting Point: 65-71 °C
• Boiling Point: 312.8 °C at 760 mmHg
• Flash Point: 143℃
• Appearance: greyish-green crystalline powder
• Density: 1.9011 (estimate)
• Vapor Pressure: 0.000518mmHg at 25°C
• Refractive Index: 1.694
• Storage Temp.: Refrigerated.
• Solubility: soluble in Methanol
• PKA: 2.75±0.10(Predicted)
• Sensitive: Light Sensitive
• BRN: 3236464
• CAS DataBase Reference: 3-CHLORO-4-IODOANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-CHLORO-4-IODOANILINE(135050-44-1)
• EPA Substance Registry System: 3-CHLORO-4-IODOANILINE(135050-44-1)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 36/37/38-20/21/22
• Safety Statements: 36/37/39-26
• RIDADR: UN2811
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 135050-44-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-Chloro-4-iodoaniline is used as an intermediate for the synthesis of various pharmaceutical compounds. Its unique chemical structure allows it to be a key component in the development of new drugs, particularly those targeting specific biological pathways or receptors.
Used in Chemical Industry:
In the chemical industry, 3-chloro-4-iodoaniline is utilized as a building block for the creation of a wide range of organic compounds. Its versatile structure enables it to be used in the production of dyes, pigments, and other specialty chemicals that have various applications in different industries.
Used in Research and Development:
3-Chloro-4-iodoaniline is also employed in research and development settings, where it is used to study the properties and behavior of various chemical reactions. Its unique structure makes it an interesting candidate for exploring new reaction pathways and understanding the underlying mechanisms of organic chemistry.

InChI:InChI=1/C6H5ClIN/c7-5-3-4(9)1-2-6(5)8/h1-3H,9H2

Upstream product

• 108-42-9 3-chloro-aniline 
• 41252-96-4 3-chloro-4-iodonitrobenzene 

Downstream Products

• 217314-33-5 1-(3-chloro-4-iodophenyl)-2,5-dimethyl-1H-pyrrole 
• 779331-18-9 3-chloro-4-iodobenzenesulfonamide 
• 779329-49-6 2-chloro-4-(ethylthio)-1-iodo-benzene 
• 868407-16-3 3-chloro-4-(pyrazin-2-yl)aniline 
• 102294-59-7 N-(4-iodophenyl)-methanesulfonamide 
• 1093656-37-1 1-(4-Amino-2-chlorophenyl)-3-({[tert-butyl(diphenyl)silyl]oxy}methyl)piperidin-2-one 
• 1032816-26-4 C₃₆H₄₀ClN₃O₄ 
• 1021913-08-5 C₃₃H₃₉ClN₄O₃ 

Relevant articles and documents

Tetramethylammonium dichloroiodate: An efficient and environmentally friendly iodination reagent for iodination of aromatic compounds under mild and solvent-free conditions

Tetramethylammonium dichloroiodate (1, TMADCI) as a mild and efficient iodination reagent was prepared. Iodination of different aromatic compounds with this reagent takes place fast and with high yields under solvent-free conditions.

Chemoselective Hydrogenation of Nitroarenes Catalyzed by Molybdenum Sulphide Clusters

Herein, we describe an atom efficient and general protocol for the chemoselective hydrogenation of nitroarenes to anilines catalyzed by well-defined diimino and diamino cubane-type Mo3S4 clusters. The novel diimino [Mo3S4Cl3(dnbpy)3]+ ([5]+) (dnbpy=4,4′-dinonyl-2,2′-dipyridyl, L1) trinuclear complex was synthesized in high yields by simple ligand substitution reactions starting from the thiourea (tu) [Mo3S4(tu)8(H2O)]Cl4?4 H2O (3) precursor. This strategy has also been successfully adapted for the isolation of the diamino [Mo3S4Cl3(dmen)3](BF4) ([6](BF4)), (dmen=N,N′-dimethylethylenediamine) salt. Applying these catalysts, high selectivity in the hydrogenation of functionalized nitroarenes has been accomplished. Over thirty anilines bearing synthetically functional groups have been synthesized in 70 to 99 % yield. Notably, the integrity of the cluster core is preserved during catalysis. Based on kinetic studies on the hydrogenation of nitrobenzene and other potential reaction intermediates, the direct reduction to aniline is the preferential route.

Nitrogen-doped graphene-activated iron-oxide-based nanocatalysts for selective transfer hydrogenation of nitroarenes

Nanoscaled iron oxides on carbon were modified with nitrogen-doped graphene (NGr) and found to be excellent catalysts for the chemoselective transfer hydrogenation of nitroarenes to anilines. Under standard reaction conditions, a variety of functionalized and structurally diverse anilines, which serve as key building blocks and central intermediates for fine and bulk chemicals, were synthesized in good to excellent yields.

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Anilines are important feedstock for the synthesis of a variety of chemicals such as dyes, pigments, pharmaceuticals and agrochemicals. The chemoselective catalytic reduction of nitro compounds represents the most important and prevalent process for the manufacture of functionalized anilines. Consequently, the development of selective catalysts for the reduction of nitro compounds in the presence of other reducible groups is a major challenge and is crucial. In this regard, herein we show that the cobalt oxide (Co3O4-NGr@C) based nano-materials, prepared by the pyrolysis of cobalt-phenanthroline complexes on carbon constitute highly selective catalysts for the transfer hydrogenation of nitroarenes to anilines using formic acid as a hydrogen source. Applying these catalysts, a series of structurally diverse and functionalized nitroarenes have been reduced to anilines with unprecedented chemo-selectivity tolerating halides, olefins, aldehyde, ketone, ester, amide and nitrile functionalities.

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An environmentally benign method for the selective monoiodination of diverse aromatic compounds has been developed using reusable sulphated ceria-zirconia under mild conditions. The protocol provides moderate to good yields and selectively introduces iodine at the para/ortho position in monosubstituted arenes. SO42-/Ce0.07Zr 0.93O2 was found to be the best choice for the synthesis of aryl iodides in high yield, presumably due to the maximum number of acid sites (4.23 mmol g-1) among the various compositions of the catalyst system.

Nanoscale Fe2O3-based catalysts for selective hydrogenation of nitroarenes to anilines

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