29632-73-3

Usage

Uses

Used in Pharmaceutical Industry:
2-Bromo-4-iodoaniline is used as a synthetic intermediate for the development of various pharmaceutical compounds. Its unique structure allows for the creation of new drugs with potential therapeutic applications.
However, it is important to note that 2-Bromo-4-iodoaniline is known to be toxic if ingested, inhaled, or absorbed through the skin, and can cause irritation to the respiratory system and skin. It has also been found to have mutagenic and carcinogenic properties, making it a hazardous material that requires careful handling and disposal. Additionally, 2-Bromo-4-iodoaniline may cause environmental harm if released into water or soil. Due to its potentially harmful effects, proper precautions and safety measures should be taken when working with this chemical.

InChI:InChI=1/C6H5BrIN/c7-5-3-4(8)1-2-6(5)9/h1-3H,9H2

Upstream product

• 474966-95-5 N-(2-bromo-4-iodophenyl)acetamide 
• 540-37-4 p-aminoiodobenzene 
• 615-36-1 2-bromoaniline 
• 103-84-4 Acetanilid 

Downstream Products

• 873386-83-5 2-bromo-6-chloro-4-iodoaniline 
• 860556-79-2 2-bromo-1,4-diiodobenzene 
• 887603-49-8 2-bromo-1,4-bis-trimethylsilanylethynyl-benzene 
• 887603-50-1 1-iodo-2,5-bis(trimethylsilylacetylene)benzene 
• 870751-46-5 (3-bromo-4-iodo-phenylethynyl)-trimethyl-silane 
• 870751-47-6 1-(2-Bromo-4-trimethylsilanylethynyl-phenylethynyl)-2,5-bis-decyloxy-4-[(triisopropylsilanyl)-ethynyl]-benzene 
• 870751-48-7 1,4-Bis-decyloxy-2-(2-iodo-4-trimethylsilanylethynyl-phenylethynyl)-5-[(triisopropylsilanyl)-ethynyl]-benzene 
• 864920-10-5 C₅₂H₆₄O₆Si₂ 
• 864920-11-6 C₄₉H₅₆O₆Si 
• 864920-12-7 C₇₅H₉₉IO₈Si 
• 864920-13-8 C₆₆H₇₉IO₈ 
• 1381766-29-5 C₄₀H₃₆O₆ 
• 864920-08-1 C₁₇H₂₄BrISi 
• 1420010-37-2 C₂₈H₃₃BrN₂O₅ 

Relevant academic research and scientific papers

Bicyclic Phenyl–Ethynyl Architectures: Synthesis of a 1,4-Bis(phenylbuta-1,3-diyn-1-yl) Benzene Banister

The novel diacetylene bridged terphenylic macrocycle 1 is presented and discussed in the context of rotationally restricted “Gel?nder” oligomers. The 1,4-bis(phenylbuta-1,3-diyn-1-yl) benzene bridge of diacetylene 1 is significantly longer than its terphenyl backbone, forcing the bridge to bend around the central pylon. The synthesis of molecule 1 is based to a large extent on acetylene scaffolding strategies, profiting from orthogonal alkyne protection groups to close both macrocyclic subunits by oxidative acetylene coupling sequentially. The spatial arrangement and the dynamic enantiomerization process of the bicyclic target structure 1 are analyzed. In-depth NMR investigations not only reveal an unexpected spatial arrangement with both oligomer strands bent alongside the backbone, but also display the limited stability of the model compound in the presence of molecular oxygen.

NOVEL RECYCLABLE IODINATING AGENT AND ITS APPLICATIONS

The present invention provides a novel recyclable catalysts of formula A, [Formula A should be inserted here] wherein X is selected from the group consisting of [Formula should be inserted here] The present invention also provides a novel recyclable iodinating agent of formula I, II or III and a process for the synthesis thereof. [ Formula I, II & III should be inserted here] Further, the present invention provides a process of halogenation of amines and heterocyclic compounds by employing recyclable catalyst of formula (I).

Recyclable ionic liquid iodinating reagent for solvent free, regioselective iodination of activated aromatic and heteroaromatic amines

This article describes a simple, efficient method for iodination of activated aromatic and heteroaromatic amines using recyclable 1-butyl-3-methylpyridinium dichloroiodate (BMPDCI) as an ionic liquid iodinating reagent, in the absence of any solvent. The main advantages are a simple efficient procedure, good yields and no need for any base/toxic heavy metals, or oxidizing agents. The ionic liquid was recovered and recycled in five subsequent reactions, without much loss of activity. This method was applied for the synthesis of the antiprotozoal drug iodoquinol and the antifungal drug clioquinol.

Regioselective iodination of aryl amines using 1,4-dibenzyl-1,4-diazoniabicyclo [2.2.2] octane dichloroiodate in solution and under solvent-free conditions

1,4-Dibenzyl-1,4-diazoniabicyclo[2.2.2]octane dichloroiodate is an efficient and regioselective reagent for iodination of aryl amines. A wide variety of aryl amines in reaction with this reagent afforded regioselectively iodinated products. The iodination reaction can be carried out in solution or under solvent-free condition at room temperature.

Remarkable switch in the regiochemistry of the iodination of anilines by N-iodosuccinimide: Synthesis of 1,2-dichloro-3,4-diiodobenzene

Direct iodination of anilines by NIS in polar solvents (such as DMSO) affords p-iodinated products with up to >99% regioselectivity. Switching to less polar solvents (such as benzene) in the presence of AcOH inverts this outcome toward dramatically increased or preferential generation of the o-isomers, also with up to >99% regioselectivity. This finding was exploited in the synthesis of 1,2-dichloro-3,4-diiodobenzene. Georg Thieme Verlag Stuttgart - New York.

Amplification of enantioselectivity and sensitivity based on non-linear response of molecular wire bearing pseudo-18-crown-6 to chiral amines

Exploiting a non-linear response for chiral discrimination, an intelligent system capable of chirality amplification was designed and constructed as poly(phenyleneethynylene) having chiral pseudo-18-crown-6. Both sensitivity and selectivity were amplified

Iodination of anilines and phenols with 18-crown-6 supported ICl 2-

A highly crystalline iodinating reagent, {[K·18-C-6]ICl 2}n, was synthesized in high yield (93%). The trihalide is supported by an 18-crown-6 macrocycle and forms a coordination polymer in the solid state. This reagent iodinates anilines and phenols efficiently under mild conditions. Controlled mono-iodination with anilines was easily achieved while poly-iodination was observed with phenols.

Surface-rolling molecules

Design, syntheses, and testing of new, fullerene-wheeled single molecular nanomachines, namely, nanocars and nanotrucks, are presented. These nanovehicles are composed of three basic components that include spherical fullerene wheels, freely rotating alkynyl axles, and a molecular chassis. The use of spherical wheels based on C60 and freely rotating axles based on alkynes permits directed nanoscale rolling of the molecular structure on gold surfaces. The rolling motion observed by STM resembles the same motion performed by macroscopic entities in which rolling occurs perpendicular to the axles. A new synthesis methodology, in situ ethynylation of fullerenes, was developed for the realization of the fullerene-wheeled molecular machines. Four generations of the fullerene-wheeled structures were developed, and the latest fourth generation nanocar, 3b, along with three-wheeled triangular compounds, 4a and 4b, provided definitive evidence for fullerene-based wheel-like rolling motion, not stick-slip or sliding translation. The studies here underscore the ability to control directionality of motion in molecular-sized nanostructures through precise molecular design and synthesis.

Eco-friendly oxidative iodination of various arenes with sodium percarbonate as the oxidant http://www.mdpi.org

Six easy laboratory procedures are presented for the oxidative iodination of various aromatics, mostly arenes, with either molecular iodine or potassium iodide (used as the sources of iodinating species, I+ or I 3+), in the presence of sodium percarbonate (SPC), a stable, cheap, easy to handle, and eco-friendly commercial oxidant.

Microwave-accelerated or conventionally heated iodination reactions of some aromatic amines, using ortho-periodic acid as the oxidant

A fast and simple method for the oxidative iodination of some aromatic amines, either under microwave irradiation or conventional heating, is reported, using diiodine and ortho-periodic acid as the oxidant. The reactions were carried out in boiling CH2Cl2 solutions under a reflux condenser. For the microwave assisted reactions, the reaction times were always notably shortened, but the yields were usually less influenced as compared with the conventional method.