89280-77-3

Usage

Uses

Used in Organic Synthesis:
4-Bromo-2,6-diiodoaniline is utilized as a key intermediate in organic synthesis for the production of various chemical compounds. Its unique structure with halogenated substituents allows for versatile chemical reactions, making it a valuable component in the synthesis of complex organic molecules.
Used in Pharmaceutical Production:
In the pharmaceutical industry, 4-Bromo-2,6-diiodoaniline serves as a building block for the development of new drugs. Its specific chemical properties enable the creation of novel pharmaceutical agents with potential therapeutic applications, contributing to the advancement of medicinal chemistry.
Used in Research and Development:
4-Bromo-2,6-diiodoaniline is employed as a research chemical in academic and industrial laboratories. It is used to study the effects of halogen substitution on the chemical and physical properties of aniline derivatives, as well as to explore its potential applications in various chemical processes and reactions.
It is crucial to handle and use 4-Bromo-2,6-diiodoaniline with caution, adhering to proper safety guidelines to minimize risks associated with its toxicity and reactivity.

InChI:InChI=1/C6H4BrI2N/c7-3-1-4(8)6(10)5(9)2-3/h1-2H,10H2

Upstream product

• 66416-72-6 4-bromo-2-iodoaniline 
• 106-40-1 4-bromo-aniline 
• 7553-56-2 iodine 

Downstream Products

• 918446-42-1 4-bromo-N-[(E/Z)-but-2-enyl]-2,6-diiodoaniline 
• 1313995-11-7 C₁₉H₂₄OSi₂ 
• 1313995-17-3 C₁₃H₈O 
• 1313995-12-8 C₄₁H₄₆I₂O 
• 1313995-13-9 C₆₃H₈₈OSi₂ 
• 1313995-14-0 C₅₄H₆₅NO₂ 
• 149428-64-8 1-bromo-3,5-diiodobenzene 
• 144001-09-2 (5-bromo-1,3-phenylene)bis(ethyne-2,1-diyl)bis(trimethylsilane) 

Relevant academic research and scientific papers

Pyrrolo[3,2,1-kl]phenothiazine-based D-π-A type organic dyes for efficient dye-sensitized solar cells

Novel metal-free organic dyes based on polycyclic aromatic donor, pyrrolo[3,2,1-kl]phenothiazine, have been synthesized and applied in dye-sensitized solar cells. Combined with cyanoacrylic acid as the acceptor/anchoring group and simple π-spacers such as

Synthesis of Axially Chiral Anilides Enabled by a Palladium/Ming-Phos-Catalyzed Desymmetric Sonogashira Reaction

Atropisomeric anilides are one of important C—N axially chiral compounds. Compared with the N-terminal functionalization to prepare such compounds, C-terminal functionalization strategies have been rarely reported. We describe herein an efficient synthesis of axially chiral anilides enabled by Pd-catalyzed desymmetric Sonogashira cross-coupling reactions with the use of a newly identified Ming-Phos. Moderate to high yields with high enantioselectivities (up to 98% ee) were obtained.

Introducing High Density of Very Active Sites and Stepwise Postmodification for Tailoring the Porosity of Highly Demanding Cr3+-Based Metal-Organic Frameworks

Chromium(III)-based metal-organic frameworks (Cr-MOFs) are highly robust and porous and have been very attractive in a wide range of investigations. However, the harsh direct synthetic conditions not only impede the synthesis of new Cr-MOFs but also restr

Non-Catalytic Benefits of Ni(II) Binding to an Si(111)-PNP Construct for Photoelectrochemical Hydrogen Evolution Reaction: Metal Ion Induced Flat Band Potential Modulation

We report here the remarkable and non-catalytic beneficial effects of a Ni(II) ion binding to a Si|PNP type surface as a result of significant thermodynamic band bending induced by ligand attachment and Ni(II) binding. We unambiguously deconvolute the thermodynamic flat band potentials (VFB) from the kinetic onset potentials (Von) by synthesizing a specialized bis-PNP macrochelate that enables one-step Ni(II) binding to a p-Si(111) substrate. XPS analysis and rigorous control experiments confirm covalent attachment of the designed ligand and its resulting Ni(II) complex. Illuminated J-V measurements under catalytic conditions show that the Si|BisPNP-Ni substrate exhibits the most positive onset potential for the hydrogen evolution reaction (HER) (-0.55 V vs Fc/Fc+) compared to other substrates herein. Thermodynamic flat band potential measurements in the dark reveal that Si|BisPNP-Ni also exhibits the most positive VFB value (-0.02 V vs Fc/Fc+) by a wide margin. Electrochemical impedance spectroscopy data generated under illuminated, catalytic conditions demonstrate a surprising lack of correlation evident between Von and equivalent circuit element parameters commonly associated with HER. Overall, the resulting paradigm comprises a system wherein the extent of band bending induced by metal ion binding is the primary driver of photoelectrochemical (PEC)-HER benefits, while the kinetic (catalytic) effects of the PNP-Ni(II) are minimal. This suggests that dipole and band-edge engineering must be a primary design consideration (not secondary to catalyst) in semiconductor|catalyst hybrids for PEC-HER.

Approaches for Selective Synthesis of Ullazine Donor–Acceptor Systems

Methods for effective synthesis for the four possible isomeric 3,9-diphenylullazine carboxaldehydes and reactive halogen intermediates are described. Ullazine donor–acceptor (D–A) dyes were studied using UV/Vis, photoluminescence (PL) spectroscopy and cyclic voltammetry. X-ray single crystal diffraction analysis independently confirmed the structures of two key intermediates. A D–A dye based on ullazine with dihexylmalonate acceptor was tested as a dopant-free hole-transporting material (HTM) in a perovskite solar cell, exhibiting promising power conversion efficiency (PCE) reaching 13.07 %.

A mild and convenient synthesis of 1,2,3-triiodoarenes via consecutive iodination/diazotization/iodination strategy

A mild and convenient synthesis of 1,2,3-triiodoarenes has been developed. This method consists of two steps which can be performed on multigram scale with moderate to excellent yields. This report discloses a practical synthesis of 1,2,3-triiodoarenes and 1,2,3-trihaloarenes that is general in scope, operationally simple, scalable, and is easy to workup and to purify. We also report the first regioselective transmetalation reaction of 1,2,3-triiodoarenes to provide ortho-diiodoaryl derivatives, which are useful building blocks and indeed are hard to make by other means. CSIRO 2013.

H-Bonding-driven gel formation of a phenylacetylene macrocycle

An amide-containing phenylacetylene macrocycle (PAM) has been synthesized and its gelation properties were studied in different solvents. Surprisingly, this macrocycle forms organogels at low concentration in many polar and apolar solvents. XRD and FTIR analysis suggest that this macrocycle forms stable supramolecular assemblies owing to H-bonding. Scanning electron microscopy analyses show the formation of bundles of nanofibrils, demonstrating the long-range organization of this material.

Synthesis of indoles: Efficient functionalisation of the 7-position

Traditional strategies in indole chemistry do not allow high-yielding access to some substitution patterns such as 3,5,7-trisubstituted indoles. We report in this article the efficient synthesis of this type of indole. The Heck cyclisation strategy we use