495414-06-7

Usage

Uses

Used in Organic Synthesis:
4-Bromo-2-(bromomethyl)-1-iodobenzene serves as a valuable building block in organic synthesis, providing a versatile platform for the creation of a diverse range of chemical compounds. Its unique structure, with multiple halogen atoms, allows for various synthetic transformations, making it an essential component in the development of new organic molecules.
Used in Pharmaceutical Development:
In the pharmaceutical industry, 4-Bromo-2-(bromomethyl)-1-iodobenzene is utilized as a key intermediate in the synthesis of various drug candidates. Its presence in the molecular structure can impart specific biological activities, such as antimicrobial, anti-inflammatory, or anticancer properties, depending on the final compound's design. 4-Bromo-2-(bromomethyl)-1-iodobenzene's reactivity and structural diversity make it a promising starting material for the development of novel therapeutic agents.
Used in Chemical Research:
4-Bromo-2-(bromomethyl)-1-iodobenzene is also employed as a research tool in chemical studies, where its unique properties and reactivity are explored to gain insights into the behavior of halogenated aromatic compounds. This knowledge can contribute to the advancement of synthetic methodologies and the understanding of reaction mechanisms involving halogens.
Used in Material Science:
In the field of material science, 4-Bromo-2-(bromomethyl)-1-iodobenzene can be incorporated into the design of new materials with specific properties, such as improved thermal stability, electrical conductivity, or optical characteristics. Its halogenated structure may contribute to the development of materials with tailored properties for various applications, including sensors, electronic devices, or advanced coatings.

Upstream product

• 199786-58-8 (5-bromo-2-iodo-phenyl)-methanol 
• 21740-00-1 5-bromo-2-iodo-benzoic acid 
• 116632-39-4 2-methyl-4-bromoiodobenzene 

Downstream Products

• 495414-05-6 3-(5-bromo-2-iodophenyl)-2,2-dimethylpropanenitrile 
• 1178576-94-7 2-benzenesulfonylmethyl-4-bromo-1-iodo-benzene 
• 1278522-46-5 (Z)-1,2-bis(5-bromo-2-iodophenyl)ethene 
• 1279129-78-0 (5-bromo-2-iodobenzyl)triphenylphosphonium bromide 
• 199786-58-8 (5-bromo-2-iodo-phenyl)-methanol 
• 495414-32-9 5-bromo-2,2-dimethyl-2,3-dihydro-1H-inden-1-one 
• 10489-28-8 2,2-dimethyl-indan-1-one 

Relevant academic research and scientific papers

Pd(II)-Catalyzed Synthesis of Benzocyclobutenes by β-Methylene-Selective C(sp3)-H Arylation with a Transient Directing Group

Methylene-selective C-H functionalization is a significant hurdle that remains to be addressed in the field of Pd(II) catalysis. We report a Pd(II)-catalyzed synthesis of benzocyclobutenes by methylene-selective C(sp3)-H arylation of ketones. The reaction utilizes glycine as a transient directing group and a 2-pyridone ligand, which may govern the methylene selectivity by making intimate molecular associations with the substrate during concerted metalation-deprotonation. This reaction is shown to be highly selective for intramolecular methylene C(sp3)-H arylation, thus enabling sequential C(sp3)-H functionalization.

CuSO4-Catalyzed Tandem C(sp3)-H Insertion Cyclization of Toluenes with Isonitriles to Form Indoles

A CuSO4-catalyzed tandem benzylic C-H insertion cyclization of toluene derivatives and isonitriles is described. The naturally abundant salt CuSO4 serves as a low-cost ligand-free redox catalyst. This reaction provides a practical mo

CuSO4-Catalyzed dual annulation to synthesize O, S or N-containing tetracyclic heteroacenes

In this work, CuSO4 is utilized as a practical redox catalyst for tandem dual annulation in the synthesis of indole-fused tetracyclic heteroacenes, which are important skeletons in both medicinal chemistry and materials chemistry. The preparation of such skeletons in a convenient and efficient manner is in high demand. This method realizes the modular synthesis of benzofuro-, benzothieno-, and indoloindoles from abundant feedstocks such as 2-halobenzyl halides and nitrile derivatives in up to 99% yields, providing a rapid access to diverse indole-fused heteroacenes with biological or optoelectronic properties.

2-METHYL-QUINAZOLINES

The present invention describes 2-methyl-quinazoline compounds of general formula (I), methods of preparing said compounds, intermediate compounds useful for preparing said compounds, pharmaceutical compositions and combinations comprising said compounds, and the use of said compounds for manufacturing pharmaceutical compositions. The 2-methyl substituted quinazoline compounds of general formula(I) effectively and selectively inhibit the Ras-Sos interaction without significantly targeting the EGFR receptor. They are therefore useful for the treatment or prophylaxis of diseases, in particular of hyperproliferative disorders, such as cancer as a sole agent or in combination with other active ingredients.

Phenanthroline- tBuOK Promoted Intramolecular C-H Arylation of Indoles with ArI under Transition-Metal-Free Conditions

The first example of phenanthroline-tBuOK promoted intramolecular radical C-H arylation of N-(2-iodobenzyl)indoles without involvement of transition metals has been developed. A variety of substituted 6H-isoindolo [2, 1-a] indoles were prepared by a simple and efficient intramolecular cyclization using 1,10-phenanthroline in the presence of potassium tert-butoxide and chlorobenzene. This strategy provides a fast and versatile access to isoindolo[2,1-a]indole derivatives for the synthesis of pharmaceuticals and organic electroluminescent (EL) materials.

A new solvatochromic linear π-conjugated dye based on phenylene-(poly)ethynylene as supersensitive low-level water detector in organic solvents

A novel class of phenylene-(poly)ethynylene-based dye Sensor 1 with remarkable properties of solvatochromism has been designed and synthesized. A long, coplanar and asymmetry electron-rich π-conjugated structure endows Sensor 1 with maximum solvatochromic

Ortho-stabilized 18F-azido click agents and their application in PET imaging with single-stranded DNA aptamers

Azido 18F-arenes are important and versatile building blocks for the radiolabeling of biomolecules via Huisgen cycloaddition ("click chemistry") for positron emission tomography (PET). However, routine access to such clickable agents is challenged by inefficient and/or poorly defined multistep radiochemical approaches. A high-yielding direct radiofluorination for azido 18F-arenes was achieved through the development of an ortho-oxygen-stabilized iodonium derivative (OID). This OID strategy addresses an unmet need for a reliable azido 18F-arene clickable agent for bioconjugation reactions. A ssDNA aptamer was radiolabeled with this agent and visualized in a xenograft mouse model of human colon cancer by PET, which demonstrates that this OID approach is a convenient and highly efficient way of labeling and tracking biomolecules. Markedly apt: A high-yielding direct radiofluorination strategy via ortho-oxygen-substituted iodonium derivatives is described. A ssDNA aptamer (sgc8), labelled with the resulting 18F azido agent through click chemistry, was used for PET imaging and provides the first example for the noninvasive in vivo PET imaging of protein tyrosine kinase 7 (PTK-7).

Functionalized dibenzoborepins as components of small molecule and polymeric π-conjugated electronic materials

We present the synthesis and characterization of dibenzo[b,f]borepins (DBBs) functionalized at the para and meta position with respect to the boron center in order to understand how regiochemical issues influence photophysical and electrochemical properti

BORON-CONTAINING PI-ELECTRON MATERIALS INCORPORATING FORMALLY AROMATIC AND NEUTRAL BOREPIN RINGS

The synthesis, functionalization and characterization of borepin-based extended pi-electron molecules is disclosed. Bulky substituents shielded the vacant boron p-orbitals thus allowing synthetic manipulation and purification under ambient lab conditions.

Synthesis of ring-fused oxazolo- and pyrazoloisoquinolinones by a one-pot Pd-catalyzed carboxamidation and aldol-type condensation cascade process

(Chemical Equation Presented) A three-component cascade process is described for the synthesis of ring-fused oxazolo- and pyrazoloisoquinolinones by a one-pot carboxamidation/aldol-type condensation reaction. The cascade process involves Pd-catalyzed carboxamidation of an aryl halide/active methylene compound with oxazolidinone or pyrazolidinone, and subsequent intramolecular base-catalyzed cyclization/dehydration through an aldol-type condensation process, to give ring-fused oxazolo- and pyrazoloisoquinolinones. This methodology provides an easy one-step approach to these important classesof nitrogen-containing heterocycles and can tolerate a wide array of functional groups, including ester, nitrile, methoxy, and halide.