Cas no 852139-02-7 (2,2'-Dibromo-5,5'-diiodo-1,1'-biphenyl)
2,2'-Dibromo-5,5'-diiodo-1,1'-biphenyl Chemical and Physical Properties
Names and Identifiers
-
- 2,2'-Dibromo-5,5'-diiodo-1,1'-biphenyl
- 1-bromo-2-(2-bromo-5-iodophenyl)-4-iodobenzene
- 1,1'-Biphenyl,2,2'-dibromo-5,5'-diiodo
- 2,2'-dibromo-5,5'-diiodobiphenyl
- SCHEMBL14371942
- DTXSID50730789
- 852139-02-7
- CJB13902
- YSCK0789
-
- Inchi: 1S/C12H6Br2I2/c13-11-3-1-7(15)5-9(11)10-6-8(16)2-4-12(10)14/h1-6H
- InChI Key: SXVVPRKANYYBOS-UHFFFAOYSA-N
- SMILES: IC1=CC=C(C(=C1)C1C(=CC=C(C=1)I)Br)Br
Computed Properties
- Exact Mass: 561.69300
- Monoisotopic Mass: 561.69257g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 0
- Hydrogen Bond Acceptor Count: 0
- Heavy Atom Count: 16
- Rotatable Bond Count: 1
- Complexity: 213
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 0
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- XLogP3: 6.2
- Topological Polar Surface Area: 0?2
Experimental Properties
- PSA: 0.00000
- LogP: 6.08780
2,2'-Dibromo-5,5'-diiodo-1,1'-biphenyl Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| Alichem | A019122884-1g |
2,2'-Dibromo-5,5'-diiodo-1,1'-biphenyl |
852139-02-7 | 95% | 1g |
$502.44 | 2023-08-31 | |
| SHANG HAI HAO HONG Biomedical Technology Co., Ltd. | 1690460-1g |
2,2′-Dibromo-5,5′-diiodo-1,1′-biphenyl |
852139-02-7 | 98% | 1g |
¥4645.00 | 2024-07-28 | |
| Crysdot LLC | CD12024582-1g |
2,2'-Dibromo-5,5'-diiodo-1,1'-biphenyl |
852139-02-7 | 95+% | 1g |
$581 | 2024-07-24 |
2,2'-Dibromo-5,5'-diiodo-1,1'-biphenyl Related Literature
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Quan Xiang,Yiqin Chen,Zhiqin Li,Kaixi Bi,Guanhua Zhang,Huigao Duan Nanoscale, 2016,8, 19541-19550
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Muniyandi Sankaralingam,So Hyun Jeon,Yong-Min Lee,Mi Sook Seo,Wonwoo Nam Dalton Trans., 2016,45, 376-383
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Supaporn Sawadjoon,Joseph S. M. Samec Org. Biomol. Chem., 2011,9, 2548-2554
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Chandran Rajendran,Govindaswamy Satishkumar,Charlotte Lang,Eric M. Gaigneaux Catal. Sci. Technol., 2020,10, 2583-2592
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Alvin Tanudjaja,Shinsuke Inagi,Fusao Kitamura,Toshikazu Takata,Ikuyoshi Tomita Dalton Trans., 2021,50, 3037-3043
Additional information on 2,2'-Dibromo-5,5'-diiodo-1,1'-biphenyl
Introduction to 2,2'-Dibromo-5,5'-diiodo-1,1'-biphenyl (CAS No. 852139-02-7) and Its Emerging Applications in Modern Chemistry
2,2'-Dibromo-5,5'-diiodo-1,1'-biphenyl, identified by the chemical abstracts service number 852139-02-7, is a specialized organic compound that has garnered significant attention in the field of advanced materials and pharmaceutical chemistry. This bipyhenyl derivative, characterized by its bromine and iodine substituents at specific positions, exhibits unique electronic and photophysical properties that make it a valuable candidate for various high-tech applications.
The molecular structure of 2,2'-Dibromo-5,5'-diiodo-1,1'-biphenyl consists of two benzene rings connected by a central phenyl bridge, with bromine atoms attached to the 2-position of each ring and iodine atoms at the 5-position. This arrangement imparts a high degree of symmetry to the molecule while introducing halogen atoms that can participate in diverse chemical reactions. The presence of both bromine and iodine makes this compound particularly interesting for cross-coupling reactions, which are fundamental in constructing complex organic molecules.
In recent years, the study of halogenated bipyhenyls has seen remarkable progress, largely due to their potential in optoelectronic devices and medicinal chemistry. The halogen atoms in 2,2'-Dibromo-5,5'-diiodo-1,1'-biphenyl not only enhance its reactivity but also influence its electronic properties. For instance, the iodine atoms contribute to stronger electron-withdrawing effects compared to bromine, leading to a tunable bandgap that is crucial for applications in organic semiconductors.
One of the most compelling aspects of 2,2'-Dibromo-5,5'-diiodo-1,1'-biphenyl is its utility in synthesizing advanced materials such as organic light-emitting diodes (OLEDs) and organic photovoltaics (OPVs). The ability to perform palladium-catalyzed cross-coupling reactions on this compound allows researchers to introduce additional functional groups or link it with other molecules to create more sophisticated architectures. These modifications can significantly improve the performance of optoelectronic devices by enhancing charge transport and light emission properties.
Moreover, the pharmaceutical industry has shown interest in 2,2'-Dibromo-5,5'-diiodo-1,1'-biphenyl due to its potential as a building block for drug discovery. Halogenated aromatic compounds are known for their ability to interact with biological targets effectively. The unique electronic distribution in this molecule could be leveraged to design novel therapeutic agents with improved binding affinity and selectivity. Recent studies have demonstrated its role in developing kinase inhibitors and other bioactive molecules by serving as a precursor for further derivatization.
The synthesis of 852139-02-7 typically involves bromination and iodination reactions on biphenyl or its derivatives. Advanced synthetic methodologies have been developed to achieve high regioselectivity and yield, ensuring that the desired product is obtained with minimal byproducts. These methods often employ transition metal catalysts and controlled reaction conditions to optimize the process.
From an industrial perspective, the production of 852139-02-7 needs to be scalable while maintaining cost-effectiveness. Manufacturers are exploring continuous flow chemistry approaches to enhance efficiency and reduce waste. Such innovations align with global trends toward sustainable chemical manufacturing practices.
The applications of 2,2'-Dibromo-5,5'-diiodo-1,1'-biphenyl extend beyond electronics and pharmaceuticals. It has been explored as a ligand in catalytic systems and as an intermediate in polymer chemistry. The versatility of this compound stems from its ability to participate in multiple reaction types while maintaining structural integrity.
In conclusion,852139-02-7 represents a fascinating example of how functionalized aromatic compounds can drive innovation across multiple scientific disciplines. Its unique properties make it indispensable in modern chemistry research, particularly in developing next-generation materials and therapeutics. As research continues, further applications are expected to emerge, solidifying its importance as a cornerstone compound in advanced chemical synthesis.
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