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1,1'-Biphenyl, 2-Iodo-4'-Methyl (CAS No. 14385-93-4): A Comprehensive Overview

The compound 1,1'-biphenyl, 2-iodo-4'-methyl (CAS No. 14385-93-4) is a significant molecule in the field of organic chemistry and materials science. This compound belongs to the class of biphenyl derivatives, which are widely studied due to their unique electronic properties and structural versatility. The molecule consists of two phenyl rings connected by a single bond (C-C), with an iodine atom attached at the second position of one ring and a methyl group at the fourth position of the other ring. This specific substitution pattern imparts distinctive chemical and physical properties to the compound.

Recent advancements in synthetic methodologies have enabled the efficient synthesis of 1,1'-biphenyl, 2-iodo-4'-methyl through various routes. One prominent approach involves the Ullmann coupling reaction, which facilitates the formation of carbon-halogen bonds under mild conditions using copper catalysts. This method has been optimized in recent studies to enhance yield and selectivity, making it a preferred route for large-scale production. Another notable method is the Suzuki-Miyaura coupling reaction, which utilizes palladium catalysts to couple aryl halides with boronic acids or esters. These methods not only highlight the importance of transition metal catalysis in modern organic synthesis but also underscore the compound's role as an intermediate in constructing more complex molecular architectures.

The electronic properties of 1,1'-biphenyl, 2-iodo-4'-methyl make it a valuable component in various applications. In materials science, this compound is used as a precursor for synthesizing advanced materials such as organic semiconductors and light-emitting diodes (OLEDs). Recent research has demonstrated that incorporating this molecule into conjugated systems can significantly improve charge transport properties and emission efficiency. For instance, studies published in *Advanced Materials* have shown that films incorporating 1,1'-biphenyl derivatives exhibit enhanced stability under operational conditions, making them suitable for next-generation electronic devices.

In addition to its role in materials science, 1,1'-biphenyl, 2-iodo-4'-methyl has found applications in medicinal chemistry. The biphenyl framework is a common motif in drug design due to its ability to modulate pharmacokinetic properties such as solubility and bioavailability. Recent investigations have explored the use of this compound as a building block for designing potential anticancer agents. For example, researchers at the University of California have reported that derivatives of this compound exhibit selective cytotoxicity against cancer cell lines while showing minimal toxicity to healthy cells.

The stereochemical properties of 1,1'-biphenyl derivatives have also been a focal point of recent studies. The restricted rotation around the central C-C bond gives rise to distinct diastereomers, which can exhibit different biological activities. This aspect has been exploited in asymmetric synthesis strategies aimed at producing enantiomerically pure compounds. A study published in *Nature Communications* highlighted how chiral auxiliaries derived from biphenyl systems can be used to induce high enantioselectivity in catalytic reactions.

From an environmental perspective, understanding the degradation pathways of 1,1'-biphenyl derivatives is crucial for assessing their ecological impact. Recent research has focused on photodegradation mechanisms under UV light exposure. Studies conducted by environmental chemists at Kyoto University revealed that biphenyl derivatives undergo oxidative cleavage under sunlight, leading to the formation of less toxic byproducts. These findings contribute to developing sustainable practices for handling such compounds during industrial processes.

In conclusion, 1,1'-biphenyl, 2-iodo-4'-methyl (CAS No. 14385-93-4) stands out as a versatile molecule with applications spanning organic synthesis, materials science, and medicinal chemistry. Its unique structural features and electronic properties continue to drive innovative research across diverse scientific disciplines. As advancements in synthetic methodologies and material characterization techniques unfold, this compound is poised to play an even more significant role in shaping future technologies and therapeutic interventions.

• 14376-78-4(1,1'-Biphenyl, 2,2'-diiodo-4,4'-dimethyl-)
• 64420-96-8(2-Iodobiphenyl)
• 920985-25-7(1,1':3',1''-Terphenyl, 2,2''-diiodo-5'-(2-iodophenyl)-)
• 96843-21-9(2',5'-Diiodo-p-terphenyl)
• 82777-09-1(2'-Iodo-1,1':3',1''-terphenyl)
• 2236-52-4(2,2'-Diiodobiphenyl)
• 129678-45-1(1,1':3',1''-Terphenyl, 2'-iodo-3,3'',5,5''-tetramethyl-)
• 2113-51-1(1-iodo-2-phenyl-benzene)
• 31391-52-3(1,1'-Biphenyl, iodo-)
• 7583-27-9(4,4'-Diiodo-3,3'-dimethylbiphenyl)