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  BrianaAguila,LandonHardee,H.ToddSchaef,SiavashZare,MohammadJavadAbdolhosseiniQomi,JarrodV.Crum,JadeE.HollimanJr.,ElenaTajueloRodriguez,LawrenceM.Anovitz,KevinM.Rosso,QuinR.S.Miller
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• Other Chemical Reagents Derivatization Reagents
• Solvents and Organic Chemicals Organic Compounds Acids/Esters

1,3-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene

The compound 1,3-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene (CAS No. 196212-27-8) is a highly specialized organoboron compound with significant applications in various fields of chemistry and materials science. This compound is characterized by its unique structure, which consists of a benzene ring substituted with two boron-containing groups at the 1 and 3 positions. The boron groups are part of a dioxaborolane ring system, specifically the 4,4,5,5-tetramethyl derivative.

The synthesis of 1,3-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene typically involves advanced organic synthesis techniques such as Suzuki-Miyaura coupling reactions or other cross-coupling methodologies. These methods allow for the precise attachment of the dioxaborolane groups onto the benzene ring. The choice of synthesis method depends on the specific requirements of the application and the desired purity of the final product.

One of the most notable applications of this compound is in the field of materials science and electronics. The presence of boron atoms in the molecule introduces unique electronic properties that make it suitable for use in organic light-emitting diodes (OLEDs), organic photovoltaics (OPVs), and other optoelectronic devices. Recent studies have demonstrated that 1,3-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene can significantly enhance the efficiency and stability of these devices by acting as an electron transport layer or as a dopant in emissive layers.

In addition to its electronic applications, this compound has also found utility in medicinal chemistry and drug delivery systems. The boron-containing groups can act as bioactive moieties that interact with biological targets such as enzymes or receptors. Researchers have explored its potential as a scaffold for designing novel pharmaceutical agents with improved pharmacokinetic properties.

Recent advancements in computational chemistry have provided deeper insights into the electronic structure and reactivity of 196212-27-8. Quantum mechanical calculations have revealed that the dioxaborolane groups significantly influence the molecule's frontier molecular orbitals (FMOs), making it more susceptible to nucleophilic attack or redox reactions under specific conditions.

Furthermore, 196212-27-8 has been utilized as a precursor in the synthesis of more complex organoboron compounds with tailored functionalities. For instance, it has been employed in click chemistry reactions to construct larger molecular frameworks with potential applications in nanotechnology and biotechnology.

The environmental impact and sustainability aspects of this compound are also under scrutiny due to its increasing industrial relevance. Studies are being conducted to assess its biodegradability and eco-toxicological effects under various environmental conditions.

In conclusion, 196212-27-8, also known as 196212_008, is a versatile organoboron compound with a wide range of applications across multiple disciplines. Its unique chemical structure and functional groups make it an invaluable tool for researchers working in areas such as materials science、electronic devices、medicinal chemistry、and sustainable chemistry.

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• 365564-05-2(1,3,5-Tris(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene)
• 709022-63-9(9-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)anthracene)
• 676578-20-4(1,3,2-Dioxaborolane, 2-(2-anthracenyl)-4,4,5,5-tetramethyl-)
• 68716-52-9(Naphthalene-1-boronic Acid Pinacol Ester)
• 853377-11-4(1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-(2-pyrenyl)-)
• 688756-58-3(pyrene-2,7-(Bpin)2)
• 349666-24-6(4,4,5,5-Tetramethyl-2-(pyren-1-yl)-1,3,2-dioxaborolane)
• 24388-23-6(Phenylboronic Acid Pinacol Ester)
• 99770-93-1(1,4-Bis(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzene)