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• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzoic acid esters
• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzoic acids and derivatives Benzoic acid esters

Methyl 3-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate: A Comprehensive Overview

Methyl 3-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate is a highly specialized organic compound with the CAS number 1016979-31-9. This compound is notable for its unique structure and potential applications in various fields of chemistry and materials science. The molecule consists of a benzoate core with a methyl group attached at the ester position. The substituents on the benzene ring include a fluorine atom at position 3 and a bulky dioxaborolane group at position 5. The dioxaborolane group is further substituted with four methyl groups, making it highly electron-withdrawing and sterically hindered.

The dioxaborolane group in this compound plays a crucial role in its reactivity and functionality. This group is known to participate in various boron-based reactions, such as Suzuki-Miyaura coupling reactions. Recent studies have highlighted the importance of such boron-containing compounds in the synthesis of advanced materials and pharmaceuticals. For instance, researchers have demonstrated that compounds with similar structures can serve as intermediates in the construction of complex aromatic systems with high precision and efficiency.

The fluorine atom at position 3 introduces additional electronic effects into the molecule. Fluorine substitution is often utilized to modulate the electronic properties of aromatic systems, which can influence their reactivity in subsequent reactions. This makes Methyl 3-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate a versatile building block for further functionalization. Recent advancements in fluorination techniques have enabled the synthesis of such compounds with greater control over regioselectivity and stereochemistry.

One of the most promising applications of this compound lies in its potential use as a precursor for constructing advanced materials with tailored properties. For example, researchers have explored the use of similar boron-containing compounds in the synthesis of graphene-like materials and other two-dimensional (2D) nanomaterials. These materials exhibit exceptional electronic and mechanical properties, making them ideal candidates for applications in electronics and energy storage devices.

In addition to its role in materials science, Methyl 3-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate has shown potential in medicinal chemistry. The combination of a fluorinated aromatic ring and a boron-containing group makes it an attractive candidate for drug discovery efforts targeting specific biological pathways. Recent studies have highlighted the importance of such compounds in inhibiting enzymes involved in cancer progression and other diseases.

From a synthetic standpoint, the preparation of this compound involves a series of carefully controlled reactions. The synthesis typically begins with the formation of the benzoate ester followed by selective fluorination at position 3. The introduction of the dioxaborolane group at position 5 requires precise control over reaction conditions to ensure optimal yields and stereochemical outcomes. Recent advancements in catalytic methods have significantly improved the efficiency and scalability of such syntheses.

Moreover, the steric bulk introduced by the four methyl groups on the dioxaborolane ring provides unique opportunities for studying steric effects on chemical reactivity. This aspect has been explored extensively in recent research articles focusing on transition-metal-catalyzed reactions. For instance, studies have shown that such bulky substituents can enhance selectivity by preventing unwanted side reactions during catalytic cycles.

In conclusion,Methyl 3-fluoro-5-(4,4,5,tetramethyl-dioxaborolan)benzoate represents a cutting-edge compound with diverse applications across multiple disciplines. Its unique structure enables it to serve as a versatile building block for constructing advanced materials and bioactive molecules. As research continues to uncover new synthetic methods and applications for this compound,CAS No:1016979_31_9 will undoubtedly play an increasingly important role in shaping future advancements in chemistry and related fields.

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• 1218790-17-0(2-Fluoro-5-(methoxycarbonyl)-4-methylphenylboronic acid, pinacol ester)
• 603122-52-7(Methyl 2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate)
• 1256359-29-1(4,5-(Dimethoxycarbonyl)-2-fluorophenylboronic acid, pinacol ester)
• 603122-79-8(Methyl 3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate)
• 1218791-32-2(Methyl 3,5-difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate)
• 1218791-19-5(2,3-Difluoro-5-(methoxycarbonyl)phenylboronic acid, pinacol ester)
• 936728-22-2(3-Carboxy-5-fluorophenylboronic acid, pinacol ester)
• 929626-17-5(Methyl 3-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate)
• 851334-92-4(4-Ethoxycarbonyl-2-fluorophenylboronic acid, pinacol ester)