425378-68-3 | 2-FLUORO-5-NITROPHENYLBORONIC ACID PINACOL ESTER

CAS:425378-68-3 | 2-FLUORO-5-NITROPHENYLBORONIC ACID PINACOL ESTER,Description

The compound 2-(2-Fluoro-5-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is a boron-containing heterocycle with potential applications in various chemical reactions due to the presence of a boron atom that can act as a Lewis acid. While the specific compound is not directly described in the provided papers, related compounds with similar structural motifs are discussed, which can provide insights into the behavior and properties of the compound .

Synthesis Analysis

The synthesis of related boron-containing heterocycles, such as 4,4,5,5-tetramethyl-2-(1-(phenylsulfonyl)propan-2-yl)-1,3,2-dioxaborolane, involves the rhodium-catalyzed hydroboration of allyl phenyl sulfone. This method could potentially be adapted for the synthesis of 2-(2-Fluoro-5-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane by choosing appropriate starting materials and reaction conditions that introduce the fluoro and nitro substituents on the phenyl ring.

Molecular Structure Analysis

The molecular structure of boron-containing heterocycles is characterized by the presence of a 1,3,2-dioxaborinane ring, which in the case of 2,2-difluoro-4,6-dimethyl-5-(4′-nitrophenyl)-1,3,2-dioxaborinane, is nearly planar. This planarity suggests that there is delocalization of the formal positive charge within the heterocyclic ring, which could also be expected in the structure of 2-(2-Fluoro-5-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane.

Chemical Reactions Analysis

The presence of a Lewis acidic boron atom in boron-containing heterocycles can facilitate various chemical reactions. However, the specific reactivity of 2-(2-Fluoro-5-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is not detailed in the provided papers. Nonetheless, the related compound 2,2-difluoro-4,6-dimethyl-5-(4′-nitrophenyl)-1,3,2-dioxaborinane is noted for its unusual degree of hydrolytic stability, which could imply that the compound may also exhibit similar stability.

Physical and Chemical Properties Analysis

The physical and chemical properties of boron-containing heterocycles can be influenced by their molecular structure. For example, the nearly planar dioxaborinane ring and the delocalization of charge can affect the compound's stability and reactivity. Additionally, the use of 2-fluoro-4,4,5,5-tetramethyl-1,3-dioxolane as a probe for determining rates of ion pair formationssuggests that the fluoro substituent in the compound of interest may also play a role in its physical properties and reactivity in solution.

Scientific Research Applications

“2-(2-Fluoro-5-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane” is a chemical compound with the empirical formula C12H15BFNO4. It’s a solid substance and its molecular weight is 267.06.

In terms of fluorescent proteins (FPs), there has been research progress on their antibodies, particularly nanobodies, and advanced applications of nanobodies targeting FPs. This might suggest potential applications of “2-(2-Fluoro-5-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane” in the field of biochemistry or molecular biology , possibly in the development of fluorescent probes or markers.

• Organic Synthesis

  • Dioxaborolane derivatives are commonly used in Suzuki-Miyaura cross-coupling reactions, which are widely used in organic synthesis for the creation of carbon-carbon bonds.

• Fluorescent Probes

  • There has been research progress on fluorescent proteins (FPs), particularly nanobodies, and advanced applications of nanobodies targeting FPs.
  • This suggests potential applications of “2-(2-Fluoro-5-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane” in the field of biochemistry or molecular biology, possibly in the development of fluorescent probes or markers.

• Low-Valent Compounds

  • Over the last two decades, the low-valent compounds of group-14 elements have received significant attention in several fields of chemistry owing to their unique electronic properties.
  • These low-valent group-14 species have shown applications in various areas such as organic transformations, small molecule activation, and materials.

• Fluoro-modified Nucleic Acids

  • Owing to the unique physical properties of a fluorine atom, incorporating fluoro-modifications into nucleic acids offers striking biophysical and biochemical features, and thus significantly extends the breadth and depth of biological applications of nucleic acids.
  • This could suggest potential applications of “2-(2-Fluoro-5-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane” in the field of genetic engineering or molecular biology.

• Pharmaceutical Research

  • Fluorine-containing compounds have been widely used in the field of medicinal chemistry. The unique properties of fluorine can significantly influence the chemical behavior and biological activity of these compounds.
  • Therefore, “2-(2-Fluoro-5-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane” could potentially be used in the development of new drugs or therapeutic agents.

• Material Science

  • Low-valent compounds of group-14 elements have shown applications in various areas such as organic transformations, small molecule activation, and materials.
  • This suggests that “2-(2-Fluoro-5-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane” could potentially be used in the development of new materials, possibly in the field of nanotechnology or advanced materials science.

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