342636-66-2 | 3,5-DIMETHYL-4-FLUORO-PHENYLBORONIC ACID

CAS:342636-66-2 | 3,5-DIMETHYL-4-FLUORO-PHENYLBORONIC ACID,Description

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• (4-Fluoro-3,5-dimethylphenyl)boronic acid is a boronic acid derivative with the chemical formula C₈H₁₀BFO₂ .
   
• It is also known by other synonyms such as (4-Fluoro-2,3-dimethylphenyl)boronic acid .
   
• The compound consists of a phenyl ring with fluorine and methyl substituents attached to the boron atom.
   

Synthesis Analysis

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• The synthesis of boronic acids often involves borylation reactions, where boron is introduced into an organic molecule.
   
• Specific synthetic methods for (4-Fluoro-3,5-dimethylphenyl)boronic acid would depend on the starting materials and desired functional groups.
   

Molecular Structure Analysis

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• The molecular structure of (4-Fluoro-3,5-dimethylphenyl)boronic acid includes a boron atom bonded to a phenyl ring with fluorine and methyl groups.
   
• The boron atom forms a tetrahedral geometry with the attached substituents.
   

Chemical Reactions Analysis

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• (4-Fluoro-3,5-dimethylphenyl)boronic acid can participate in various coupling reactions, such as Suzuki–Miyaura cross-coupling, Heck reactions, and more.
   
• It serves as a reactant in the synthesis of novel biologically active compounds.
   

Physical And Chemical Properties Analysis

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• The compound is a white to light yellow crystalline powder.
   
• It has a melting point range of 262–265°C .
   
• The SMILES notation for (4-Fluoro-3,5-dimethylphenyl)boronic acid is OB(O)c1ccc(F)cc1 .
   

Scientific Research Applications

• Influence on Properties of Phenylboronic Compounds : Fluoro-substituted boronic acids, like (4-Fluoro-3,5-dimethylphenyl)boronic acid, influence the acidity, hydrolytic stability, crystal and solution structures, and spectroscopic properties of these compounds. They have significant applications in organic synthesis, analytical chemistry, materials’ chemistry, biology, and medicine (Gozdalik, Adamczyk-Woźniak, & Sporzyński, 2017).
• Application in Suzuki Reaction : This compound is used in the Suzuki cross-coupling reactions, demonstrating the efficient transfer of aryl groups from boron in these reactions (Winkle & Schaab, 2001).
• Formation of Tetraarylpentaborates : (4-Fluoro-3,5-dimethylphenyl)boronic acid participates in the formation of tetraarylpentaborates, which have distinct crystal structures and undergo hydrolysis to give specific products. This highlights its role in complex inorganic chemistry (Nishihara, Nara, & Osakada, 2002).
• Fluorescence Sensing Applications : The compound's derivatives are utilized in fluorescence sensing, particularly for fluoride ions. This includes the shift in absorption bands upon fluoride binding, demonstrating its application in colorimetric sensing (Wade & Gabbaï, 2009).
• In Fluorescence Quenching Studies : It's used in the study of fluorescence quenching by aniline in various solvents, contributing to our understanding of photochemical processes (Geethanjali, Nagaraja, Melavanki, & Kusanur, 2015).
• Sensing and Biomaterials Applications : It's significant in biomaterials due to its ability to bind with diols, useful in sensing and materials chemistry. The study of structure-reactivity relationships in these complexes helps in selecting appropriate compounds for various applications (Brooks, Deng, & Sumerlin, 2018) .
• Sensing Biological Active Substances : The compound and its derivatives are important in the development of fluorescent sensors for detecting carbohydrates and bioactive substances (Huang et al., 2012).
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Safety And Hazards

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• Avoid contact with skin and eyes.
   
• Prevent dust formation and ensure adequate ventilation.
   

Future Directions

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• Further research could explore its applications in novel coupling reactions or functional group transformations.
   
• Investigate its potential in drug discovery or materials science.
   

Please note that this analysis is based on available information, and specific details may vary depending on the context and intended use of (4-Fluoro-3,5-dimethylphenyl)boronic acid. For a more comprehensive understanding, consulting relevant scientific literature is recommended¹²³.

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