51437-00-4 | 5-Bromo-2-fluorotoluene

CAS:51437-00-4 | 5-Bromo-2-fluorotoluene,Description

Synthesis Analysis

The synthesis of bromo-fluorotoluene derivatives, such as 2-Bromo-6-fluorotoluene, involves a series of chemical reactions starting from amino-nitrotoluene, followed by Gattermann diazonium salt substitution, reduction, and Schiemann reaction (Li Jiang-he, 2010). Although this synthesis is for a different isomer, the methodology highlights the complexity and the potential routes that can be adapted for the synthesis of 5-Bromo-2-fluorotoluene, involving diazonium salt chemistry and halogenation techniques.

Molecular Structure Analysis

Vibrational spectroscopic studies using density functional theory (DFT) have been employed to analyze the molecular structures of halogenated toluenes, including derivatives similar to 5-Bromo-2-fluorotoluene (V. Krishnakumar et al., 2013). These studies provide insights into the influence of halogen atoms on the vibrational frequencies and molecular stability, which are crucial for understanding the reactivity and chemical behavior of 5-Bromo-2-fluorotoluene.

Chemical Reactions and Properties

Chemical reactions involving halogenated toluenes, such as bromo- and fluoro-substituted derivatives, demonstrate their versatility as intermediates in organic synthesis. For example, the chemoselective amination of halogen-containing pyridines shows the potential for bromo-fluoro toluene derivatives to undergo nucleophilic substitution reactions, which could be applicable to 5-Bromo-2-fluorotoluene (Bryan W. Stroup et al., 2007). These reactions are indicative of the chemical properties that make such compounds valuable in synthetic chemistry.

Physical Properties Analysis

The physical properties of halogenated toluenes can be inferred from studies on their absorption spectra in the ultraviolet region. For instance, the electronic absorption spectra of various bromo- and fluoro-substituted toluenes have been analyzed to determine their electronic transitions and photophysical behaviors (C. D. Dwivedi & S. Sharma, 1974). Such information is crucial for understanding the electronic properties and potential applications of 5-Bromo-2-fluorotoluene in material science and photophysics.

Chemical Properties Analysis

The chemical properties of 5-Bromo-2-fluorotoluene, while not directly detailed in available research, can be extrapolated from studies on similar compounds. The reactivity of bromo- and fluoro-substituted compounds, such as in Suzuki coupling reactions, highlights the potential of 5-Bromo-2-fluorotoluene to participate in cross-coupling reactions, providing pathways to various organic syntheses (Andrew Sutherland & Timothy Gallagher, 2003).

Scientific Research Applications

Application 1: Synthesis of Crown Bromofluorobenzene

• Summary of the Application: 5-Bromo-2-fluorotoluene is used in the synthesis of crown bromofluorobenzene .
• Methods of Application: The synthesis involves the bromination of 5-Bromo-2-fluorotoluene using N-bromosuccinimide (NBS) to produce 5-bromo-2-fluorobenzyl bromide .
• Results or Outcomes: The successful synthesis of crown bromofluorobenzene from 5-Bromo-2-fluorotoluene .

Application 2: Synthesis of 3-(4-fluoro-3-methylphenyl)acrylamide

• Summary of the Application: 5-Bromo-2-fluorotoluene is used in the synthesis of 3-(4-fluoro-3-methylphenyl)acrylamide .
• Methods of Application: The specific methods of synthesis are not detailed in the source .
• Results or Outcomes: The successful synthesis of 3-(4-fluoro-3-methylphenyl)acrylamide from 5-Bromo-2-fluorotoluene .

Application 3: Production of 2-Bromo-5-fluoro-benzoic acid

• Summary of the Application: 2-Bromo-5-fluorotoluene is used to produce 2-Bromo-5-fluoro-benzoic acid .
• Methods of Application: The reaction occurs with reagent KMnO4, solvent H2O and other condition of heating .
• Results or Outcomes: The successful production of 2-Bromo-5-fluoro-benzoic acid from 2-Bromo-5-fluorotoluene .

Application 4: Synthesis of 5-bromo-2-fluorobenzyl bromide

• Summary of the Application: 5-Bromo-2-fluorotoluene is used in the synthesis of 5-bromo-2-fluorobenzyl bromide .
• Methods of Application: The synthesis involves the bromination of 5-Bromo-2-fluorotoluene using N-bromosuccinimide (NBS) to produce 5-bromo-2-fluorobenzyl bromide .
• Results or Outcomes: The successful synthesis of 5-bromo-2-fluorobenzyl bromide from 5-Bromo-2-fluorotoluene .

Application 5: Synthesis of 3-(4-fluoro-3-methylphenyl)acrylamide

• Summary of the Application: 5-Bromo-2-fluorotoluene is used in the synthesis of 3-(4-fluoro-3-methylphenyl)acrylamide .
• Methods of Application: The specific methods of synthesis are not detailed in the source .
• Results or Outcomes: The successful synthesis of 3-(4-fluoro-3-methylphenyl)acrylamide from 5-Bromo-2-fluorotoluene .

Application 6: Synthesis of 5-bromo-2-fluorobenzyl bromide

• Summary of the Application: 5-Bromo-2-fluorotoluene is used in the synthesis of 5-bromo-2-fluorobenzyl bromide .
• Methods of Application: The synthesis involves the bromination of 5-Bromo-2-fluorotoluene using N-bromosuccinimide (NBS) to produce 5-bromo-2-fluorobenzyl bromide .
• Results or Outcomes: The successful synthesis of 5-bromo-2-fluorobenzyl bromide from 5-Bromo-2-fluorotoluene .

Safety And Hazards

5-Bromo-2-fluorotoluene is classified as a combustible liquid. It may cause skin irritation, serious eye irritation, and respiratory irritation . It is recommended to avoid breathing dust/fume/gas/mist/vapours/spray of this compound. Protective equipment such as gloves, eyeshields, and dust masks are recommended when handling this compound .

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