886762-71-6 | 1-Fluoro-3-iodo-2-nitrobenzene

CAS:886762-71-6 | 1-Fluoro-3-iodo-2-nitrobenzene,Description

1-Fluoro-3-iodo-2-nitrobenzene is a halogenated nitrobenzene derivative, a class of compounds known for their diverse applications in organic synthesis and materials science. While the specific compound is not directly studied in the provided papers, related compounds with similar substituents on the benzene ring have been investigated for their reactivity, molecular structure, and potential use in various chemical reactions.

Synthesis Analysis

The synthesis of halogenated nitrobenzene derivatives often involves electrophilic aromatic substitution reactions. For instance, the synthesis of 1-fluoro-2,5-dimethoxy-4-nitrobenzene was achieved by reacting 2-fluoro-1,4-dimethoxybenzene with nitric acid, which suggests that similar methods could be applied to synthesize 1-fluoro-3-iodo-2-nitrobenzene. Additionally, the preparation of 2-fluoro-5-nitrobenzonitrile involved the substitution of a nitro group with a cyano group, indicating the versatility of nitrobenzene derivatives in undergoing various chemical transformations.

Molecular Structure Analysis

The molecular structure and conformation of nitrobenzene derivatives are crucial for understanding their reactivity. For example, the study of 2-nitrobenzenesulfonyl fluoride revealed the existence of multiple conformers and provided insights into the relative stability of these conformers. Similarly, the crystal and molecular structure of 1-(N-fluoro-N-t-butyl)amino-2,4,6-trinitrobenzene was determined by X-ray crystallography, highlighting the deformation of the aromatic ring and the coordination of the nitrogen atom. These studies underscore the importance of molecular structure in the chemical behavior of nitrobenzene derivatives.

Chemical Reactions Analysis

Halogenated nitrobenzene derivatives participate in a variety of chemical reactions. For instance, 1-fluoro-2,4,6-trichloro-1,3,5-triazinium tetrafluoroborate was shown to be an effective reagent for the fluorination of aromatic substrates, which could be relevant for the functionalization of 1-fluoro-3-iodo-2-nitrobenzene. Additionally, the reactivity of 1-fluoro-2-nitro-4-trimethylammoniobenzene iodide with proteins and amino acids suggests that similar compounds could be used in bioconjugation and protein modification studies.

Physical and Chemical Properties Analysis

The physical and chemical properties of nitrobenzene derivatives are influenced by their molecular structure. The crystal packing of 1-iodo-3-nitrobenzene, for example, is characterized by planar molecules linked by intermolecular interactions, which could affect the compound's solubility and stability. The NMR parameters reported for various fluoro-nitroaniline compounds provide valuable information on the electronic environment of the substituents, which is relevant for understanding the properties of 1-fluoro-3-iodo-2-nitrobenzene.

Scientific Research Applications

• Synthesis and Characterization :
  • 1-Fluoro-3-iodo-2-nitrobenzene and related compounds have been synthesized and characterized through various methods. For instance, 1-Fluoro-2,5-dimethoxy-4-nitrobenzene was synthesized in 90% yield and its structure confirmed by X-ray crystallography (Sweeney, McArdle, & Aldabbagh, 2018).
• Crystal Structure Analysis :
  • The crystal structures of compounds similar to 1-Fluoro-3-iodo-2-nitrobenzene, like 1-iodo-3-nitrobenzene, have been studied to understand intermolecular interactions. These studies reveal how these compounds form planar molecules linked by specific interactions (Merz, 2003).
• Chemical Reactions and Mechanisms :
  • Research on the mechanism of replacement of the nitro group and fluorine atom in meta-substituted nitrobenzenes has been conducted. This includes studies on the greater mobility of the nitro group and its determination by entropy control (Khalfina & Vlasov, 2005).
• Photophysics and Photochemistry :
  • The complex photophysics and photochemistry of nitrobenzene derivatives, including 1-Fluoro-3-iodo-2-nitrobenzene, have been studied using computational methods. This research helps in understanding the decay paths of these compounds after UV absorption, which is crucial for applications in materials science (Giussani & Worth, 2017).
• Nonlinear Optical Applications :
  • The potential of compounds similar to 1-Fluoro-3-iodo-2-nitrobenzene in nonlinear optical applications has been investigated. For example, the 1-Iodo-3-Nitrobenzene crystal, a compound with structural similarities, shows potential in nonlinear optical applications due to its specific optical properties (Kumar, Srinivasan, Dinagaran, & Balaji, 2016).

Safety And Hazards

1-Fluoro-3-iodo-2-nitrobenzene is considered hazardous. It may cause damage to organs through prolonged or repeated exposure. It is toxic if inhaled, causes serious eye irritation, and is toxic in contact with skin. More detailed information about the safety and hazards can be found in the referenced papers.

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