394-01-4 | 4-Fluoro-2-nitrobenzoic acid

CAS:394-01-4 | 4-Fluoro-2-nitrobenzoic acid,Description

4-Fluoro-2-nitrobenzoic acid is a chemical compound that has not been directly studied in the provided papers. However, related compounds with similar functional groups have been investigated for their potential use in various chemical syntheses and applications. For instance, 4-chloro-2-fluoro-5-nitrobenzoic acid has been described as a multireactive building block for heterocyclic oriented synthesis (HOS), which is significant in drug discovery. Similarly, 4-fluorobenzoic acid hydrazide derivatives have been synthesized and evaluated for their antimicrobial properties.

Synthesis Analysis

The synthesis of related fluorinated nitrobenzoic acid derivatives involves various chemical reactions. For example, 2-fluoro-4-nitrobenzoic acid was synthesized from 2-fluoro-4-nitrotoluene using potassium permanganate in the presence of a phase transfer catalyst, yielding a 74% success rate. Another compound, 4-chloro-2-fluoro-5-nitrobenzoic acid, was used as a starting material for the preparation of nitrogenous heterocycles, demonstrating its versatility as a building block.

Molecular Structure Analysis

The molecular structure of related compounds has been characterized using various analytical techniques. For instance, 1-fluoro-2,5-dimethoxy-4-nitrobenzene's structure was confirmed by X-ray crystallography, and it was further characterized by NMR, elemental analysis, EI-MS, and FT-IR. These techniques are essential for confirming the identity and purity of synthesized compounds.

Chemical Reactions Analysis

The chemical reactivity of fluorinated nitrobenzoic acid derivatives allows for their use in the synthesis of more complex molecules. For example, resin-bound 4-fluoro-3-nitrobenzoic acid was converted through reactions with amines and reduction to produce substituted benzimidazoles. Additionally, the synthesis of 18F-labelled 2-(4'-fluorophenyl)-1,3-benzothiazole, a derivative of PIB for amyloid imaging in Alzheimer's disease, involved aromatic nucleophilic substitution of a nitro-precursor.

Physical and Chemical Properties Analysis

The physical and chemical properties of fluorinated nitrobenzoic acid derivatives are influenced by the presence of the fluorine and nitro groups. These groups can affect the acidity, reactivity, and overall stability of the compounds. For instance, the antimicrobial activity of 4-fluorobenzoic acid hydrazide derivatives suggests that the fluorine atom may play a role in enhancing biological activity. Additionally, the use of 7-fluoro-4-nitrobenzo-2-oxa-1,3-diazole as a fluorescent labeling reagent for amino acids indicates the importance of these functional groups in analytical applications.

Safety And Hazards

4-Fluoro-2-nitrobenzoic acid is classified as a combustible solid. It is recommended to avoid dust formation, breathing mist, gas or vapours, and contact with skin and eyes. Personal protective equipment, including chemical impermeable gloves, should be worn when handling this compound.

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