Chemical Description:
Chemical Name: 2-Fluoro-4-nitrobenzoic acid
CAS Number: 403-24-7
IUPAC Name: 2-Fluoro-4-nitrobenzoic acid
Molecular Formula: C₇H₄FNO₄
Molecular Weight: 185.11 g/mol
2-Fluoro-4-nitrobenzoic acid is a substituted benzoic acid derivative featuring a benzene ring with three key substituents: a carboxylic acid group (-COOH), a fluoro group (-F) at the 2-position (ortho to the carboxyl group), and a nitro group (-NO₂) at the 4-position (para to the carboxyl group).
The presence of the electron-withdrawing nitro and fluoro substituents significantly influences the compound’s reactivity, acidity, and electrophilic substitution behavior. The aromatic ring maintains a conjugated π-electron system, contributing to its stability and chemical properties.
Class: Substituted aromatic carboxylic acid
Carboxylic acid group (-COOH)
Nitro group (-NO₂)
Aryl fluoride (C–F bond)
Aromatic benzene ring
Pharmaceutical intermediates:
2-Fluoro-4-nitrobenzoic acid is widely used as an intermediate in the synthesis of pharmaceutical compounds, particularly in the development of fluorinated drug molecules.
Agrochemical synthesis:
It serves as a building block in the preparation of crop protection agents and specialty agrochemical formulations.
Organic synthesis:
Due to its activated aromatic ring, the compound is utilized in nucleophilic aromatic substitution reactions and other functional group transformations.
Research & development:
Used in laboratory research for studying reaction mechanisms involving halogenated and nitrated aromatic acids.
Analytical chemistry:
Employed as a reference standard or intermediate in chromatographic and spectroscopic analytical methods.
Storage:
Store in a cool, dry, and well-ventilated area. Protect from heat, moisture, and direct sunlight. Keep the container tightly sealed when not in use.
Handling:
Avoid inhalation, ingestion, and direct contact with skin or eyes. Use appropriate personal protective equipment (PPE) including gloves, safety goggles, and a lab coat. Handle in accordance with standard laboratory safety guidelines and chemical hygiene practices.
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