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  Jingquan Liu,Huiyun Liu,Zhongfan Jia,Volga Bulmus,Thomas P. Davis Chem. Commun., 2008, 6582-6584
• 2. An atom efficient route to N-aryl and N-alkyl pyrrolines by transition metal catalysis?
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• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Aminobenzoic acids and derivatives
• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzoic acids and derivatives Aminobenzoic acids and derivatives

2-Amino-4-Fluorobenzoic Acid Hydrochloride: A Comprehensive Overview

2-Amino-4-fluorobenzoic acid hydrochloride, also known by its CAS number 130047-16-4, is a compound of significant interest in the fields of organic chemistry and pharmaceutical research. This compound is a hydrochloride salt of 2-amino-4-fluorobenzoic acid, which belongs to the class of aromatic amino acids. The molecule consists of a benzene ring substituted with an amino group at position 2 and a fluorine atom at position 4, along with a carboxylic acid group that forms a salt with hydrochloric acid.

The synthesis of 2-amino-4-fluorobenzoic acid hydrochloride typically involves multi-step processes, including nucleophilic aromatic substitution and subsequent acidification to form the hydrochloride salt. Recent advancements in synthetic methodologies have enabled researchers to optimize the yield and purity of this compound, making it more accessible for various applications. The compound's structure lends itself well to further functionalization, allowing for the exploration of its potential in drug design and material science.

In terms of chemical properties, 2-amino-4-fluorobenzoic acid hydrochloride exhibits a melting point of approximately 250°C, which is indicative of its stability under thermal conditions. The presence of the amino and fluorine substituents imparts unique electronic properties to the molecule, influencing its reactivity and solubility. These characteristics make it a valuable substrate for reactions such as coupling reactions, which are pivotal in the synthesis of bioactive molecules.

Recent studies have highlighted the potential of 2-amino-4-fluorobenzoic acid hydrochloride in the development of novel pharmaceutical agents. For instance, researchers have explored its role as a building block in the synthesis of peptide-based drugs and bioconjugates. The amino group serves as a reactive site for amide bond formation, while the fluorine substituent can modulate the pharmacokinetic properties of the resulting compounds. This dual functionality makes it an attractive candidate for drug discovery programs targeting various therapeutic areas.

Beyond pharmaceutical applications, 2-amino-4-fluorobenzoic acid hydrochloride has shown promise in materials science. Its ability to form stable crystalline structures has led to investigations into its use as a component in organic electronics and sensors. The fluorine atom's electronegativity contributes to the molecule's electronic properties, which can be harnessed in designing advanced materials with tailored functionalities.

In conclusion, 2-amino-4-fluorobenzoic acid hydrochloride, CAS number 130047-16-4, is a versatile compound with diverse applications across multiple disciplines. Its unique chemical structure and reactivity make it an invaluable tool in both academic research and industrial development. As ongoing research continues to uncover new potentials for this compound, its role in advancing science and technology is expected to grow significantly.

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