2-Amino-4-bromo-3-fluorobenzoic acid
[CAS# 1416013-62-1]

Identification

• Classification: Organic raw materials >> Organic fluorine compound >> Fluorobenzoic acid series
• Name: 2-Amino-4-bromo-3-fluorobenzoic acid
• Molecular Formula: C₇H₅BrFNO₂
• Molecular Weight: 234.02
• CAS Registry Number: 1416013-62-1
• EC Number: 811-247-6
• SMILES: C1=CC(=C(C(=C1C(=O)O)N)F)Br

Properties

• Solubility: Very slightly soluble (0.28 g/L) (25 °C), Calc.^*
• Density: 1.877±0.06 g/cm³ (20 °C 760 Torr), Calc.^*
• Index of Refraction: 1.644, Calc.^*
• Boiling Point: 332.0±42.0 °C (760 mmHg), Calc.^*
• Flash Point: 154.6±27.9 °C, Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software.

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H302-H312-H315-H319-H332-H335
• Safety Statements: P261-P264-P264+P265-P270-P271-P280-P301+P317-P302+P352-P304+P340-P305+P351+P338-P317-P319-P321-P330-P332+P317-P337+P317-P362+P364-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Specific target organ toxicity - single exposure	STOT SE	3	H335
Skin irritation	Skin Irrit.	2	H315
Eye irritation	Eye Irrit.	2	H319
Acute toxicity	Acute Tox.	4	H332
Acute toxicity	Acute Tox.	4	H312
Acute toxicity	Acute Tox.	4	H302

Discovery and Applications

2-Amino-4-bromo-3-fluorobenzoic acid is an important organic compound that belongs to the family of amino acids and halogenated benzoic acids. This compound, with the molecular formula C7H6BrF N O2, has garnered interest due to its diverse applications in medicinal chemistry and material science.

The discovery of 2-amino-4-bromo-3-fluorobenzoic acid stems from the need for halogenated amino acids in the synthesis of pharmaceuticals and agrochemicals. Halogenated compounds are known to exhibit enhanced biological activities compared to their non-halogenated counterparts, making them attractive targets for drug development. The specific arrangement of the amino, bromo, and fluoro groups on the benzoic acid backbone provides a unique chemical profile that has been explored for various applications.

One of the primary applications of 2-amino-4-bromo-3-fluorobenzoic acid is in the field of medicinal chemistry. This compound has been investigated for its potential as an intermediate in the synthesis of novel therapeutic agents. The presence of both a bromine and a fluorine atom in its structure can influence the compound's lipophilicity, metabolic stability, and overall bioactivity. Researchers have been focusing on utilizing this compound in the development of drugs targeting specific diseases, including cancer and inflammatory disorders. The unique combination of halogen substituents can enhance binding interactions with biological targets, leading to improved efficacy of the resulting pharmaceuticals.

Moreover, the compound serves as a valuable building block in organic synthesis. The amino and carboxylic acid functionalities allow for various derivatization reactions, enabling the creation of a wide range of derivatives with potential biological activities. For example, it can be used to produce peptide-like structures or to modify existing drug candidates to improve their pharmacological profiles. The versatility of this compound in synthetic chemistry has made it a target for researchers aiming to develop new methodologies for constructing complex molecular architectures.

In addition to its applications in medicinal chemistry, 2-amino-4-bromo-3-fluorobenzoic acid is also of interest in material science. Its chemical structure can be utilized to synthesize polymers and other materials with tailored properties. The ability to introduce fluorine and bromine into polymer backbones can enhance material characteristics such as thermal stability, mechanical strength, and chemical resistance. This has potential implications in the development of advanced coatings, adhesives, and other industrial materials.

In summary, 2-amino-4-bromo-3-fluorobenzoic acid is a significant compound with promising applications in both medicinal chemistry and material science. Its unique structural features, characterized by the presence of amino, bromo, and fluoro substituents, position it as a valuable building block for the synthesis of bioactive molecules and advanced materials. Ongoing research is likely to unveil further applications and enhance our understanding of this versatile compound.

References

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