常见问题(FAQs)

2-Amino-5-fluoro-4-methylbenzoic Acid: Properties & Uses

2-Amino-5-fluoro-4-methylbenzoic acid is a fluorinated aromatic building block bearing both an amino group and a carboxylic acid on a methyl- and fluoro-substituted benzene ring, widely used as a synthetic intermediate in medicinal chemistry and pharmaceutical research.

Chemical Name
2-Amino-5-fluoro-4-methylbenzoic acid
Molecular Formula
C8H8FNO2
Molecular Weight
169.15 g/mol
Key Functional Groups
Carboxylic acid (–COOH), primary amine (–NH2), aryl fluoride (Ar–F), methyl (–CH3)
SKU / Catalog Number
A727622
Supplier
Aladdin Scientific

What Is 2-Amino-5-fluoro-4-methylbenzoic Acid?

2-Amino-5-fluoro-4-methylbenzoic acid (CAS catalog SKU A727622) is a substituted benzoic acid derivative in which the benzene ring carries an amino group at the 2-position, a fluorine atom at the 5-position, and a methyl group at the 4-position. The simultaneous presence of an electron-donating amino group, an electron-withdrawing carboxylic acid, and an aryl fluoride makes this compound a versatile bifunctional intermediate for organic synthesis.

The compound belongs to the broader class of fluorinated aromatic building blocks that are valued in drug discovery for their ability to modulate lipophilicity, metabolic stability, and binding affinity of candidate molecules. The free amino and carboxyl groups each offer independent handles for further derivatization via amide coupling, esterification, diazotization, or heterocycle formation.

Typical Research and Synthetic Applications

As a bifunctional aromatic intermediate, 2-Amino-5-fluoro-4-methylbenzoic acid is commonly employed in the following contexts:

  • Pharmaceutical intermediate synthesis: The compound serves as a starting material or key intermediate for the preparation of benzoxazinone, quinazoline, quinolone, and related nitrogen-containing heterocyclic scaffolds encountered in drug candidates.
  • Amide and peptide coupling: The carboxylic acid can be activated and coupled with amines to form amide bonds using standard reagents such as EDC/HOBt or HATU.
  • Diazotization chemistry: The aromatic amine can be converted to a diazonium salt and subsequently used in Sandmeyer reactions or azo dye synthesis.
  • Fluorine-directed C–H functionalization: The aryl fluoride is amenable to nucleophilic aromatic substitution (SNAr) under appropriate conditions, enabling introduction of diverse nucleophiles.

These applications make the compound relevant to medicinal chemistry, agrochemical research, and materials science programs requiring fluorinated aromatic scaffolds.

Handling, Storage, and Safety Considerations

Although specific GHS hazard data for 2-Amino-5-fluoro-4-methylbenzoic acid should be confirmed in the product Safety Data Sheet (SDS) provided by Aladdin Scientific, the following general guidance applies to compounds of this class:

  • Personal protective equipment: Wear nitrile gloves, laboratory coat, and safety goggles when handling the solid or its solutions. Work in a well-ventilated area or fume hood.
  • Storage: Store in a tightly sealed container in a cool, dry location away from strong oxidizers and strong bases. Refrigerated storage (2–8 °C) is recommended to maintain long-term stability.
  • Disposal: Dispose of waste in accordance with local regulations for fluorinated aromatic compounds.

Always consult the current SDS before use. Specific hazard classifications, first-aid measures, and transport requirements are detailed therein.

Ordering and Product Specifications

2-Amino-5-fluoro-4-methylbenzoic acid is available from Aladdin Scientific under catalog number A727622. When placing an order, researchers and procurement teams should confirm the following with Aladdin customer service or the product detail page:

  • Available pack sizes and pricing
  • Purity specification and analytical certificate (CoA) availability
  • Current stock status and lead time for out-of-stock quantities
  • Bulk or custom synthesis quotation if standard pack sizes are insufficient

For questions about specifications, grades, or purity standards, please contact Aladdin Scientific technical support or refer to the published CoA accompanying each lot.

Frequently asked questions

What is the molecular formula and molecular weight of 2-Amino-5-fluoro-4-methylbenzoic acid?

The molecular formula of 2-Amino-5-fluoro-4-methylbenzoic acid is C8H8FNO2, giving a molecular weight of approximately 169.15 g/mol. This reflects the benzene ring plus the amino, fluoro, methyl, and carboxylic acid substituents.

What are the primary uses of 2-Amino-5-fluoro-4-methylbenzoic acid in research?

This compound is primarily used as a bifunctional building block in medicinal chemistry for the synthesis of heterocyclic drug scaffolds such as quinazolines, benzoxazinones, and quinolones. Its amino and carboxylic acid groups allow amide coupling, diazotization, and cyclization reactions, while the aryl fluoride can participate in nucleophilic aromatic substitution.

How should 2-Amino-5-fluoro-4-methylbenzoic acid be stored to maintain stability?

The compound should be stored in a tightly sealed container in a cool, dry environment away from strong oxidizers and bases. Refrigerated storage at 2–8 °C is generally recommended for aromatic amine compounds to prevent oxidative degradation. Always refer to the product SDS and CoA for lot-specific storage conditions.

What catalog number should I use to order this compound from Aladdin Scientific?

2-Amino-5-fluoro-4-methylbenzoic acid is listed under SKU A727622 in the Aladdin Scientific catalog. You can reference this number when ordering online or when contacting the sales or customer service team.

Can the aryl fluoride in this compound be used in nucleophilic aromatic substitution reactions?

Yes. Aryl fluorides are among the most reactive aryl halides in nucleophilic aromatic substitution (SNAr) reactions because fluorine's strong electron-withdrawing inductive effect activates the ring toward nucleophilic attack. However, the overall reactivity depends on the electronic environment provided by all substituents, and reaction conditions should be optimized experimentally.

References

  1. March, J. Advanced Organic Chemistry: Reactions, Mechanisms, and Structure, 4th ed.; Wiley-Interscience: New York, 1992. (General reference for SNAr and amide coupling chemistry.)
  2. Aladdin Scientific product page for 2-Amino-5-fluoro-4-methylbenzoic acid, SKU A727622. Aladdin Scientific, Shanghai.
  3. Meanwell, N. A. Synopsis of Some Recent Tactical Application of Bioisosteres in Drug Design. J. Med. Chem. 2011, 54, 2529–2591. (Background on fluorine in medicinal chemistry.) doi:10.1021/jm1013693

Products are supplied for research and development use only. Not for use in humans, animals, diagnosis, or therapy.

目录: 常见问题(FAQs)

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产品仅供科研与开发使用,不用于人体、动物、诊断或治疗。

引用本文

阿拉丁科学.《2-Amino-5-fluoro-4-methylbenzoic Acid: Properties & Uses》. 阿拉丁知识库,更新于 2026年10月13日。 https://www.aladdin-e.com/zh_cn/faqs/2-amino-5-fluoro-4-methylbenzoic-acid-faq-en.html
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