2-Amino-5-fluorobenzoic acid
[CAS 446-08-2]

Identification

• Classification: Organic raw materials >> Organic fluorine compound >> Fluorobenzoic acid series
• Name: 2-Amino-5-fluorobenzoic acid
• Synonyms: 5-Fluoroanthranilic acid
• Molecular Formula: C₇H₆FNO₂
• Molecular Weight: 155.13
• CAS Registry Number: 446-08-2
• EC Number: 207-159-7
• SMILES: C1=CC(=C(C=C1F)C(=O)O)N

Properties

• Density: 1.4±0.1 g/cm³ Calc.^*
• Melting point: 181 - 183 °C (Expl.)
• Boiling point: 318.2±27.0 °C 760 mmHg (Calc.)^*
• Flash point: 146.2±23.7 °C (Calc.)^*
• Index of refraction: 1.606 (Calc.)^*

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

Safety Data

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

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Skin irritation	Skin Irrit.	2	H315
Specific target organ toxicity - single exposure	STOT SE	3	H335
Eye irritation	Eye Irrit.	2	H319
Eye irritation	Eye Irrit.	2A	H319

chemBlink Chemical Story

2-Amino-5-fluorobenzoic acid, CAS 446-08-2, is also known as 5-fluoroanthranilic acid. PubChem records the formula C7H6FNO2 and describes it as anthranilic acid in which the hydrogen at position 5 is replaced by fluorine. This seemingly small change creates a useful fluorinated building block that combines an ortho amino-carboxylic acid arrangement with an electronically influential fluorine substituent.

Anthranilic acids are valuable in synthesis because the neighboring amino and carboxyl groups can participate in amide formation, acylation and ring-closing reactions. They are common starting points for nitrogen-containing heterocycles such as quinazolinones and related fused systems. In 5-fluoroanthranilic acid, the fluorine normally remains attached to the aromatic ring during these transformations, carrying its electronic effect into the newly constructed molecule.

Fluorine is especially useful in medicinal and agrochemical chemistry because replacing hydrogen with fluorine can alter acidity, lipophilicity, conformation and metabolic stability while adding little steric bulk. The defined 5-position of CAS 446-08-2 lets chemists compare a fluorinated analogue directly with anthranilic acid or other positional isomers. PubChem/ChEBI also classifies 5-fluoroanthranilic acid as an antimetabolite, reflecting the ability of fluorinated analogues to resemble natural biochemical building blocks while behaving differently in metabolism.

The compound therefore has two complementary identities. It is an anthranilic-acid derivative whose adjacent NH2 and COOH groups support heterocycle construction, and it is an organofluorine building block whose C-F bond can tune the properties of the final structure. Public literature for this exact CAS number does not justify assigning one dominant commercial end product, so its strongest description is as a versatile research and fine-chemical intermediate.

Its chemical story is a familiar one in modern synthesis: a single hydrogen atom is replaced by fluorine, while the rest of a proven scaffold is preserved. That small substitution can be enough to create a new set of electronic, biological and synthetic possibilities.

References:
1. PubChem, 2-Amino-5-fluorobenzoic acid, CID 101412, CAS 446-08-2.
2. ChEBI, 5-fluoroanthranilic acid.
3. Purser S et al. Fluorine in medicinal chemistry. Chem Soc Rev. 2008;37:320-330.

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