Description

5-Fluoro-2-nitrobenzoic acid methyl ester (CAS No. 393-85-1) is a high-purity fluorinated nitroaromatic compound with the molecular formula C₈H₆FNO₄. This methyl ester derivative of 5-fluoro-2-nitrobenzoic acid is a versatile building block in organic synthesis, particularly for pharmaceutical and agrochemical applications. The compound features a fluorine substituent at the 5-position and a nitro group at the 2-position of the benzoate ring system, offering unique reactivity for nucleophilic aromatic substitution and reduction reactions. Supplied as a crystalline solid with >98% purity (HPLC), it is rigorously tested for identity (FTIR, NMR) and impurities (GC-MS). Packaged under inert gas in amber glass vials to ensure stability, this reagent is ideal for medicinal chemistry, material science, and cross-coupling reactions. Store at 2-8°C in a dry environment.

Properties

• CAS Number: 393-85-1
• Complexity: 240
• IUPAC Name: methyl 5-fluoro-2-nitro-benzoate
• InChI: InChI=1S/C8H6FNO4/c1-14-8(11)6-4-5(9)2-3-7(6)10(12)13/h2-4H,1H3
• InChI Key: LCAUVFVOLNRVKG-UHFFFAOYSA-N
• Exact Mass: 199.02808583
• Molecular Formula: C8H6FNO4
• Molecular Weight: 199.14
• SMILES: COC(=O)C1=C(C=CC(=C1)F)[N+](=O)[O-]
• Topological: 72.1
• Monoisotopic Mass: 199.02808583
• Synonyms: 5-fluoro-2-nitrobenzoic acid methyl ester, Benzoic acid, 5-fluoro-2-nitro-, methyl ester, EC 609-664-1, 609-664-1, Methyl 5-fluoro-2-nitrobenzoate, 393-85-1, 2-nitro-5-fluorobenzoic acid, methyl ester, 2-Nitro-5-fluorobenzoic acid methyl ester, MFCD03425619, Methyl 5-fluoro-2-nitro-benzoate, METHYL5-FLUORO-2-NITROBENZOATE, 2-Nitro-5-fluorobenzoic Acid,Methyl Ester, SCHEMBL137523, methyl 5fluoro-2-nitrobenzoate, SCHEMBL27678890, DTXSID60408886, LCAUVFVOLNRVKG-UHFFFAOYSA-N, SBB092418, AKOS010096849, CS-W010511, DS-14514, SY011925, 5-fluoro-2-nitro-benzoic acid methyl ester, DB-069807, NS00006355, EN300-70464, Z600398360, methyl 5-fluoro-2-nitrobenzoate;3-methoxycarbonyl-4-nitrofluorobenzene;

Application

5-Fluoro-2-nitrobenzoic acid methyl ester serves as a key intermediate in the synthesis of fluorinated pharmaceuticals, including protease inhibitors and kinase-targeting agents. The nitro group facilitates subsequent reduction to amines for heterocycle formation, while the ester moiety allows for versatile derivatization via hydrolysis or transesterification. Researchers utilize this compound to introduce fluorine into complex molecules, leveraging its enhanced bioavailability and metabolic stability. It is particularly valuable in PET radiotracer development due to the fluorine-18 labeling potential.

Safety and Hazards

GHS Hazard Statements

• H315 (25%): Causes skin irritation [Warning Skin corrosion/irritation]
• H317 (75%): May cause an allergic skin reaction [Warning Sensitization, Skin]
• H319 (25%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (25%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
• H412 (75%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]

Precautionary Statements

• P261, P264, P264+P265, P271, P272, P273, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P333+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (25%)
• Skin Sens. 1 (75%)
• Eye Irrit. 2 (25%)
• STOT SE 3 (25%)
• Aquatic Chronic 3 (75%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.