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TCI

CAS 394-01-4

4-Fluoro-2-nitrobenzoic Acid TCI F0737

4-Fluoro-2-nitrobenzoic Acid TCI F0737

Chemical Identity

CAS No.
394-01-4
PubChem
CID 2737416·SID 125307551
Formula
C7H4FNO4
Molecular weight
185.11 g/mol
Purity
>98.0%(GC)
Reference databases
ECHA
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
4-fluoro-2-nitrobenzoic acid
SMILES
C1=CC(=C(C=C1F)[N+](=O)[O-])C(=O)O
InChIKey
YLUCXHMYRQUERW-UHFFFAOYSA-N
MDL
MDL00024300
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TCI F0737 is 4-Fluoro-2-nitrobenzoic Acid, a benzoic acid carrying a nitro group at the ortho position and a fluorine atom at the para position relative to the carboxyl group. This arrangement of substituents is not incidental; it is precisely the reason the compound is so widely sought after. The strongly electron-withdrawing nitro group activates the aromatic ring, turning the fluorine atom into an excellent leaving group in nucleophilic aromatic substitution reactions. In the laboratory, this compound serves as a building block for constructing nitrogen-rich fused heterocyclic frameworks.

The characteristic that makes it a preferred choice is the availability of three reactive sites that can be addressed sequentially. The carboxyl group can be activated into an amide or an ester, the fluorine atom can be displaced by amines, alkoxides, or thiolates under relatively simple conditions, and the nitro group can be reduced to an amine that subsequently closes a ring together with the carboxyl group. This three-step sequence is the standard route toward benzimidazoles, quinazolinones, and benzodiazepines. The electronic character of the nitro group also allows the substitution reaction to proceed without requiring a metal catalyst, which keeps the procedure economical.

In Indonesian laboratories, this material is typically encountered in synthetic organic chemistry and medicinal chemistry settings where fused heterocyclic scaffolds are assembled from a single, well-defined starting point. Because the substitution chemistry proceeds without metal catalysts, the compound fits research groups working with standard glassware and conventional heating rather than specialised catalytic equipment. It is generally handled in university research laboratories, institutional chemistry facilities, and industrial R&D groups developing new molecular frameworks.

TCI brochures (PDF)

  • Nucleophilic aromatic substitution studies: the nitro group activates the ring so strongly that the fluorine is displaced cleanly by amines, alkoxides, or thiolates under relatively simple conditions.
  • Benzimidazole synthesis: the compound supplies all three handles needed, with the nitro group reduced to an amine that closes the ring together with the carboxyl function.
  • Quinazolinone construction: sequential activation of the carboxyl group, displacement of the fluorine, and reduction of the nitro group follows the standard route to this scaffold.
  • Benzodiazepine framework assembly: the same three-step sequence gives access to this nitrogen-rich fused heterocyclic system from a single, well-defined starting material.
  • Metal-free synthetic route development: because substitution needs no metal catalyst, the compound suits work aimed at economical procedures free of transition metal residues.

Brand TCI
CAS number 394-01-4
Molecular formula —
Purity —
Category Chemistry > Building Blocks > Fluorinated Building Blocks
Pack sizes available in the pack sizes offered by the manufacturer for this catalogue item
Physical form —
Storage store according to the conditions stated on the manufacturer's label and safety data sheet
  • Chemical name: 4-Fluoro-2-nitrobenzoic Acid

Store the container tightly closed in a cool, dry, well-ventilated area away from direct sunlight, moisture, and incompatible materials, following the conditions stated on the manufacturer's label and safety data sheet. Keep the material in its original supplier packaging or in a chemically compatible, clearly labelled container, and reseal it promptly after each use to limit exposure to atmospheric moisture. Handle the solid in a fume hood using appropriate personal protective equipment, including safety glasses, chemical-resistant gloves, and a laboratory coat, and avoid generating or inhaling dust. As with other nitroaromatic carboxylic acids, avoid contact with skin and eyes, and consult the safety data sheet before use and disposal.

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