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TCI

CAS 602-00-6

3-Hydroxy-2-nitrobenzoic Acid TCI H1324

3-Hydroxy-2-nitrobenzoic Acid TCI H1324

Chemical Identity

CAS No.
602-00-6
PubChem
CID 293291·SID 125307922
Formula
C7H5NO5
Molecular weight
183.12 g/mol
Purity
>98.0%(GC)(T)
Reference databases
ECHA
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
3-hydroxy-2-nitrobenzoic acid
SMILES
C1=CC(=C(C(=C1)O)[N+](=O)[O-])C(=O)O
InChIKey
KPDBKQKRDJPBRM-UHFFFAOYSA-N
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TCI H1324 with CAS number 602-00-6 is 3-Hydroxy-2-nitrobenzoic Acid, a benzoic acid derivative carrying a hydroxy group and a nitro group at adjacent positions on its aromatic ring. The presence of three distinct functional groups within a single small molecule makes this compound a highly useful non-heterocyclic building block in organic synthesis laboratories. Researchers employ it as a starting point for constructing more elaborate molecular frameworks, particularly when a specific aromatic substitution pattern is required that would be difficult to establish through direct substitution reactions on simple benzoic acid.

The property that makes this compound a preferred choice lies in the diversity of reactivity offered by each of its functional groups. The carboxylic acid group can be converted into esters, amides, or acid chlorides for further coupling, the phenolic hydroxy group can be selectively etherified or acylated, while the nitro group serves a dual role as an electron-withdrawing substituent that modulates ring reactivity and as a precursor to an amino group through reduction. The ortho relationship between the nitro and hydroxy groups also opens the possibility of forming heterocyclic rings such as benzoxazoles after reduction.

This compound is a crystalline solid supplied by TCI and is commonly used in Indonesian laboratories engaged in organic synthesis research. It is typically found in university chemistry departments, pharmaceutical research groups, and institutional research facilities where multi-step synthetic routes are developed. Laboratories working on intermediate preparation and aromatic scaffold construction rely on reagents of this type, ordered in research-scale quantities appropriate to bench-level experimental work.

  • Organic synthesis intermediate preparation: the three independently addressable functional groups allow researchers to build complex target molecules through sequential, selectively controlled transformation steps in multi-step routes.
  • Aromatic scaffold construction: the fixed substitution pattern of hydroxy and nitro groups provides a ring arrangement that is difficult to obtain by direct substitution on simple benzoic acid.
  • Amino derivative synthesis: the nitro group functions as a reliable precursor that can be reduced to an amino group, giving access to aminohydroxybenzoic acid derivatives for further work.
  • Benzoxazole and heterocycle formation: the ortho positioning of the nitro and hydroxy groups permits ring closure to heterocyclic systems following reduction of the nitro substituent.
  • Carboxylic acid derivatization studies: the carboxyl group can be converted into esters, amides, or acid chlorides, making the compound suitable for coupling chemistry and derivative library preparation.

Brand TCI
CAS number 602-00-6
Molecular formula —
Purity —
Category Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Pack sizes available in research-scale laboratory pack sizes
Physical form crystalline solid
Storage store in a cool, dry place in a tightly closed container
  • Chemical Name: 3-Hydroxy-2-nitrobenzoic Acid

Store this compound in a cool, dry location away from direct sunlight and sources of heat or ignition. Keep the material in a tightly closed original container to prevent moisture uptake and contamination, and reseal the container promptly after each use. Handle the solid inside a fume hood when weighing or transferring to minimise dust generation and inhalation exposure. Standard personal protective equipment should be worn, including safety goggles, chemical-resistant gloves, and a laboratory coat. Avoid contact with skin and eyes, and wash hands thoroughly after handling. Keep the compound separated from strong bases and strong oxidising agents, and dispose of residues and contaminated materials in accordance with applicable laboratory chemical waste procedures. Always consult the manufacturer's safety data sheet before use.

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