Description
2-Amino-5-nitrobenzoic acid (CAS No. 616-79-5) is a high-purity nitro-substituted aromatic compound with the molecular formula C7H6N2O4. This yellow crystalline powder is a derivative of anthranilic acid, featuring both an amino (-NH2) and nitro (-NO2) functional group on the benzene ring, making it a versatile intermediate for organic synthesis. With a molecular weight of 182.14 g/mol, it exhibits excellent solubility in polar organic solvents like DMSO and ethanol while being sparingly soluble in water. Our product is rigorously tested via HPLC (>98% purity) and meets stringent quality standards for research applications. Ideal for pharmaceutical development, dye synthesis, and coordination chemistry, this compound is supplied in amber glass vials with moisture-resistant packaging to ensure stability. Store at 2-8°C in a dry environment.
Properties
- CAS Number: 616-79-5
- Complexity: 225
- IUPAC Name: 2-amino-5-nitro-benzoic acid
- InChI: InChI=1S/C7H6N2O4/c8-6-2-1-4(9(12)13)3-5(6)7(10)11/h1-3H,8H2,(H,10,11)
- InChI Key: RUCHWTKMOWXHLU-UHFFFAOYSA-N
- Exact Mass: 182.03275668
- Molecular Formula: C7H6N2O4
- Molecular Weight: 182.13
- SMILES: C1=CC(=C(C=C1[N+](=O)[O-])C(=O)O)N
- Topological: 109
- Monoisotopic Mass: 182.03275668
- Synonyms: 2-AMINO-5-NITROBENZOIC ACID, 616-79-5, 5-Nitroanthranilic acid, Benzoic acid, 2-amino-5-nitro-, Anthranilic acid, 5-nitro-, 1-amino-2-carboxy-4-nitrobenzene, CHEBI:61280, 5-Nitroantranilic acid, EINECS 210-493-6, NSC 16208, NSC 63867, DTXSID8060668, DTXCID2043086, Anthranilic acid, 5-nitro-(8CI), 210-493-6, inchi=1/c7h6n2o4/c8-6-2-1-4(9(12)13)3-5(6)7(10)11/h1-3h,8h2,(h,10,11, ruchwtkmowxhlu-uhfffaoysa-n, 2-Amino-5-nitro-benzoic acid, 5NAA, MFCD00017039, 2-Amino-5-nitrobenzoicacid, 5-nitro-anthranilic acid, Cambridge id 5161184, NCIOpen2_000213, CHEMBL39476, SCHEMBL377824, 2-azanyl-5-nitro-benzoic acid, SCHEMBL8177530, BCP19327, HY-Y1681, NSC16208, NSC63867, STR03468, 2-Amino-5-nitrobenzoic acid, 95%, BBL000333, NSC-16208, NSC-63867, SBB006718, STK267557, AKOS000120536, AKOS040744422, AC-7405, CS-W020043, FA38393, NCGC00336357-01, BP-20119, SY006070, DB-024171, N0644, NS00034763, ST45026804, EN300-17935, C19788, AB01330342-02, AG-205/04762061, Q27130976, Z57124408, F0211-0001, 6R6
Application
2-Amino-5-nitrobenzoic acid serves as a key precursor in the synthesis of azo dyes and heterocyclic compounds due to its reactive amino and nitro groups. In pharmaceutical research, it is utilized as an intermediate for developing antimicrobial and anti-inflammatory agents. The compound also finds application in metal-organic frameworks (MOFs) as a functional linker. Its electron-withdrawing nitro group makes it valuable in studying charge-transfer complexes and nonlinear optical materials.
Safety and Hazards
GHS Hazard Statements
- H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
- H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
- H335 (97.9%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
Precautionary 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, and P501
Hazard Classes and Categories
- Skin Irrit. 2 (100%)
- Eye Irrit. 2 (100%)
- STOT SE 3 (97.9%)
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