Description
Methyl 2-hydroxy-3-nitrobenzoate (CAS No. 22621-41-6) is a high-purity nitroaromatic ester compound with the molecular formula C8H7NO5. This fine chemical is widely utilized in organic synthesis, pharmaceutical research, and material science due to its reactive hydroxyl and nitro functional groups. The compound is supplied as a crystalline solid with guaranteed ≥98% purity (HPLC), ensuring consistency for sensitive applications. Each batch undergoes rigorous QC testing including 1H NMR, FTIR, and mass spectrometry verification. Proper storage at 2-8°C in amber glass vials under inert atmosphere maintains stability. Available in research quantities from 100mg to 10kg with customizable packaging options including argon-sparged ampoules for oxygen-sensitive work.
Properties
- CAS Number: 22621-41-6
- Complexity: 236
- IUPAC Name: methyl 2-hydroxy-3-nitro-benzoate
- InChI: InChI=1S/C8H7NO5/c1-14-8(11)5-3-2-4-6(7(5)10)9(12)13/h2-4,10H,1H3
- InChI Key: NIBVYEHAFBEVFI-UHFFFAOYSA-N
- Exact Mass: 197.03242232
- Molecular Formula: C8H7NO5
- Molecular Weight: 197.14
- SMILES: COC(=O)C1=C(C(=CC=C1)[N+](=O)[O-])O
- Topological: 92.4
- Monoisotopic Mass: 197.03242232
- Synonyms: Methyl 2-hydroxy-3-nitrobenzoate, Benzoic acid, 2-hydroxy-3-nitro-, methyl ester, DTXSID50344441, DTXCID60295516, 681-822-2, 923-922-3, 22621-41-6, Methyl 3-nitrosalicylate, 2-hydroxy-3-nitrobenzoic acid methyl ester, MFCD00272263, 3-Nitrosalicylic acid methyl ester, Methyl 2-hydroxy-3-nitro-benzoate, Salicylic acid, 3-nitro-, methyl ester, 2-(Methoxycarbonyl)-6-nitrophenol; 2-Hydroxy-3-nitrobenzoic Acid Methyl Ester; 3-Nitrosalicylic Acid Methyl Ester; Methyl 2-Hydroxy-3-nitrobenzoate; Methyl 3-Nitrosalicylate, Methyl-3-nitrosalicylat, methyl-m-nitrosalicylate, 2-hydroxy-3-nitro-benzoic acid methyl ester, 2-Hydroxy-3-nitro-benzoic acid, methyl ester, SCHEMBL391265, 3-Nitro-salicylsauremethylester, SCHEMBL6195695, Methyl 2-hydroxy-3-nitrobenzoate #, AC2395, BBL102172, SBB053774, STL555971, AKOS016003813, CS-W010571, SY005031, M2864, ST50407487, EN300-192491, Z1255383410
Application
This compound serves as a key intermediate in the synthesis of non-steroidal anti-inflammatory drugs (NSAIDs) and other pharmacologically active molecules. Researchers employ it as a building block for complex heterocyclic systems in medicinal chemistry programs. The orthogonal reactivity of its phenolic hydroxyl and nitro groups makes it particularly valuable for sequential functionalization studies in organic methodology development.
Safety and Hazards
GHS Hazard Statements
- H302 (20%): Harmful if swallowed [Warning Acute toxicity, oral]
- H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
- H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
- H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
Precautionary Statements
- P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501
Hazard Classes and Categories
- Acute Tox. 4 (20%)
- Skin Irrit. 2 (100%)
- Eye Irrit. 2A (100%)
- STOT SE 3 (100%)
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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.


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