Description
2,5-Dichloro-3-nitropyridine (CAS No. 21427-62-3) is a high-purity nitro-substituted pyridine derivative widely utilized in pharmaceutical and agrochemical research. With the molecular formula C5H2Cl2N2O2, this compound serves as a versatile building block in organic synthesis, particularly in the development of heterocyclic compounds and active pharmaceutical ingredients (APIs). Its dichloro and nitro functional groups enable selective reactivity for nucleophilic aromatic substitution (SNAr) and reduction reactions. Offered at ≥97% purity, it is ideal for precision applications in medicinal chemistry, material science, and cross-coupling reactions. Packaged under inert conditions to ensure stability and longevity.
Properties
- CAS Number: 21427-62-3
- Complexity: 161
- IUPAC Name: 2,5-dichloro-3-nitro-pyridine
- InChI: InChI=1S/C5H2Cl2N2O2/c6-3-1-4(9(10)11)5(7)8-2-3/h1-2H
- InChI Key: OBUGJYJQJWMOQO-UHFFFAOYSA-N
- Exact Mass: 191.9493327
- Molecular Formula: C5H2Cl2N2O2
- Molecular Weight: 192.98
- SMILES: C1=C(C=NC(=C1[N+](=O)[O-])Cl)Cl
- Topological: 58.7
- Monoisotopic Mass: 191.9493327
- Synonyms: 2,5-Dichloro-3-nitropyridine, 21427-62-3, DTXSID70429047, DTXCID20379881, 606-762-6, 2,5-dichloro-3-nitro-pyridine, MFCD06658963, PYRIDINE, 2,5-DICHLORO-3-NITRO-, 2.5-Dichloro-3-nitropyridine, SCHEMBL113455, 3-Nitro-2,5-dichloropyridine, OBUGJYJQJWMOQO-UHFFFAOYSA-N, BCP22209, CS-D1500, BBL100292, SBB063554, STL553862, 2,5-Dichloro-3-nitropyridine, 97%, AKOS002112621, DS-0254, PB15850, PS-4124, AC-24919, SY015627, DB-023821, A4619, D4267, EN300-102628
2,5-Dichloro-3-nitropyridine is employed as a key intermediate in synthesizing bioactive molecules, including antiviral and antibacterial agents. Its nitro group facilitates reduction to amines for further functionalization, while the chlorine atoms allow for palladium-catalyzed cross-coupling. Researchers use it in scaffold diversification for drug discovery. Suitable for Suzuki-Miyaura and Buchwald-Hartwig reactions.
Safety and Hazards
GHS Hazard Statements
- H301 (90.9%): Toxic if swallowed [Danger Acute toxicity, oral]
- H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
- H318 (90.9%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
- H335 (97.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
Precautionary Statements
- P261, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P330, P332+P317, P362+P364, P403+P233, P405, and P501
Hazard Classes and Categories
- Acute Tox. 3 (90.9%)
- Skin Irrit. 2 (100%)
- Eye Dam. 1 (90.9%)
- STOT SE 3 (97.7%)
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