Description
2,5-Dichloropyridine (CAS No. 16110-09-1) is a high-purity halogenated pyridine derivative with the molecular formula C5H3Cl2N. This heterocyclic organic compound is characterized by two chlorine atoms positioned at the 2- and 5-positions of the pyridine ring, offering versatile reactivity for nucleophilic substitution and cross-coupling reactions. It is supplied as a white to off-white crystalline solid with a molecular weight of 147.99 g/mol and a melting point of 62-65°C. Ideal for pharmaceutical, agrochemical, and material science research, this compound is rigorously tested for purity (typically ≥98% by GC) and is packaged under inert conditions to ensure stability. Suitable for use as a key intermediate in Suzuki-Miyaura couplings, Buchwald-Hartwig aminations, and other catalytic transformations.
Properties
- CAS Number: 16110-09-1
- Complexity: 76.8
- IUPAC Name: 2,5-dichloropyridine
- InChI: InChI=1S/C5H3Cl2N/c6-4-1-2-5(7)8-3-4/h1-3H
- InChI Key: GCTFDMFLLBCLPF-UHFFFAOYSA-N
- Exact Mass: 146.9642545
- Molecular Formula: C5H3Cl2N
- Molecular Weight: 147.99
- SMILES: C1=CC(=NC=C1Cl)Cl
- Topological: 12.9
- Monoisotopic Mass: 146.9642545
- Synonyms: 2,5-DICHLOROPYRIDINE, 16110-09-1, Pyridine, 2,5-dichloro-, CCRIS 1718, EINECS 240-278-2, NSC 528661, BRN 0108886, FZ623S5E22, NSC-528661, DTXSID7051765, DTXCID0030320, 240-278-2, 2,5-Dichloro-pyridine, MFCD00006239, 2,5-Dichloro Pyridine, NSC528661, 2,5-dichloropyridin, 2,5-dichioropyridine, 2.5-dichloropyridine, 2,5 Dichloropyridine, 2,5-dichloro-pyridin, 2,5 -dichloropyridine, 2-chloro-5-chloropyridine, WLN: T6NJ BG EG, SCHEMBL17800, 2,5-Dichloropyridine, 98%, SCHEMBL193034, SCHEMBL193503, SCHEMBL193743, UNII-FZ623S5E22, BCP22170, STR04178, SBB054354, AKOS000431451, AB00654, AC-7008, CS-W016342, FD05298, HY-W015626, PS-5116, DB-025131, D1607, NS00025254, EN300-21351, F0001-0578, InChI=1/C5H3Cl2N/c6-4-1-2-5(7)8-3-4/h1-3
Application
2,5-Dichloropyridine serves as a critical building block in the synthesis of active pharmaceutical ingredients (APIs) and agrochemicals. Its dichloro-substituted pyridine core is widely utilized in palladium-catalyzed cross-coupling reactions to construct complex heterocycles. Researchers employ this compound in the development of herbicides, fungicides, and antiviral agents due to its selective reactivity. It is also used in material science for designing ligands and functionalized polymers.
Safety and Hazards
GHS Hazard Statements
- H302 (34.9%): 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 (98.4%): 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 (34.9%)
- Skin Irrit. 2 (100%)
- Eye Irrit. 2 (100%)
- STOT SE 3 (98.4%)
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