| Identification | More | [Name]
2-Chloro-3-nitropyridine | [CAS]
5470-18-8 | [Synonyms]
2-CHLORO-3-NITROPYRIDINE
AURORA KA-2997
2-chloro-3-nitro-pyridin
3-Nitro-2-chloropyridine
Pyridine, 2-chloro-3-nitro-
4-CHLORO-3-SULFONAMIDOPYRIDINE
2-Chrolo-3-nitropyridine
2-Chloro-3-nitropyridine, 99+%
2-CHLORO-3-NITROPYRIDINE 2-CHLORO-3-NITROPYRIDINE
2-Chloro-3-nitropyridine ,98% | [EINECS(EC#)]
226-799-8 | [Molecular Formula]
C5H3ClN2O2 | [MDL Number]
MFCD00006232 | [Molecular Weight]
158.54 | [MOL File]
5470-18-8.mol |
| Chemical Properties | Back Directory | [Appearance]
yellow crystalline powder | [Melting point ]
100-103 °C (lit.) | [Boiling point ]
260.3±20.0 °C(Predicted) | [density ]
1.6616 (rough estimate) | [refractive index ]
1.454-1.456 | [Fp ]
185°C | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [Water Solubility ]
Insoluble in water | [form ]
Crystalline Powder | [pka]
-2.60±0.10(Predicted) | [color ]
Yellow | [Detection Methods]
HPLC,NMR | [BRN ]
124482 | [InChI]
InChI=1S/C5H3ClN2O2/c6-5-4(8(9)10)2-1-3-7-5/h1-3H | [InChIKey]
UUOLETYDNTVQDY-UHFFFAOYSA-N | [SMILES]
C1(Cl)=NC=CC=C1[N+]([O-])=O | [CAS DataBase Reference]
5470-18-8(CAS DataBase Reference) | [NIST Chemistry Reference]
2-Chloro-3-nitropyridine(5470-18-8) | [EPA Substance Registry System]
5470-18-8(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R20/22:Harmful by inhalation and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin .
R22:Harmful if swallowed. | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [RIDADR ]
UN 2811 | [WGK Germany ]
3
| [TSCA ]
T | [HazardClass ]
IRRITANT | [PackingGroup ]
Ⅲ | [HS Code ]
29333999 |
| Hazard Information | Back Directory | [Chemical Properties]
yellow crystalline powder | [Uses]
2-Chloro-3-nitropyridine is often used as a pharmaceutical intermediate.
| [Reactions]
2-Chloro-3-nitropyridine is a nucleophilic compound that reacts with amines to form substituted amines.
| [Synthesis]
General procedure for the synthesis of 2-chloro-3-nitropyridine from 3-nitropyridine-2-carboxylic acid: accurately weigh 3-nitropyridine-2-carboxylic acid (50.4 mg, 0.3 mmol), sodium carbonate (64.0 mg, 0.6 mmol), sodium chloride (17.6 mg, 0.3 mmol) and tert-butyl hypochlorite (32 μL, 0.3 mmol) in a 25 mL Schlenk reaction flask. Subsequently, dichloromethane (3 mL) was added as a solvent and the reaction mixture was placed in an oil bath at 25 °C for 20 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure. The crude product was purified by silica gel column chromatography using petroleum ether/ethyl acetate as eluent to give 2-chloro-3-nitropyridine in 58% yield. | [Purification Methods]
It forms needles from H2O. Purify it by continuous sublimation over a period of 2 weeks at 50-60o/0.1mm [Barlin J Chem Soc 2150 1964]. The N-oxide has m 100o(from CH2Cl2/Et2O). [Taylor & Driscoll J Org Chem 25 1716 1960, Ochiai & Kaneko Chem Pharm Bull Jpn 8 28 1960, Beilstein 20/5 V 451.] | [References]
[1] Patent: CN108586334, 2018, A. Location in patent: Paragraph 0060-0062 |
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