| Identification | More | [Name]
2-Chloro-3-methyl-5-nitropyridine | [CAS]
22280-56-4 | [Synonyms]
2-CHLORO-3-METHYL-5-NITROPYRIDINE
2-CHLORO-5-NITRO-3-METHYLPYRIDINE
2-CHLORO-5-NITRO-3-PICOLINE
BUTTPARK 95\50-52
TIMTEC-BB SBB003831
2-CHLORO-5-NITRO-3-PICOLINE (2-CHLORO-3-METHYL-5-NITROPYRIDINE)
2-Chloro-3-methyl-5-nitropyridine ,98% | [EINECS(EC#)]
244-889-5 | [Molecular Formula]
C6H5ClN2O2 | [MDL Number]
MFCD00173686 | [Molecular Weight]
172.57 | [MOL File]
22280-56-4.mol |
| Chemical Properties | Back Directory | [Appearance]
Light beige to cream colored crystalline powder | [Melting point ]
45-50 °C | [Boiling point ]
145 °C / 18mmHg | [density ]
1.5610 (rough estimate) | [refractive index ]
1.5500 (estimate) | [Fp ]
>110°C | [storage temp. ]
2-8°C | [solubility ]
soluble in Methanol | [form ]
Crystalline Powder | [pka]
-3.61±0.10(Predicted) | [color ]
Light beige to cream | [Sensitive ]
Hygroscopic | [Detection Methods]
GC | [InChI]
InChI=1S/C6H5ClN2O2/c1-4-2-5(9(10)11)3-8-6(4)7/h2-3H,1H3 | [InChIKey]
OSIOIGXJUZTWRI-UHFFFAOYSA-N | [SMILES]
C1(Cl)=NC=C([N+]([O-])=O)C=C1C | [CAS DataBase Reference]
22280-56-4(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
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 . | [RIDADR ]
UN 2811 6.1 / PGIII | [WGK Germany ]
3 | [HazardClass ]
IRRITANT | [HS Code ]
29333990 | [Storage Class]
6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | [Hazard Classifications]
Acute Tox. 3 Oral
Eye Dam. 1
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
Light beige to cream colored crystalline powder | [Uses]
2-Chloro-3-methyl-5-nitropyridine is a nitropyridine compound, mainly used as an organic synthetic raw material or pharmaceutical intermediate. | [Synthesis]
Synthesis of compound 20: Compound 19 (3-methyl-5-nitropyridin-2(1H)-one, 16.60 g, 0.1 mol) was added to 80 mL of phosphoryl chloride (POCl3), heated to reflux and maintained for 8 hours. Upon completion of the reaction, excess phosphorus trichloride was removed by distillation. The reaction mixture was slowly poured into 300 g of crushed ice and a dark brown precipitate precipitated. The precipitate was collected by filtration to give 16.18 g of the target product 2-chloro-3-methyl-5-nitropyridine in 87.1% yield. The melting point of the product was 44.5-45.8 °C (literature value: 47-48 °C) [J.O.C., 1949, 14, 328-332]. | [References]
[1] Journal of Medicinal Chemistry, 2009, vol. 52, # 23, p. 7653 - 7668
[2] Patent: EP2366691, 2011, A1. Location in patent: Page/Page column 10
[3] Journal of Organic Chemistry, 1949, vol. 14, p. 328,331
[4] Patent: US2010/29684, 2010, A1. Location in patent: Page/Page column 14
[5] Bioorganic and Medicinal Chemistry, 2015, vol. 23, # 5, p. 985 - 995 |
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