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21427-62-3

21427-62-3 Structure

21427-62-3 Structure
IdentificationMore
[Name]

2,5-Dichloro-3-nitropyridine
[CAS]

21427-62-3
[Synonyms]

2,5-DICHLORO-3-NITROPYRIDINE
2,5-Dichloro-3-nitropyridine ,97%
[Molecular Formula]

C5H2Cl2N2O2
[MDL Number]

MFCD06658963
[Molecular Weight]

192.99
[MOL File]

21427-62-3.mol
Chemical PropertiesBack Directory
[Appearance]

Light yellow crystalline powder
[Melting point ]

41-45 °C
[Boiling point ]

265.3±35.0 °C(Predicted)
[density ]

1.629±0.06 g/cm3(Predicted)
[Fp ]

>110°(230°F)
[storage temp. ]

Keep in dark place,Sealed in dry,Room Temperature
[solubility ]

soluble in Methanol
[form ]

Crystalline Powder and/or Chunks
[pka]

-4.99±0.10(Predicted)
[color ]

Light beige-green to orange
[Detection Methods]

HPLC
[InChI]

1S/C5H2Cl2N2O2/c6-3-1-4(9(10)11)5(7)8-2-3/h1-2H
[InChIKey]

OBUGJYJQJWMOQO-UHFFFAOYSA-N
[SMILES]

[O-][N+](=O)c1cc(Cl)cnc1Cl
[CAS DataBase Reference]

21427-62-3(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xn,Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
R22:Harmful if swallowed.
R43:May cause sensitization by skin contact.
[Safety Statements ]

S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
[RIDADR ]

2811
[WGK Germany ]

1
[Hazard Note ]

Harmful
[HazardClass ]

6.1
[PackingGroup ]

[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
Raw materials And Preparation ProductsBack Directory
[Raw materials]

N,N-Dimethylformamide-->Thionyl chloride-->Toluene-->Nitric acid-->2-Amino-5-chloropyridine-->2-Amino-5-chloro-3-nitropyridine-->Sodium nitrite-->Hydrochloric acid
[Preparation Products]

3-Amino-5-chloropicoline-->GSK 2830371-->2-Thiophenecarboxylic acid, 5-[[(5-chloro-2-Methyl-3-pyridinyl)aMino]Methyl]-
Hazard InformationBack Directory
[Chemical Properties]

Light yellow crystalline powder
[Uses]

2,5-Dichloro-3-Nitropyridine has useful herbicidal properties. Furthermore, it is useful as a chemical intermediate for dyes, pharmaceutical and other agricultural applications.
[Synthesis]

2-Amino-5-chloro-3-nitropyridine

5409-39-2

2,5-Dichloro-3-nitropyridine

21427-62-3

(Step 1) 5-Chloro-3-nitropyridin-2-amine (10.0 g, 57.6 mmol) was dissolved in concentrated hydrochloric acid (100 mL), cooled to -10 °C and stirred continuously. An aqueous solution of sodium nitrite (9.94 g, 144 mmol) was slowly added dropwise (20 mL) over 30 min. After the dropwise addition, the reaction mixture was kept at 0 °C with continued stirring for 1 hour. Subsequently, the pH of the reaction solution was adjusted to 9 with 1N aqueous sodium hydroxide solution and then extracted with ethyl acetate. Insoluble impurities were removed by filtration and the organic layer was washed with saturated brine and dried with anhydrous magnesium sulfate. After filtration, the solvent was removed by distillation under reduced pressure to afford the target product 2,5-dichloro-3-nitropyridine (6.50 g, yield: 58.5%) as a solid.1H-NMR (CDCl3) δ: 8.60 (1H, d, J = 2.9 Hz), 8.24 (1H, d, J = 2.6 Hz).

[References]

[1] Patent: WO2007/67875, 2007, A2. Location in patent: Page/Page column 15
[2] Patent: JP2016/56134, 2016, A. Location in patent: Paragraph 0165; 0166; 0167
[3] Patent: JP2016/56133, 2016, A. Location in patent: Paragraph 0158; 0159
[4] Patent: EP3109239, 2016, A1. Location in patent: Paragraph 0189
[5] Journal of the Chemical Society, 1952, p. 2042,2044
Spectrum DetailBack Directory
[Spectrum Detail]

2,5-Dichloro-3-nitropyridine(21427-62-3)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

2,5-Dichloro-3-nitropyridine, 97%(21427-62-3)
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