Identification | Back Directory | [Name]
2 6-DICHLORO-4-NITROPYRIDINE 97 | [CAS]
25194-01-8 | [Synonyms]
benzylsulfonylmethylbenzene 2,6-Dichloro-4-nitropyridine Pyridine,2,6-dichloro-4-nitro- 2,6-Dichloro-4-nitropyridine 97% 2 6-DICHLORO-4-NITROPYRIDINE 97 phenylmethylsulfonylmethylbenzene 2 6-DICHLORO-4-NITROPYRIDINE 97 ISO 9001:2015 REACH | [Molecular Formula]
C5H2Cl2N2O2 | [MDL Number]
MFCD05670545 | [MOL File]
25194-01-8.mol | [Molecular Weight]
192.99 |
Chemical Properties | Back Directory | [Melting point ]
94-98 °C
| [Boiling point ]
282.9±35.0 °C(Predicted) | [density ]
1.629±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [form ]
Gold to faint brown/tan, tiny crystalline flakes | [pka]
-5.10±0.10(Predicted) | [Appearance]
Off-white to light yellow Solid | [InChI]
InChI=1S/C5H2Cl2N2O2/c6-4-1-3(9(10)11)2-5(7)8-4/h1-2H | [InChIKey]
BZYQSSVTQJTUDD-UHFFFAOYSA-N | [SMILES]
C1(Cl)=NC(Cl)=CC([N+]([O-])=O)=C1 |
Hazard Information | Back Directory | [Uses]
2,6-Dichloro-4-nitropyridine (cas# 25194-01-8) is a compound useful in organic synthesis. | [Synthesis Reference(s)]
Synthetic Communications, 18, p. 659, 1988 DOI: 10.1080/00397918808077351 | [Synthesis]
The general procedure for the synthesis of 2,6-dichloro-4-nitropyridine from 2,6-dichloropyridine-N-oxide was as follows: 2,6-dichloropyridine-N-oxide (12.8 g, 78 mmol) was added to a mixed solution consisting of 95% concentrated nitric acid (21 mL) and 98% concentrated sulfuric acid (50 mL). The reaction was stirred at 148 °C for 1 h. The temperature was subsequently raised to 156 °C until no more nitrogen dioxide gas was released. After completion of the reaction, the reaction solution was cooled to room temperature and slowly poured into 150 g of ice water. The pH of the mixture was adjusted to 6 with ammonia, at which point a solid product precipitated. The solid was collected by filtration and the resulting crude product was recrystallized with petroleum ether to give 10 g of yellow solid product in 66.4% yield. | [References]
[1] Patent: US2012/289497, 2012, A1. Location in patent: Page/Page column 51-52 [2] Patent: EP2524917, 2012, A1. Location in patent: Page/Page column 58-59 [3] Organic Letters, 2004, vol. 6, # 5, p. 659 - 662 [4] Nucleosides, Nucleotides and Nucleic Acids, 2003, vol. 22, # 12, p. 2133 - 2144 |
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