Identification | More | [Name]
3,5,6-Trichloro-2-pyridinol | [CAS]
6515-38-4 | [Synonyms]
2,3,5-TRICHLORO-6-HYDROXYPYRIDINE 2-HYDROXY-3,5,6-TRICHLOROPYRIDINE 3,5,6-TRICHLORO-2-(1H)PYRIDINONE 3,5,6-TRICHLORO-2(1H)-PYRIDONE 3,5,6-TRICHLORO-2-HYDROXYPYRIDINE 3,5,6-TRICHLORO-2-PYRIDINOL 3,5,6-TRICHLORO-2-PYRIDINONE 3,5,6-TRICHLORO-2-PYRIDONE 3,5,6-TRICHLOROPYRIDIN-2-OL TCP TRICHLORO PYRIDINOL 2(1H)-Pyridinone, 3,5,6-trichloro- 2(1H)-Pyridone, 3,5,6-trichloro- 2(1H)-pyridone,3,5,6-trichloro- 2-Pyridinol, 3,5,6-trichloro- 2-pyridinol,3,5,6-trichloro- 3,5,6 Trichloro 2-pyridinal 3,5,6-trichloropyridine-2-ol Hydroxy-3,5,6-trichloropyridine Pyridinol,3,5,6-trichloro- | [EINECS(EC#)]
229-405-2 | [Molecular Formula]
C5H2Cl3NO | [MDL Number]
MFCD00130269 | [Molecular Weight]
198.43 | [MOL File]
6515-38-4.mol |
Safety Data | Back Directory | [Hazard Codes ]
Xn;N,N,Xn | [Risk Statements ]
R22:Harmful if swallowed. R41:Risk of serious damage to eyes. R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S39:Wear eye/face protection . S61:Avoid release to the environment. Refer to special instructions safety data sheet . | [RIDADR ]
UN 3077 | [WGK Germany ]
2 | [RTECS ]
UU7786700 | [HazardClass ]
9 | [PackingGroup ]
Ⅲ | [HS Code ]
2933399990 |
Hazard Information | Back Directory | [Hazard]
Moderately toxic by ingestion and skin contact. | [Chemical Properties]
powder | [Uses]
A metabolite of Chlorpyrifos (C425300). | [Definition]
ChEBI: A pyridone that is pyridin-2(1H)-one substituted by chloro groups at positions 3, 5 and 6. It is a metabolite of the agrochemical chlorpyrifos. | [Synthesis]
The general procedure for the synthesis of 3,5,6-trichloropyridin-2(1H)-one from 2,3,5,6-tetrachloropyridine: 2,3,5,6-tetrachloropyridine 43.4g (0.2 mol) and 240mL of deionized water were added into a three-necked flask, and the temperature was raised to 95℃ under stirring. Subsequently, 39.53 g (0.60 mol, 85% purity) of potassium hydroxide was slowly added and the pH of the reaction solution was adjusted to 9.5~10. Stirring was maintained at this temperature for 30 min, and the reaction was completed by filtration while hot to remove insoluble impurities. The filtrate was transferred to a 500 mL autoclave and 0.18 g of potassium hydroxide and benzyltrimethylammonium chloride were added as phase transfer catalyst. The autoclave was sealed, the reaction mixture was stirred and heated to 120 °C and kept at this temperature for 4.0 hours. At the end of the reaction, the reaction was cooled to 25 °C and the pH was adjusted to 4.0~4.5 with 15% hydrochloric acid solution. the reaction mixture was filtered and the resulting solid was washed with deionized water and dried to give 35.9 g of a white powdery product 3,5,6-trichloropyridin-2(1H)-one. The purity of the product was 99.08% by gas chromatography. | [References]
[1] Synthetic Communications, 2004, vol. 34, # 16, p. 2903 - 2909 [2] Patent: CN108395398, 2018, A. Location in patent: Paragraph 0008-0011 |
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