3,5,6-Trichloro-2-pyridinol
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3,5,6-Trichloro-2-pyridinol
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CAS No:
6515-38-4
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Formula:
C5H2Cl3NO
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Chemical Name:
3,5,6-Trichloro-2-pyridinol
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Synonyms:
2(1H)-Pyridinone,3,5,6-trichloro-;2(1H)-Pyridone,3,5,6-trichloro-;2-Pyridinol,3,5,6-trichloro-;3,5,6-Trichloro-2(1H)-pyridinone;2-Hydroxy-3,5,6-trichloropyridine;3,5,6-Trichloro-2-hydroxypyridine;3,5,6-Trichloro-2-pyridinol;3,5,6-Trichloropyridine-2-ol;2,3,5-Trichloro-6-hydroxypyridine;TCP;2-Hydroxyl-3,5,6-trichloropyridine;3,5,6-Trichloro-1H-pyridin-2-one
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CAS No:
Description
powder
WetSolid|Solid
3,5,6-trichloro-2-pyridinol is a hydroxypyridine that is pyridin-2-ol substituted by chloro groups at positions 3,5 and 6. It is a metabolite of the agrochemical chlorpyrifos. It has a role as a human urinary metabolite and a human xenobiotic metabolite. It is a chloropyridine and a hydroxypyridine. It is a tautomer of a 3,5,6-trichloropyridine-2-one.
3,5,6-Trichloro-2-pyridinol Basic Attributes
198.427
198.43
229-405-2
JS52YZJ84A
DTXSID7038317
2933399090
Characteristics
29.1
3.2
WetSolid
1.7±0.1 g/cm3
174-175 °C
254.8°C at 760 mmHg
150.4±26.5 °C
1.617
0.22g/L(temperature not stated)
130.45 Ų [M+H]+
Safety Information
UN 3077
2
R22;R41;R51/53
S26-S39-S61
UU7786700
Xn:Harmful;N:Dangerousfortheenvironment;
Stable. Incompatible with strong oxidizing agents.
P273-P280-P305 + P351 + P338
H302-H318-H411
|Danger|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P273, P280, P301+P312, P305+P351+P338, P310, P330, P391, and P501|Aggregated GHS information provided by 96 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Drug Information
Pesticides used to destroy unwanted vegetation, especially various types of weeds, grasses (POACEAE), and woody plants. Some plants develop HERBICIDE RESISTANCE. (See all compounds classified as Herbicides.)
3,5,6-Trichloro-2-pyridinol is a known human metabolite of Chlorpyrifos and Chlorpyrifos-oxon.
3,5,6-trichloro-2-pyridinol
3,5,6-Trichloro-2-pyridinol Use and Manufacturing
2, 3, 5, 6-tetrachloropyridine 43.4 g (0.2 mol) and 240 mL of water were placed in a three-necked flask, and the temperature was raised to 95 ° C with stirring, and 39.53 g (0.60 mol) of potassium hydroxide having a purity of 85percent was weighed. and wherein the use of a small part of the solution is adjusted to PH 9.5~10, stirring was continued for 30 min, then filtered while hot to remove insoluble impurities. The filtrate was placed in a 500 mL autoclave, and 0.18 g of the remaining potassium hydroxide and benzyltrimethylammonium chloride were added, and the mixture was stirred and heated to 120 ° C for 4.0 h. After the reaction was completed, the temperature was lowered to 25 ° C. Adding 15percent hydrochloric acid to adjust the pH to 4.5 to 4.0, filtering, washing with water and drying to obtain 35.9 g of a white powder product. The purity of 3, 5, 6-trichloropyridinol in the product was 99.08percent by gas chromatographyChlorpyrifos (3.18 g, 30 mmol) was added to absolute ethanol (150 mL) and KOH (7.2 g) was added. The mixture was refluxed for 1 hour, cooled, and the ethanol was concentrated. Water (150 mL) was added and after adjusting to pH 3 with 2N HCl, the precipitated solid was stirred for 1 hour and the solid was filtered. The filtered solid was washed with water (100 mL) and dried in vacuo to give 3, 5, 6-trichloro-2-pyridinol (1.4 g) as a pale brown solid.
A metabolite of Chlorpyrifos (C425300).
Intermediates
Pesticide, fertilizer, and other agricultural chemical manufacturing
Transformation products|Environmental transformation -> Pesticide transformation products (metabolite, successor)
3,5,6-trichloro-2-pyridinol is a known environmental transformation product of chlorpyrifos.|3,5,6-trichloro-2-pyridinol is a known environmental transformation product of Chlorpyrifos and Chlorpyrifos-methyl.