2-Hydroxy-5-trifluoromethylpyridine
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2-Hydroxy-5-trifluoromethylpyridine
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CAS No:
33252-63-0
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Formula:
C6H4F3NO
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Chemical Name:
2-Hydroxy-5-trifluoromethylpyridine
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Synonyms:
Hydroxy-5-(trifluoroMethyl)pyr;2-Hydroxy-5-(t;5-(Trifluoromethyl)pyridin-2-ylol;BUTTPARK 24\01-67;5-TRIFLUOROMETHYL-2-(1H)-PYRIDINONE;5-(TRIFLUOROMETHYL)-2(1H)-PYRIDONE;5-(TRIFLUOROMETHYL)-2-PYRIDINOL;2-HYDROXY-5-(TRIFLUOROMETHYL)PYRIDINE
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CAS No:
2-Hydroxy-5-trifluoromethylpyridine Basic Attributes
163.1
163.024506
1592732-453-0
1CCP81H07B
DTXSID8044387
2933399090
Characteristics
29.1
0.6
White to beige Crystalline Powder
1.4±0.1 g/cm3
145-149 °C(lit.)
286.8°C at 760 mmHg
127.3±25.9 °C
1.457
Safety Information
IRRITANT
NONH for all modes of transport
3
36/37/38-65-20/21/22-20/21
26-36
Xi,Xn
Irritant
P261-P305 + P351 + P338
H315-H319-H335
|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 204 companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
2-Hydroxy-5-trifluoromethylpyridine Use and Manufacturing
0.13 mol of 6-hydroxynicotinic acid (18.2 g), 2.6 ml of anhydrous hydrofluoric acid (concentration of 95 wtpercent or more) (0.13 mol) and 42.1 g (0.39 mol) of sulfur tetrafluoride were charged into a stainless steel pressure canister And heated to 100 ° C and reacted at 0.15 MPa for 12 hours. The gaseous product was treated with an exhaust gas absorbing device. The remaining product was transferred to a polytetrafluoroethylene container and heated to 40 ° C to remove traces of hydrogen fluoride.The resulting product was added to 150 ml of water, adjusted to pH 6.8-7.2 with saturated sodium carbonate solution, extracted with chloroform, dried, filtered and dried to give 15.3 g (0.094 mol) of 2-hydroxy- 5-trifluoromethylpyridine, , Yield 72percent.N-Boc-4-piperidinemethanol (CAS: 123855-51-6; 46.0 g, 214 mmol), triphenylphosphine (92.0 g, 351 mmol) and DIAD (CAS: 1972-28-7; 61.0 g, 350 mmol) were dissolved in THF (1.0 L). The mixture was cooled to 0 C and 2-hydroxy-5- (trifluoromethyl)pyridine (CAS: 33252-63-0; 35.0 g, 215 mmol) was added. The reaction mixture was stirred at room temperature for 4 h and evaporated in vacuo. The crude product was purified by flash column chromatography (silica, petroleum ether/EtOAc, gradient from 50: 1 to 5: 1) to afford intermediate 70 (42 g, 55%).Example 42E (50 mg, 0.119 mmol) was azeotroped with toluene before combining with tributylphosphine (0.035 mL, 0.143 mmol), and N-[2-(Bromomethyl)-3-fluoro-allyl]carbamic acid tert-butyl ester 1a (0.50 g, 1.9 mmol) was dissolved in N, N-dimethylformamide (5 mL).Potassium carbonate (0.31 g, 2.2 mmol) and 5-trifluoromethylpyridin-2-ol 11a (0.33 g, 2.0 mmol) were added, and the obtained mixture was reacted at room temperature for 24 hours, then quenched with water (5 mL).Extracted with ethyl acetate (20 mL) and EtOAc (EtOAc)The residue was dried over anhydrous sodium sulfate (MgSO4).The title compound 11b (0.31 g, yield 48%) and 11c (0.14 g, yield 22%) were obtained as white solid.
Environmental transformation -> Pesticide transformation products (metabolite, successor)
2-Hydroxy-5-(trifluoromethyl)pyridine is a known environmental transformation product of Fluazifop-P-butyl.
Computed Properties
Molecular Weight:163.10
XLogP3:0.6
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Exact Mass:163.02449824
Monoisotopic Mass:163.02449824
Topological Polar Surface Area:29.1
Heavy Atom Count:11
Complexity:239
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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2-Hydroxy-5-trifluoromethylpyridine
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