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2-Hydroxy-3-trifluoromethylpyridine
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  • Name 2-Hydroxy-3-trifluoromethylpyridine
  • EINECS671-273-7
  • CAS No. 22245-83-6
  • Density1.398 g/cm3
  • PSA33.12000
  • LogP1.80600
  • SolubilityN/A
  • Melting Point150-153 ºC
  • FormulaC6H4F3NO
  • Boiling Point223.7 ºC at 760 mmHg
  • Molecular Weight163.099
  • Flash Point89.1 ºC
  • Transport InformationN/A
  • AppearanceN/A
  • Safety26-36/37/39
  • Risk Codes36/37/38-65-20/21/22-20/21
  • Molecular Structure
    Molecular Structure of 22245-83-6 (2-Hydroxy-3-trifluoromethylpyridine)
  • Hazard SymbolsIrritantXi,HarmfulXn
  • SynonymsIrritantXi,HarmfulXn
  • Article Data10

2-Hydroxy-3-trifluoromethylpyridine Synthetic route

65753-47-1

2-chloro-3-trifluoromethyl-pyridine

22245-83-6

3-(trifluoromethyl)pyridin-2-ol

Conditions
ConditionsYield
With potassium hydroxide In tert-butyl alcohol for 10h; Heating;73%
Stage #1: 2-chloro-3-trifluoromethyl-pyridine With potassium hydroxide In tert-butyl alcohol at 20 - 90℃;
Stage #2: With acetic acid In tert-butyl alcohol
Multi-step reaction with 3 steps
1: hydrogen fluoride / 48 h / 130 °C / 60006 Torr / Autoclave
2: ammonia / water / 10 h / 130 °C / 22502.3 Torr
3: sodium nitrite; hydrogenchloride / water / 3 h / 0 °C
View Scheme
142-08-5

2-hydroxypyridin

2314-97-8

iodotrifluoromethane

22245-83-6

3-(trifluoromethyl)pyridin-2-ol

Conditions
ConditionsYield
With ferrocene; dihydrogen peroxide; dimethyl sulfoxide In water at 40 - 50℃; for 0.333333h;50%
With ferrocene; dihydrogen peroxide In water; dimethyl sulfoxide68 %Spectr.
183610-70-0

2-amino-3-trifluoromethylpyridine

22245-83-6

3-(trifluoromethyl)pyridin-2-ol

Conditions
ConditionsYield
With hydrogenchloride; sodium nitrite In water at 0℃; for 3h; Temperature;
22245-83-6

3-(trifluoromethyl)pyridin-2-ol

3-(trifluoromethyl)piperidin-2-one

Conditions
ConditionsYield
With [Rh(cod)(CI)(CAACMe2)]; hydrogen In hexane at 40℃; for 24h; Molecular sieve; diastereoselective reaction;98%
22245-83-6

3-(trifluoromethyl)pyridin-2-ol

5-bromo-3-(trifluoromethyl)pyridine-2-ol

Conditions
ConditionsYield
With bromine In methanol at 20℃; for 22h;95%
With bromine In methanol; ethyl acetate
With N-Bromosuccinimide In tetrahydrofuran at 20℃; for 4h;
With N-Bromosuccinimide In tetrahydrofuran at 20℃;
With N-Bromosuccinimide In tetrahydrofuran at 20℃;
22245-83-6

3-(trifluoromethyl)pyridin-2-ol

99368-66-8

2-hydroxyl-5-nitro-3-(trifluoromethyl)pyridine

Conditions
ConditionsYield
With sulfuric acid; nitric acid at -10 - 40℃; for 6h;94%
With sulfuric acid; nitric acid at 60℃; for 21.5h; Temperature; Cooling with ice;78%
With sulfuric acid; nitric acid at 20℃; for 4h; Cooling with ice;74.5%
22245-83-6

3-(trifluoromethyl)pyridin-2-ol

silver 3-trifluoromethyl-2-pyridoxide

Conditions
ConditionsYield
With silver nitrate; sodium hydroxide In water for 0.5h; Inert atmosphere;93%
22245-83-6

3-(trifluoromethyl)pyridin-2-ol

887707-23-5

2-hydroxy-3-trifluoromethyl-5-(iodo)pyridine

Conditions
ConditionsYield
With N-iodo-succinimide; acetic acid In acetonitrile at 65℃; for 5h; Industrial scale;86%
With N-iodo-succinimide In N,N-dimethyl-formamide; acetonitrile at 80℃; for 2h;81%
With N-iodo-succinimide In N,N-dimethyl-formamide at 80℃; for 2h;80%
22245-83-6

3-(trifluoromethyl)pyridin-2-ol

781-03-3

isopentenyl tosylate

1-(3-methylbut-3-en-1-yl)-3-(trifluoromethyl)pyridin-2(1H)-one

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 70℃; for 12h; Inert atmosphere;85%
22245-83-6

3-(trifluoromethyl)pyridin-2-ol

1174132-90-1

methanesulfonic acid 5-chloro-4-(2,3,4,5-tetrahydro-pyran-2-yloxymethyl)-pyridin-3-ylmethyl ester

1174132-93-4

1-(5-chloro-4-hydroxymethyl-pyridin-3-ylmethyl)-3-trifluoromethyl-1H-pyridin-2-one trifluoroacetate

Conditions
ConditionsYield
With sodium hydride In parafine; N,N-dimethyl-formamide at 20℃; for 2h;70%

2-Hydroxy-3-trifluoromethylpyridine Chemical Properties


IUPAC Name: 3-(Trifluoromethyl)-1H-pyridin-2-one
Molecular Formula: C6H4F3NO
Molecular Weight: 163.10 g/mol
SMILES: FC(F)(F)C\1=C\C=C/NC/1=O
InChI: InChI=1/C6H4F3NO/c7-6(8,9)4-2-1-3-10-5(4)11/h1-3H,(H,10,11)
Product Categories: blocks; FluoroCompounds; Pyridines; Pyridine
Index of Refraction: 1.436 
Molar Refractivity: 30.52 cm3 
Molar Volume: 116.6 cm3 
Polarizability: 12.1×10-24 cm3 
Surface Tension: 28.4 dyne/cm 
Density: 1.398 g/cm3 
Flash Point: 89.1 °C 
Enthalpy of Vaporization: 46.02 kJ/mol 
Boiling Point: 223.7 °C at 760 mmHg 
Melting Point: 150-153 °C
Vapour Pressure of 2-Hydroxy-3-trifluoromethylpyridine (CAS NO.22245-83-6): 0.0947 mmHg at 25 °C

2-Hydroxy-3-trifluoromethylpyridine Production

The productions of  2-hydroxy-3-trifluoromethylpyridine include blocks,FluoroCompounds,Pyridines,Pyridine.

2-Hydroxy-3-trifluoromethylpyridine Safety Profile

Hazard Codes: IrritantXi,HarmfulXn
Risk Statements: 36/37/38-65-20/21/22-20/21
 R36/37/38:Irritating to eyes, respiratory system and skin. 
R65:Harmful: may cause lung damage if swallowed. 
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed. 
R20/21:Harmful by inhalation and in contact with skin.
Safety Statements: 26-36/37/39-36 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. 
S36:Wear suitable protective clothing.
Hazard Note: Irritant
HazardClass of 2-Hydroxy-3-trifluoromethylpyridine (CAS NO.22245-83-6): IRRITANT

2-Hydroxy-3-trifluoromethylpyridine Specification

  2-Hydroxy-3-trifluoromethylpyridine (CAS NO.22245-83-6), its Synonyms are 3-(Trifluoromethyl)pyridin-2-one ; 3-Trifluoromethyl-pyridin-2-ol ; 2-Hydroxy-3-(trifluoromethyl)pyridine 97% .

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