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

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Name

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

EINECS N/A
CAS No. 76041-71-9 Density 1.53 g/cm3
PSA 33.12000 LogP 2.45940
Solubility N/A Melting Point 159-161 °C(lit.)
Formula C6H3ClF3NO Boiling Point 234.6 °C at 760 mmHg
Molecular Weight 197.544 Flash Point 95.7 °C
Transport Information N/A Appearance N/A
Safety 26-36/37-45 Risk Codes 25-36/37/38
Molecular Structure Molecular Structure of 76041-71-9 (3-CHLORO-2-HYDROXY-5-(TRIFLUOROMETHYL)PYRIDINE) Hazard Symbols ToxicT,IrritantXi
Synonyms

3-Chloro-5-(trifluoromethyl)-2-pyridinol;3-Chloro-5-trifluoromethyl-2-pyridone;

Article Data 2

3-Chloro-2-hydroxy-5-(trifluoromethyl)pyridine Synthetic route

33252-63-0

2-hydroxy-5-(trifluoromethyl)pyridine

76041-71-9

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

Conditions
ConditionsYield
With N-chloro-succinimide In 1-methyl-pyrrolidin-2-one; N,N-dimethyl-formamide at 20℃; for 8h; Solvent;92%
69045-84-7

2,3-dichloro-5-trifluoromethylpyridine

76041-71-9

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

Conditions
ConditionsYield
With potassium hydroxide In tert-butyl alcohol for 1h; Heating;75.2%
69045-83-6

2,3-dichloro-5-(trichloromethyl)pyridine

76041-71-9

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

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 80.4 percent / antimony trifluoride / 0.17 h / Heating; Irradiation
2: 75.2 percent / potassium hydroxide / 2-methyl-propan-2-ol / 1 h / Heating
View Scheme
5006-66-6

6-hydroxy-3-pyridinecarboxylic acid

76041-71-9

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

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogen fluoride; sulfur tetrafluoride / 12 h / 100 °C / 1125.11 Torr / Autoclave
2: N-chloro-succinimide / N,N-dimethyl-formamide; 1-methyl-pyrrolidin-2-one / 8 h / 20 °C
View Scheme
105-39-5

chloroacetic acid ethyl ester

76041-71-9

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

ethyl 2-((3-chloro-5-(trifluoromethyl)pyridin-2-yl)oxy)acetate

Conditions
ConditionsYield
With potassium carbonate In acetonitrile Reflux;94%

tris(3-(diethoxymethyl)phenyl)bismuthine

76041-71-9

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

1613033-18-3

3-chloro-1-(3-(diethoxymethyl)phenyl)-5-(trifluoromethyl)-2(1H)-pyridinone

Conditions
ConditionsYield
With pyridine; copper diacetate In dichloromethane at 50℃; for 16h;89%
76041-71-9

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

98-59-9

p-toluenesulfonyl chloride

1174281-15-2

3-chloro-5-(trifluoromethyl)-2-pyridinyl tosylate

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at 20℃; for 1h;84%
50677-30-0

2-(chloromethyl)-5-(4-nitrophenyl)-1,3,4-oxadiazole

76041-71-9

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

2-(5-(trifluoromethyl)pyridiloxymethyl)-5-(4-nitrophenyl)-1,3,4-oxadiazole

Conditions
ConditionsYield
With tetrabutylammomium bromide; potassium carbonate In N,N-dimethyl-formamide at 90℃;78%
76041-71-9

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

350672-14-9

2-(chloromethyl)-5-(4-fluorophenyl)-1,3,4-oxadiazole

2-(5-(trifluoromethyl)pyridiloxymethyl)-5-(4-fluorophenyl)-1,3,4-oxadiazole

Conditions
ConditionsYield
With tetrabutylammomium bromide; potassium carbonate In N,N-dimethyl-formamide at 90℃;77%
76041-71-9

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

497182-11-3

5-(2,4-dichloro-5-fluorophenyl)-2-(chloromethyl)-1,3,4-oxadiazole

2-(5-(trifluoromethyl)pyridiloxymethyl)-5-(2,4-dichloro-5-fluorophenyl)-1,3,4-oxadiazole

Conditions
ConditionsYield
With tetrabutylammomium bromide; potassium carbonate In N,N-dimethyl-formamide at 90℃;75%

3-Chloro-2-hydroxy-5-(trifluoromethyl)pyridine Specification

The 3-Chloro-2-hydroxy-5-(trifluoromethyl)pyridine is an organic compound with the formula C6H3ClF3NO. The IUPAC name of this chemical is 3-chloro-5-(trifluoromethyl)pyridin-2(1H)-one. With the CAS registry number 76041-71-9, it is also named as 2(1H)-Pyridinone, 3-chloro-5-(trifluoromethyl)-. The product's categories are Pyridine Series; C6Heterocyclic Building Blocks; Halogenated Heterocycles; Heterocyclic Building Blocks; Pyridines.

Physical properties about 3-Chloro-2-hydroxy-5-(trifluoromethyl)pyridine are: (1)ACD/LogP: 0.14; (2)ACD/LogD (pH 5.5): 1.31; (3)ACD/LogD (pH 7.4): 0.11; (4)ACD/BCF (pH 5.5): 4.72; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 82.03; (7)ACD/KOC (pH 7.4): 5.18; (8)#H bond acceptors: 2; (9)#H bond donors: 1; (10)Polar Surface Area: 20.31 Å2; (11)Index of Refraction: 1.474; (12)Molar Refractivity: 36.1 cm3; (13)Molar Volume: 128.3 cm3; (14)Polarizability: 14.31×10-24cm3; (15)Surface Tension: 31.6 dyne/cm; (16)Density: 1.53 g/cm3; (17)Flash Point: 95.7 °C; (18)Enthalpy of Vaporization: 47.13 kJ/mol; (19)Boiling Point: 234.6 °C at 760 mmHg; (20)Vapour Pressure: 0.0525 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
It is toxic if swallowed. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides, this chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable protective clothing and gloves. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible)

You can still convert the following datas into molecular structure:
(1)SMILES: Cl\C1=C\C(=C/NC1=O)C(F)(F)F
(2)InChI: InChI=1/C6H3ClF3NO/c7-4-1-3(6(8,9)10)2-11-5(4)12/h1-2H,(H,11,12)
(3)InChIKey: AJPOOWWMZOPUCG-UHFFFAOYAV
(4)Std. InChI: InChI=1S/C6H3ClF3NO/c7-4-1-3(6(8,9)10)2-11-5(4)12/h1-2H,(H,11,12)
(5)Std. InChIKey: AJPOOWWMZOPUCG-UHFFFAOYSA-N

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