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

Name
3-CHLORO-2-HYDROXY-5-(TRIFLUOROMETHYL)PYRIDINE
EINECS
CAS No. 76041-71-9
Article Data2
CAS DataBase
Density 1.53 g/cm³
Solubility
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
Appearance
Safety 26-36/37-45
Risk Codes 25-36/37/38
Molecular Structure
Hazard Symbols T,Xi
Synonyms 3-Chloro-5-(trifluoromethyl)-2-pyridinol;3-Chloro-5-trifluoromethyl-2-pyridone;
PSA 33.12000
LogP 2.45940

Synthetic route

: 33252-63-0
2-hydroxy-5-(trifluoromethyl)pyridine

: 76041-71-9
3-chloro-2-hydroxy-5-(trifluoromethyl)pyridine

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

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

: 117428-51-0
methyl (E)-3-methoxy-2-(2-chloromethylphenyl)acrylate

: 76041-71-9
3-chloro-2-hydroxy-5-(trifluoromethyl)pyridine

: methyl (E)-2-(2-(((3-chloro-5-(trifluoromethyl)pyridin-2-yl)oxy)methyl)phenyl)-3-methoxyacrylate

Conditions

Conditions	Yield
Stage #1: 3-chloro-5-(trifluoromethyl)-2-hydroxypyridine With potassium carbonate In N,N-dimethyl-formamide for 0.5h; Stage #2: methyl (E)-3-methoxy-2-(2-chloromethylphenyl)acrylate In N,N-dimethyl-formamide at 80℃; for 3h;	74.8%

: 76041-71-9
3-chloro-2-hydroxy-5-(trifluoromethyl)pyridine

: 350672-18-3
2-chloromethyl-5-(4-ethyl-phenyl)-[1,3,4]oxadiazole

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

Conditions

Conditions	Yield
With tetrabutylammomium bromide; potassium carbonate In N,N-dimethyl-formamide at 90℃;	74%

: 895525-72-1
{[2-(trifluoromethyl)benzoyl]amino}methyl acetate

: 76041-71-9
3-chloro-2-hydroxy-5-(trifluoromethyl)pyridine

: N-({[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}methyl)-2-(trifluoromethyl)benzamide

Conditions

Conditions	Yield
With sodium hydroxide In tetrahydrofuran; water at 20℃; for 14h;	74%

: 76041-71-9
3-chloro-2-hydroxy-5-(trifluoromethyl)pyridine

: 133409-72-0
methyl (E)-2-[2-(bromomethyl)phenyl]-2-(methoxyimino)acetate

: methyl (E)-2-(2-(((3-chloro-5-(trifluoromethyl)pyridin-2-yl)oxy)methyl)phenyl)-2-(methoxyimino)acetate

Conditions

Conditions	Yield
Stage #1: 3-chloro-5-(trifluoromethyl)-2-hydroxypyridine With potassium carbonate In butanone for 0.5h; Stage #2: methyl (E)-2-[2-(bromomethyl)phenyl]-2-(methoxyimino)acetate In butanone at 80℃; for 5h;	73.5%

: 24023-71-0
2-(chloromethyl)-5-(4-methoxyphenyl)-1,3,4-oxadiazole

: 76041-71-9
3-chloro-2-hydroxy-5-(trifluoromethyl)pyridine

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

Conditions

Conditions	Yield
With tetrabutylammomium bromide; potassium carbonate In N,N-dimethyl-formamide at 90℃;	73%

: 76041-71-9
3-chloro-2-hydroxy-5-(trifluoromethyl)pyridine

: 33575-83-6
2-(chloromethyl)-5-phenyl-1,3,4-oxadiazole

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

Conditions

Conditions	Yield
With tetrabutylammomium bromide; potassium carbonate In N,N-dimethyl-formamide at 90℃;	71%

: 76041-71-9
3-chloro-2-hydroxy-5-(trifluoromethyl)pyridine

: 350672-17-2
2-chloromethyl-5-(2-fluoro-phenyl)-[1,3,4]oxadiazole

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

Conditions

Conditions	Yield
With tetrabutylammomium bromide; potassium carbonate In N,N-dimethyl-formamide at 90℃;	70%

: 24068-15-3
2-(chloromethyl)-5-(4-chlorophenyl)-1,3,4-oxadiazole

: 76041-71-9
3-chloro-2-hydroxy-5-(trifluoromethyl)pyridine

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

Conditions

Conditions	Yield
With tetrabutylammomium bromide; potassium carbonate In N,N-dimethyl-formamide at 90℃;	69%

: 76041-71-9
3-chloro-2-hydroxy-5-(trifluoromethyl)pyridine

: 75806-84-7
2-bromo-3-chloro-5-(trifluoromethyl)pyridine

Conditions

Conditions	Yield
With phosphorus(V) oxybromide at 150℃; for 6h; Temperature;	58%

: 1217539-63-3
8-chloro-2,2-dimethyl-4-[1,2,4]triazol-1-yloctan-3-one

: 76041-71-9
3-chloro-2-hydroxy-5-(trifluoromethyl)pyridine

: 1217539-65-5
8-(3-chloro-5-trifluoromethylpyridin-2-yloxy)-2,2-dimethyl-4-[1,2,4]triazol-1-yloctan-3-one

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 180℃; for 0.5h; microwave irradiation;	33%

: 76041-71-9
3-chloro-2-hydroxy-5-(trifluoromethyl)pyridine

: 3-methyl-1-{[methyl(phenyl)amino]carbonyl}-1H-imidazol-3-ium iodide

: 548766-54-7
methyl-phenyl-carbamic acid 3-chloro-5-trifluoromethyl-pyridin-2-yl ester

Conditions

Conditions	Yield
With triethylamine In acetonitrile	15%

: 271587-47-4
2-[2-(5-fluoro-2-methoxyphenyl)-2-methylpropyl]-2-(trifluoromethyl)oxirane

: 76041-71-9
3-chloro-2-hydroxy-5-(trifluoromethyl)pyridine

: 727375-79-3
3-chloro-1-[4-(5-fluoro-2-methoxyphenyl)-2-hydroxy-4-methyl-2-trifluoromethylpentyl]-5-trifluoromethyl-1H-pyridin-2-one

Conditions

Conditions	Yield
With sodium ethanolate In ethanol at 85℃;

: 76041-71-9
3-chloro-2-hydroxy-5-(trifluoromethyl)pyridine

: 590-17-0
cyanomethyl bromide

: N-cyanomethyl-3-chloro-5-(trifluoromethyl)-2-pyridinone

Conditions

Conditions	Yield
With potassium carbonate In water; dimethyl sulfoxide

: 918311-09-8
1-[3-chloro-5-(3,3-dichloroallyloxy)-2-methoxyphenyl]ethanone O-(2-hydroxyethyl)-oxime

: 76041-71-9
3-chloro-2-hydroxy-5-(trifluoromethyl)pyridine

: 918311-11-2
1-[3-chloro-5-(3,3-dichloroallyloxy)-2-methoxyphenyl]ethanone O-[2-(3-chloro-5-trifluoromethylpyridin-2-yloxy)ethyl]oxime

Conditions

Conditions	Yield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 20℃; Mitsunobu reaction;

: 76041-71-9
3-chloro-2-hydroxy-5-(trifluoromethyl)pyridine

: (RS,SR)-8-(3-chloro-5-trifluoromethylpyridin-2-yloxy)-2,2-dimethyl-4-[1,2,4]triazol-1-yloctan-3-ol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: potassium carbonate / potassium iodide / N,N-dimethyl-formamide / 0.5 h / 180 °C / microwave irradiation 2.1: titanium tetrachloride / dichloromethane / 0.5 h / -30 °C 2.2: 14 h / -30 - 20 °C View Scheme

: 76041-71-9
3-chloro-2-hydroxy-5-(trifluoromethyl)pyridine

: (RR,SS)-8-(3-chloro-5-trifluoromethylpyridin-2-yloxy)-2,2-dimethyl-4-[1,2,4]triazol-1-yloctan-3-ol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium carbonate / potassium iodide / N,N-dimethyl-formamide / 0.5 h / 180 °C / microwave irradiation 2: sodium tetrahydroborate; methanol / 14 h / 0 - 20 °C View Scheme

: 76041-71-9
3-chloro-2-hydroxy-5-(trifluoromethyl)pyridine

: 133409-72-0
methyl (E)-2-[2-(bromomethyl)phenyl]-2-(methoxyimino)acetate

: (E)-2-(2-(((3-chloro-5-(trifluoromethyl)pyridin-2-yl)oxy)methyl)phenyl)-2-(methoxyimino)-N-methylacetamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: potassium carbonate / butanone / 0.5 h 1.2: 5 h / 80 °C 2.1: methanol / 3 h / 20 °C View Scheme

: methyl (1s,4s)-4-hydroxy-2'-oxo-1',2'-dihydrospiro[cyclohexane-1,3'-indole]-5'-carboxylate

: 76041-71-9
3-chloro-2-hydroxy-5-(trifluoromethyl)pyridine

: (1r,4r)-4-((3-chloro-5-(trifluoromethyl)pyridin-2-yl)oxy)-2'-oxo-1',2'-dihydrospiro[cyclohexane-1,3'-indole]-5'-carboxylic acid

Conditions

Conditions	Yield
Stage #1: methyl (1s,4s)-4-hydroxy-2'-oxo-1',2'-dihydrospiro[cyclohexane-1,3'-indole]-5'-carboxylate; 3-chloro-5-(trifluoromethyl)-2-hydroxypyridine With di-isopropyl azodicarboxylate In toluene at 80℃; for 3h; Stage #2: With water; sodium hydroxide In tetrahydrofuran; methanol at 50℃; for 3h;	12.1 mg

: methyl (1r,4r)-4-hydroxy-2'-oxo-1',2'-dihydrospiro[cyclohexane-1,3'-pyrrolo[3,2-b]pyridine]-5'-carboxylate

: 76041-71-9
3-chloro-2-hydroxy-5-(trifluoromethyl)pyridine

: C20H17ClF3N3O4

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In toluene at 10 - 35℃; for 16h;

: 76041-71-9
3-chloro-2-hydroxy-5-(trifluoromethyl)pyridine

: 76471-06-2
3-chloro-4-((3-chloro-5-(trifluoromethyl)pyridin-2-yl)oxy)aniline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 100 °C 2: ammonium chloride; iron / ethanol; water / 6 h / Reflux View Scheme

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

Product Name

3-CHLORO-2-HYDROXY-5-(TRIFLUOROMETHYL)PYRIDINE

Synthetic route

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

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