3,5,6-trichloropyridin-2 ol
Conditions | Yield |
---|---|
With sodium hydroxide In 1,2-dichloro-ethane at 25℃; for 20h; | 100% |
3,5,6-trichloropyridin-2 ol
Conditions | Yield |
---|---|
With hydrogenchloride In water at 60 - 70℃; for 0.166667h; pH=2 - 3; | 97.75% |
Conditions | Yield |
---|---|
With potassium hydroxide In ethanol for 4h; Heating; | 91.7% |
With potassium hydroxide In ethanol for 1h; Heating; | 90% |
With water at 40℃; for 960h; Rate constant; Thermodynamic data; E(a); other natural water, pH = 8.0; |
Conditions | Yield |
---|---|
With potassium hydroxide In tert-butyl alcohol for 10h; Heating; | 88% |
With tetrabutylammomium bromide; sodium hydroxide In water at 100℃; for 8h; Inert atmosphere; | 87% |
Stage #1: 2,3,5,6-tetrachloropyridine With potassium hydroxide In water at 95℃; for 0.5h; pH=9.5 - 10; Stage #2: With benzyltrimethylammonium chloride In water at 120℃; for 4h; Reagent/catalyst; Temperature; Autoclave; | 35.9 g |
Conditions | Yield |
---|---|
Stage #1: acrylonitrile; trifluoroacetyl chloride With copper(l) chloride at 120 - 150℃; under 1140.08 - 4560.31 Torr; for 6h; Stage #2: With water; sodium hydroxide at 30 - 150℃; under 1520.1 Torr; | 61% |
6-chloro-2-hydroxypyridine
3,5,6-trichloropyridin-2 ol
Conditions | Yield |
---|---|
With hydrogenchloride; water; dihydrogen peroxide |
2-ethoxy-6-bromo-3,5-dichloro-pyridine
3,5,6-trichloropyridin-2 ol
Conditions | Yield |
---|---|
With hydrogenchloride; water at 160℃; Unter Druck; |
O,O-dimethyl O-3,5,6-trichloro-2-pyridyl phosphorothioate
3,5,6-trichloropyridin-2 ol
Conditions | Yield |
---|---|
With sodium phosphate buffer; hydrogen sulfide; sodium chloride In methanol at 25℃; pH=5.9; Kinetics; Further Variations:; pH-values; var. hydrogen sulfide concentration; | |
With C54H36N6NiO10S2 In aq. phosphate buffer at 30℃; for 0.833333h; |
Conditions | Yield |
---|---|
With bacterial phosphotriesterase wild-type OpdA In methanol at 37℃; pH=8.5; Enzyme kinetics; | |
With air In acetonitrile for 3.91667h; Kinetics; Solvent; UV-irradiation; |
O,O-dimethyl O-3,5,6-trichloro-2-pyridyl phosphorothioate
A
3,5,6-trichloropyridin-2 ol
B
dimethylthiophosphoric acid
Conditions | Yield |
---|---|
With bacterial phosphotriesterase wild-type OpdA In methanol at 37℃; pH=8.5; Enzyme kinetics; | |
With water; sodium hydroxide In acetonitrile at 25℃; for 6h; Kinetics; Mechanism; Equilibrium constant; Solvent; Concentration; Reagent/catalyst; pH-value; |
4-cyano-2,2,4-trichlorobutanoyl chloride
3,5,6-trichloropyridin-2 ol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 97 percent / HCl / ethyl acetate / 2 h / 25 °C / 5171.5 Torr 2: 100 percent / aq. NaOH / 1,2-dichloro-ethane / 20 h / 25 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: water; hydrochloric acid / 160 °C / Unter Druck 2: hydrogen peroxide; water; hydrochloric acid View Scheme | |
Multi-step reaction with 2 steps 1: acetic acid; hydrogen peroxide; water; hydrochloric acid 2: water; hydrochloric acid / 160 °C / Unter Druck View Scheme |
Conditions | Yield |
---|---|
With hydrogenchloride; copper(I) chloride In sulfolane |
phenyl 4-cyano-2,2,4-trichlorobutyrate
3,5,6-trichloropyridin-2 ol
Conditions | Yield |
---|---|
With hydrogenchloride; sodium carbonate In sulfolane | |
In sulfolane; acetonitrile |
acrylonitrile
Trichloroacetyl chloride
A
3,5,6-trichloropyridin-2 ol
B
2,3,5,6-tetrachloropyridine
Conditions | Yield |
---|---|
copper(I) chloride In acetonitrile | |
Stage #1: acrylonitrile; trifluoroacetyl chloride With copper(l) chloride at 80 - 130℃; under 760.051 Torr; for 32h; Inert atmosphere; Stage #2: at 110 - 130℃; under 760.051 Torr; for 8h; Stage #3: With water; sodium hydroxide at 30 - 40℃; Overall yield = 55 %; | A 141 g B 84 g |
With copper(l) chloride under 2660.18 - 4560.31 Torr; for 5h; Thermodynamic data; Autoclave; Heating; | A 1.9 g B 1.64 g |
3,5,6-trichloropyridin-2 ol
Conditions | Yield |
---|---|
With bromine In water at 25℃; Kinetics; Reagent/catalyst; pH-value; |
Conditions | Yield |
---|---|
With wild type methyl parathion hydrolase; sodium chloride; zinc(II) chloride In aq. buffer at 30℃; pH=7.6; Kinetics; Reagent/catalyst; Enzymatic reaction; | |
With hydrogenchloride; water; C15H21INO9PolSi at 25℃; for 0.00833333h; pH=7.4; Rate constant; | |
With sodium hydroxide In aq. buffer at 23℃; for 1.71667h; pH=11.8; Kinetics; |
Chlorpyrifos
A
3,5,6-trichloropyridin-2 ol
B
O,O'-diethyl thiophosphoric acid
Conditions | Yield |
---|---|
With water |
acrylonitrile
Trichloroacetyl chloride
A
3,5,6-trichloropyridin-2 ol
B
2,3,5,6-tetrachloropyridine
C
3,3,5-trichloropiperidine-2,6-dione
D
2-chlorpropionitrile
Conditions | Yield |
---|---|
With copper(l) chloride at 120 - 150℃; under 1140.08 - 4560.31 Torr; for 6h; Overall yield = 182 g; | A 22 %Spectr. B 22 %Spectr. C 13 %Spectr. D 22 %Spectr. E 21 %Spectr. |
Stage #1: acrylonitrile; trifluoroacetyl chloride With copper(l) chloride at 80 - 130℃; under 760.051 Torr; for 32h; Inert atmosphere; Stage #2: at 110 - 130℃; under 760.051 Torr; for 8h; | A 5 %Spectr. B 17 %Spectr. C 20 %Spectr. D 6 %Spectr. E 40 %Spectr. |
acrylonitrile
Trichloroacetyl chloride
A
3,5,6-trichloropyridin-2 ol
B
2,3,5,6-tetrachloropyridine
C
3,3,5-trichloropiperidine-2,6-dione
D
2-chlorpropionitrile
Conditions | Yield |
---|---|
With copper(l) chloride at 150℃; under 4560.31 Torr; for 5h; | A 29 %Spectr. B 26 %Spectr. C 16 %Spectr. D 26 %Spectr. |
Chlorpyrifos
A
3,5,6-trichloropyridin-2 ol
B
chlopyrifos oxon
C
phosphonic acid diethyl ester
Conditions | Yield |
---|---|
With titanium(IV) dioxide In water; acetonitrile at 25℃; for 0.5h; Concentration; Irradiation; |
Conditions | Yield |
---|---|
With sodium hydroxide at 25℃; pH=5.8; Kinetics; Catalytic behavior; UV-irradiation; Green chemistry; |
Conditions | Yield |
---|---|
With wild type methyl parathion hydrolase; sodium chloride; zinc(II) chloride In aq. buffer at 30℃; pH=7.6; Kinetics; Reagent/catalyst; Enzymatic reaction; |
O,O-dimethyl O-3,5,6-trichloro-2-pyridyl phosphorothioate
A
3,5,6-trichloropyridin-2 ol
B
Fospirate
C
dimethylphosphoric acid
D
dimethylthiophosphoric acid
Conditions | Yield |
---|---|
With air In acetonitrile for 3.91667h; Kinetics; Reagent/catalyst; Solvent; UV-irradiation; |
3,5,6-trichloropyridin-2 ol
Conditions | Yield |
---|---|
Stage #1: 3,5,6-trichloropyridin-2 ol In toluene at 105 - 115℃; for 2h; Stage #2: With dmap; phosphorus trichloride at 35 - 75℃; for 2.5h; Reagent/catalyst; | 97.49% |
Conditions | Yield |
---|---|
With acetic acid; zinc In water at 60℃; for 8h; Concentration; Reagent/catalyst; Temperature; | 86.5% |
3,5,6-trichloropyridin-2 ol
chloroacetic acid ethyl ester
ethyl 2-((3,5,6-trichloropyridin-2-yl)oxy)acetate
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile Reflux; | 83.2% |
3,5,6-trichloropyridin-2 ol
methyl (E)-2-[2-(bromomethyl)phenyl]-2-(methoxyimino)acetate
Conditions | Yield |
---|---|
Stage #1: 3,5,6-trichloropyridin-2 ol 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; | 74.1% |
3,5,6-trichloropyridin-2 ol
O,O-Diethyl o-vinyl phosphite
Conditions | Yield |
---|---|
Stage #1: O,O-Diethyl o-vinyl phosphite With iodine In dichloromethane at 20℃; for 0.0833333h; Oxidation; Stage #2: 3,5,6-trichloropyridin-2 ol With triethylamine In dichloromethane at 20℃; for 0.166667h; Substitution; | 73% |
methyl (E)-3-methoxy-2-(2-chloromethylphenyl)acrylate
3,5,6-trichloropyridin-2 ol
Conditions | Yield |
---|---|
Stage #1: 3,5,6-trichloropyridin-2 ol 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; | 72.8% |
3,5,6-trichloropyridin-2 ol
O-ethyl dichlorothiophosphate
thiophosphorochloridic acid O-ethyl O'-(3,5,6-trichloropyridin-2-yl) ester
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile at 20℃; for 1h; | 43% |
With triethylamine In tetrahydrofuran for 2h; | 30% |
With triethylamine In benzene |
diazoacetic acid ethyl ester
3,5,6-trichloropyridin-2 ol
triclopyr acid
Conditions | Yield |
---|---|
at 165℃; Erwaermen des Reaktionsprodukts mit wss.-aethanol.Natronlauge; |
Conditions | Yield |
---|---|
With phosphorus pentachloride; trichlorophosphate at 180℃; |
3,5,6-trichloropyridin-2 ol
Conditions | Yield |
---|---|
With pyridine In dichloromethane at 20℃; for 0.166667h; Substitution; |
3,5,6-trichloropyridin-2 ol
Conditions | Yield |
---|---|
With pyridine In dichloromethane at 20℃; for 0.166667h; Substitution; |
methyl N-(2-bromomethylphenyl)-N-methoxy-carbamate
3,5,6-trichloropyridin-2 ol
methyl N-methoxy-N-[2-[[(3,5,6-trichloropyridin-2-yl)oxo]methyl]phenyl]carbamate
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 6h; | |
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 6h; |
3,5,6-trichloropyridin-2 ol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 43 percent / K2CO3 / acetonitrile / 1 h / 20 °C 2: 54 percent / NaHCO3 / acetonitrile / 4 °C View Scheme |
3,5,6-trichloropyridin-2 ol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: I2 / CH2Cl2 / 0.08 h / 20 °C 1.2: 73 percent / triethylamine / CH2Cl2 / 0.17 h / 20 °C 2.1: tritium gas / Pd/C / ethyl acetate / 3 h / 720 Torr View Scheme |
3,5,6-trichloropyridin-2 ol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 30 percent / triethylamine / tetrahydrofuran / 2 h 2: 12 percent / triethylamine / tetrahydrofuran / 24 h / Ambient temperature 3: 71 percent / HBr, AcOH / 1 h View Scheme |
3,5,6-trichloropyridin-2 ol
4-[Ethoxy-(3,5,6-trichloro-pyridin-2-yloxy)-thiophosphoryloxy]-butyric acid benzyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 30 percent / triethylamine / tetrahydrofuran / 2 h 2: 12 percent / triethylamine / tetrahydrofuran / 24 h / Ambient temperature View Scheme |
IUPAC Name: 3,5,6-Trichloro-2-pyridinol
The MF of 3,5,6-Trichloro-2-pyridinol (6515-38-4) is C5H2Cl3NO.
The MW of 3,5,6-Trichloro-2-pyridinol (6515-38-4) is 198.43.
Synonyms of 3,5,6-Trichloro-2-pyridinol (6515-38-4): 2(1H)-Pyridinone, 3,5,6-trichloro- ; 2-Pyridinol, 3,5,6-trichloro- ; 3,5,6-Trichloro-2-hydroxypyridine ; 3,5,6-Trichloro-2-pyridinol ; 3,5,6-Trichloropyridin-2-ol ; Chlorpyrifos metabolite
Product Categories: Pyridines;Q-ZAlphabetic;TP - TZ;Alpha sort;Environmental Standards;MetabolitesPesticides&Metabolites;Pesticides&Metabolites
Stability: Stable. Incompatible with strong oxidizing agents
Index of Refraction: 1.598
EINECS: 229-405-2
Density: 1.67 g/ml
Flash Point: 107.9 °C
Boiling Point: 254.8 °C
Melting Point: 328-330°C
Form: powder
3,5,6-Trichloro-2-pyridinol (6515-38-4) is used as PVC and three acetate (film film film-based) and other plasticizers.
1. | orl-rat LD50:800 mg/kg | TOSCF2 Toxicological Sciences 53 (2000),100. | ||
2. | skn-rbt LD50:>2 g/kg | TOSCF2 Toxicological Sciences 53 (2000),100. |
Moderately toxic by ingestion and skin contact. Experimental reproductive effects. When heated to decomposition it emits toxic vapors of NOx and Cl−.
Safety information of 3,5,6-Trichloro-2-pyridinol (6515-38-4):
Hazard Codes Xn;
N
Risk Statements
22 Harmful if swallowed
41 Risk of serious damage to eyes
51/53 Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment
Safety Statements
26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
39 Wear eye/face protection
61 Avoid release to the environment. Refer to special instructions safety data sheet
RIDADR UN 3077
RTECS UU7786700
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