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117428-22-5

Basic Information
CAS No.: 117428-22-5
Name: Picoxystrobin
Article Data: 10
Molecular Structure:
Molecular Structure of 117428-22-5 (Picoxystrobin)
Formula: C18H16F3NO4
Molecular Weight: 367.325
Synonyms: Benzeneaceticacid, a-(methoxymethylene)-2-[[[6-(trifluoromethyl)-2-pyridinyl]oxy]methyl]-,methyl ester, (E)-;Acanto;Picoxystrobin;ZEN 90160;
EINECS: 601-478-9
Density: 1.275 g/cm3
Melting Point: 75°
Boiling Point: 453.1 °C at 760 mmHg
Flash Point: 227.9 °C
Solubility: 3.25mg/L at 20℃
Hazard Symbols: DangerousN
Risk Codes: 50/53
Safety: 60-61
Transport Information: UN 3077
PSA: 57.65000
LogP: 3.83970
Synthetic route
34486-06-1

2-hydroxy-6-trifluoromethylpyridine

117428-49-6

methyl (E)-2-(2-bromomethylphenyl)-3-methoxyacrylate

117428-22-5

picoxystrobin

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 24h; Inert atmosphere;98%
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 24h;98%
117428-51-0

methyl (E)-3-methoxy-2-(2-chloromethylphenyl)acrylate

387398-47-2

2-hydroxy-6-trifluoromethylpyridine potassium

117428-22-5

picoxystrobin

Conditions
ConditionsYield
In N,N-dimethyl acetamide at 90℃; for 5h; Solvent; Temperature;88.5%
117428-51-0

methyl (E)-3-methoxy-2-(2-chloromethylphenyl)acrylate

2-hydroxy-6-trifluoromethylpyridine sodium

117428-22-5

picoxystrobin

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 115℃; for 3h; Solvent; Temperature;88.4%
187327-30-6

2-[6-(trifluoromethyl)-2-pyridyloxymethyl]phenylacetic acid methyl ester

149-73-5

trimethyl orthoformate

117428-22-5

picoxystrobin

Conditions
ConditionsYield
With acetic anhydride at 60 - 100℃; for 18.5h; Temperature;87.2%
187327-30-6

2-[6-(trifluoromethyl)-2-pyridyloxymethyl]phenylacetic acid methyl ester

77-78-1

dimethyl sulfate

149-73-5

trimethyl orthoformate

117428-22-5

picoxystrobin

Conditions
ConditionsYield
Stage #1: trimethyl orthoformate With titanium tetrachloride In 1,2-dichloro-ethane at 10 - 20℃; for 1h; Inert atmosphere;
Stage #2: 2-[6-(trifluoromethyl)-2-pyridyloxymethyl]phenylacetic acid methyl ester In 1,2-dichloro-ethane at 0 - 20℃; for 2h; Inert atmosphere;
Stage #3: dimethyl sulfate Reagent/catalyst; Temperature; Further stages;
85.1%

C17H14F3NO4

77-78-1

dimethyl sulfate

117428-22-5

picoxystrobin

Conditions
ConditionsYield
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In toluene at 20 - 50℃; for 5h;81.5%
187327-31-7

(E)-methyl 2-[2-(6-trifluoromethylpyrid-2-yloxymethyl)phenyl]-3-hydroxyacrylate

77-78-1

dimethyl sulfate

117428-22-5

picoxystrobin

Conditions
ConditionsYield
With potassium carbonate In hexane; N,N-dimethyl-formamide
With potassium carbonate In N,N-dimethyl-formamide at 20 - 26℃; for 6h;
187327-30-6

2-[6-(trifluoromethyl)-2-pyridyloxymethyl]phenylacetic acid methyl ester

117428-22-5

picoxystrobin

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: toluene / 90 - 120 °C
2: water; hydrogenchloride / 3 h / 20 °C
3: N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide / toluene / 5 h / 20 - 50 °C
View Scheme
95360-33-1

methyl 2-(chloromethyl)phenylacetate

117428-22-5

picoxystrobin

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: sodium hydroxide; 15-crown-5 / toluene / 2 h / Reflux
1.2: 2 h / 75 °C
2.1: sodium methylate / toluene / 6 h / 20 - 26 °C / Inert atmosphere
3.1: potassium carbonate / N,N-dimethyl-formamide / 6 h / 20 - 26 °C
View Scheme
4385-35-7

isochroman-3-one

117428-22-5

picoxystrobin

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: hydrogenchloride / 2.5 h / 20 - 26 °C
2.1: sodium hydroxide; 15-crown-5 / toluene / 2 h / Reflux
2.2: 2 h / 75 °C
3.1: sodium methylate / toluene / 6 h / 20 - 26 °C / Inert atmosphere
4.1: potassium carbonate / N,N-dimethyl-formamide / 6 h / 20 - 26 °C
View Scheme
Raw Materials
77-78-1
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  • Picoxystrobin

  • Casno:

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Specification

The IUPAC name of Picoxystrobin is Methyl(E)-3-methoxy-2-[2-[[6-(trifluoromethyl)pyridin-2-yl]oxymethyl]phenyl]prop-2-enoate. With the CAS registry number 117428-22-5, it is also named as Benzeneacetic acid, a-(methoxymethylene)-2-[[[6-(trifluoromethyl)-2-pyridinyl]oxy]methyl]-,methyl ester, (aE)-. The product's molecular formula is C18H16F3NO4, and molecular weight is 367.32.

The other characteristics of Picoxystrobin can be summarized as: (1)ACD/LogP: 4.08; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.08; (4)ACD/LogD (pH 7.4): 4.08; (5)ACD/BCF (pH 5.5): 739.87; (6)ACD/BCF (pH 7.4): 739.87; (7)ACD/KOC (pH 5.5): 3938.61; (8)ACD/KOC (pH 7.4): 3938.61; (9)H bond acceptors: 5; (10)H bond donors: 0; (11)Freely Rotating Bonds: 7; (12)Polar Surface Area: 57.65 Å2; (13)Index of Refraction: 1.521; (14)Molar Refractivity: 87.8 cm3; (15)Molar Volume: 288 cm3; (16)Polarizability: 34.8×10-24cm3; (17)Surface Tension: 37.8 dyne/cm; (18)Density: 1.275 g/cm3; (19)Flash Point: 227.9 °C; (20)Enthalpy of Vaporization: 71.25 kJ/mol; (21)Boiling Point: 453.1 °C at 760 mmHg; (22)Vapour Pressure: 2.12E-08 mmHg at 25 °C.

When you are using this chemical, please be cautious about it as the following: Picoxystrobin is very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. So please avoid release to the environment. Refer to special instructions / safety data sheets. In addition, this material and its container must be disposed of as hazardous waste.

People can use the following data to convert to the molecule structure.
(1)SMILES:FC(F)(F)c2nc(OCc1ccccc1C(=C\OC)/C(=O)OC)ccc2
(2)InChI:InChI=1/C18H16F3NO4/c1-24-11-14(17(23)25-2)13-7-4-3-6-12(13)10-26-16-9-5-8-15(22-16)18(19,20)21/h3-9,11H,10H2,1-2H3/b14-11+
(3)InChIKey:IBSNKSODLGJUMQ-SDNWHVSQBF
(4)Std. InChI:InChI=1S/C18H16F3NO4/c1-24-11-14(17(23)25-2)13-7-4-3-6-12(13)10-26-16-9-5-8-15(22-16)18(19,20)21/h3-9,11H,10H2,1-2H3/b14-11+
(5)Std. InChIKey:IBSNKSODLGJUMQ-SDNWHVSQSA-N