2-chloropyridine
(R,S)-2-hydroxypropyl 4-phenoxyphenyl ether
pyriproxyfen
Conditions | Yield |
---|---|
With sodium hydroxide In N,N-dimethyl-formamide at 50 - 110℃; Solvent; Temperature; Reagent/catalyst; | 93.9% |
tetrafluoroboric acid diethyl ether
sodium tetrafluoroborate
thianthrene-5-oxide
pyriproxyfen
Conditions | Yield |
---|---|
Stage #1: tetrafluoroboric acid diethyl ether; thianthrene-5-oxide; pyriproxyfen With trifluoroacetic anhydride In acetonitrile at 0 - 25℃; for 3h; Sealed tube; Stage #2: sodium tetrafluoroborate In dichloromethane; water | 95% |
tetrafluoroboric acid diethyl ether
pyriproxyfen
Conditions | Yield |
---|---|
With 2,3,7,8-tetrafluorothianthrene; trifluoroacetic anhydride In acetonitrile at 0 - 25℃; regioselective reaction; | 92% |
tetrafluoroboric acid diethyl ether
sodium tetrafluoroborate
pyriproxyfen
Conditions | Yield |
---|---|
Stage #1: tetrafluoroboric acid diethyl ether; 2,3,7,8-tetrafluorothianthrene-S-oxide; pyriproxyfen With trifluoroacetic anhydride In acetonitrile at 0 - 25℃; for 3h; Sealed tube; Stage #2: sodium tetrafluoroborate In dichloromethane; water | 92% |
Conditions | Yield |
---|---|
at -78 - 20℃; Alkaline conditions; | 89% |
Stage #1: trifluoromethylsulfonic anhydride; pyriproxyfen In dichloromethane at -78℃; for 0.5h; Inert atmosphere; Stage #2: triphenylphosphine In dichloromethane at -78℃; for 0.5h; Inert atmosphere; Stage #3: With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at -78 - 20℃; Inert atmosphere; regioselective reaction; | 61% |
acetophenone
pyriproxyfen
Conditions | Yield |
---|---|
Stage #1: pyriproxyfen With thianthrene-5-oxide; trifluoromethylsulfonic anhydride In acetonitrile at -20 - 20℃; for 0.666667h; Inert atmosphere; Schlenk technique; Stage #2: acetophenone With palladium diacetate; cesium fluoride; XPhos In N,N-dimethyl-formamide; acetonitrile at 80℃; for 11h; Inert atmosphere; Schlenk technique; regioselective reaction; | 84% |
trifluoromethylsulfonic anhydride
pyriproxyfen
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile at -40 - 25℃; for 2h; Schlenk technique; Glovebox; Inert atmosphere; | 45% |
Conditions | Yield |
---|---|
Stage #1: 4-methylphenylboronic acid With copper(II) bis(trifluoromethanesulfonate) In toluene for 1h; Inert atmosphere; Glovebox; Stage #2: pyriproxyfen In toluene at 90℃; for 16h; Inert atmosphere; Sealed tube; | 6% |
Conditions | Yield |
---|---|
In water at 20 - 50℃; for 26h; |
pyriproxyfen
Conditions | Yield |
---|---|
With Chiralpak IC In water; acetonitrile at 15℃; Solvent; Reagent/catalyst; Resolution of racemate; |
pyriproxyfen
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: dichloromethane / 0.5 h / -78 °C / Inert atmosphere 1.2: 0.5 h / -78 °C / Inert atmosphere 1.3: -78 - 20 °C / Inert atmosphere 2.1: d(4)-methanol; water-d2; potassium carbonate / 2 h / 20 °C / Inert atmosphere View Scheme |
pyriproxyfen
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 2,3,7,8-tetrafluorothianthrene; trifluoroacetic anhydride / acetonitrile / 0 - 25 °C 2: bis-triphenylphosphine-palladium(II) chloride; potassium acetate / tetrahydrofuran / 50 °C View Scheme |
pyriproxyfen
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 2,3,7,8-tetrafluorothianthrene; trifluoroacetic anhydride / acetonitrile / 0 - 25 °C 2: bis-triphenylphosphine-palladium(II) chloride; potassium acetate / tetrahydrofuran / 50 °C View Scheme |
pyriproxyfen
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 2,3,7,8-tetrafluorothianthrene; trifluoroacetic anhydride / acetonitrile / 0 - 25 °C 2: copper(l) iodide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; 4-methyl-morpholine / 1,4-dioxane / 40 °C View Scheme |
pyriproxyfen
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 2,3,7,8-tetrafluorothianthrene; trifluoroacetic anhydride / acetonitrile / 0 - 25 °C 2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate / ethanol / 50 °C View Scheme |
pyriproxyfen
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 2,3,7,8-tetrafluorothianthrene; trifluoroacetic anhydride / acetonitrile / 0 - 25 °C 2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; 4-methyl-morpholine / 1,4-dioxane / 50 °C / 750.08 Torr View Scheme |
pyriproxyfen
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 2,3,7,8-tetrafluorothianthrene; trifluoroacetic anhydride / acetonitrile / 0 - 25 °C 2: tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; pyridine / acetonitrile / 22 °C / Irradiation View Scheme | |
Multi-step reaction with 2 steps 1: dichloromethane / 1 h / -40 - 20 °C 2: dmap; (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile / acetonitrile / 8 h / 20 °C / Irradiation; Inert atmosphere View Scheme | |
Multi-step reaction with 2 steps 1: dichloromethane / 1.5 h / -40 - 20 °C / Schlenk technique; Inert atmosphere 2: palladium diacetate; XPhos; sodium pivalate / acetone; dichloromethane / 12 h / 20 °C / Inert atmosphere View Scheme |
pyriproxyfen
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 2,3,7,8-tetrafluorothianthrene; trifluoroacetic anhydride / acetonitrile / 0 - 25 °C 2: tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; pyridine; sodium iodide / acetonitrile / 22 °C / Irradiation View Scheme |
pyriproxyfen
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 2,3,7,8-tetrafluorothianthrene; trifluoroacetic anhydride / acetonitrile / 0 - 25 °C 2: tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; tetrakis(acetonitrile)copper(I)tetrafluoroborate / acetonitrile / 22 °C / Irradiation View Scheme |
pyriproxyfen
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 2,3,7,8-tetrafluorothianthrene; trifluoroacetic anhydride / acetonitrile / 0 - 25 °C 2: tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; tetrakis(acetonitrile)copper(I)tetrafluoroborate / acetonitrile / 22 °C / Irradiation View Scheme |
pyriproxyfen
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 2,3,7,8-tetrafluorothianthrene; trifluoroacetic anhydride / acetonitrile / 0 - 25 °C 2: tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; copper(l) chloride; tetrabutyl-ammonium chloride / acetonitrile / 22 °C / Irradiation View Scheme |
pyriproxyfen
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 2,3,7,8-tetrafluorothianthrene; trifluoroacetic anhydride / acetonitrile / 0 - 25 °C 2: tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; tetrakis(acetonitrile)copper(I)tetrafluoroborate; lithium iodide / acetonitrile; dimethyl sulfoxide / 22 °C / Irradiation View Scheme |
pyriproxyfen
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 2,3,7,8-tetrafluorothianthrene; trifluoroacetic anhydride / acetonitrile / 0 - 25 °C 2: palladium diacetate; triphenylphosphine; triethylamine / N,N-dimethyl-formamide / 100 °C View Scheme |
pyriproxyfen
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: -78 - 20 °C / Alkaline conditions 2: cobalt(III) acetylacetonate; C22H28N2O2; 1-methyl-1H-imidazole / tetrahydrofuran / 12 h / 23 °C View Scheme |
Conditions | Yield |
---|---|
In dichloromethane at -40 - 20℃; for 1h; | |
In dichloromethane at -40 - 20℃; Inert atmosphere; Schlenk technique; | |
In dichloromethane at -40 - 20℃; for 1.5h; Schlenk technique; Inert atmosphere; | |
In dichloromethane at -40 - 20℃; for 0.333333h; Schlenk technique; Inert atmosphere; regioselective reaction; |
pyriproxyfen
Conditions | Yield |
---|---|
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 20℃; for 18h; |
pyriproxyfen
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: dichloromethane / -40 - 20 °C / Inert atmosphere; Schlenk technique 2: sodium hydrogencarbonate; bis(tri-t-butylphosphine)palladium(0) / dichloromethane; acetone / 12 h / 50 °C / Inert atmosphere; Schlenk technique; Sealed tube View Scheme |
Conditions | Yield |
---|---|
With trifluoromethylsulfonic anhydride In nitromethane at -25 - 20℃; for 3.16667h; Inert atmosphere; |
Molecular structure of Pyriproxyfen (CAS NO.95737-68-1) is:
Product Name: Pyriproxyfen
CAS Registry Number: 95737-68-1
IUPAC Name: 2-[1-(4-Phenoxyphenoxy)propan-2-yloxy]pyridine
Molecular Weight: 321.36976 [g/mol]
Molecular Formula: C20H19NO3
XLogP3-AA: 4.8
H-Bond Donor: 0
H-Bond Acceptor: 4
EINECS: 429-800-1
Melting Point: 45-47 °C
Storage temp.: 0-6°C
Surface Tension: 43.8 dyne/cm
Density: 1.151 g/cm3
Flash Point: 165.4 °C
Enthalpy of Vaporization: 69.52 kJ/mol
Boiling Point: 462 °C at 760 mmHg
Vapour Pressure: 2.83E-08 mmHg at 25°C
Product Categories: Pesticide & intermediate; Insect hormone
Pyriproxyfen (CAS NO.95737-68-1) can be used to protect other crops and also be used as a treatment for cat fleas. It is a juvenile hormone analogue, preventing larvae from developing into adulthood and thus rendering them unable to reproduce.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
rat | LD50 | oral | > 5gm/kg (5000mg/kg) | Pesticide Manual. Vol. 9, Pg. 745, 1991. | |
rat | LD50 | skin | > 2gm/kg (2000mg/kg) | Pesticide Manual. Vol. 9, Pg. 745, 1991. |
Safty information about Pyriproxyfen (CAS NO.95737-68-1) is:
Hazard Codes: N
Risk Statements: 50/53
R50/53:Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
Safety Statements: 60-61
S60:This material and its container must be disposed of as hazardous waste.
S61:Avoid release to the environment. Refer to special instructions / safety data sheets.
RIDADR: UN3077 9/PG 3
RTECS: UT5804000
Pyriproxyfen , its cas register number is 95737-68-1. It also can be called Pyriproxyfen [ISO:BSI] ; S 31183 ; 2-(1-Methyl-2-(4-phenoxyphenoxy)ethoxy)pyridine ; 4-Phenoxyphenyl (RS)-2-(2-pyridyloxy)propyl ether ; HSDB 7053 ; OMS 3019 ; S 9138 ; SK 591 ; Pyridine, 2-(1-methyl-2-(4-phenoxyphenoxy)ethoxy)- . It is a colorless crystals. It is a pyridine based pesticide which is found to be effective against a variety of arthropoda.
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