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95737-68-1

Basic Information
CAS No.: 95737-68-1
Name: Pyriproxyfen
Article Data: 5
Cas Database
Molecular Structure:
Molecular Structure of 95737-68-1 (Pyriproxyfen)
Formula: C20H19NO3
Molecular Weight: 321.376
Synonyms: Pyriproxyfen [ISO:BSI];S 9138;Pyridine, 2-(1-methyl-2-(4-phenoxyphenoxy)ethoxy)- .;2-(1-Methyl-2-(4-phenoxyphenoxy)ethoxy)pyridine;4-Phenoxyphenyl (RS)-2-(2-pyridyloxy)propyl ether;HSDB 7053;OMS 3019;SK 591;
EINECS: 429-800-1
Density: 1.151 g/cm3
Melting Point: 45-47 °C
Boiling Point: 462 °C at 760 mmHg
Flash Point: 165.4 °C
Solubility: 0.4 mg l-1 (25 °C)
Appearance: White to pale yellow crystalline powder
Hazard Symbols: DangerousN
Risk Codes: 50/53
Safety: 60-61
Transport Information: UN 3077 9/PG 3
PSA: 40.58000
LogP: 4.72020
Synthetic route
109-09-1

2-chloropyridine

57650-78-9

(R,S)-2-hydroxypropyl 4-phenoxyphenyl ether

95737-68-1

pyriproxyfen

Conditions
ConditionsYield
With sodium hydroxide In N,N-dimethyl-formamide at 50 - 110℃; Solvent; Temperature; Reagent/catalyst;93.9%
67969-82-8

tetrafluoroboric acid diethyl ether

13755-29-8

sodium tetrafluoroborate

2362-50-7

thianthrene-5-oxide

95737-68-1

pyriproxyfen

C32H26NO3S2(1+)*BF4(1-)

Conditions
ConditionsYield
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%
67969-82-8

tetrafluoroboric acid diethyl ether

2,3,7,8-tetrafluorothianthrene-S-oxide

95737-68-1

pyriproxyfen

C32H22F4NO3S2(1+)*BF4(1-)

Conditions
ConditionsYield
With 2,3,7,8-tetrafluorothianthrene; trifluoroacetic anhydride In acetonitrile at 0 - 25℃; regioselective reaction;92%
67969-82-8

tetrafluoroboric acid diethyl ether

13755-29-8

sodium tetrafluoroborate

2,3,7,8-tetrafluorothianthrene-S-oxide

95737-68-1

pyriproxyfen

C32H22F4NO3S2(1+)*BF4(1-)

Conditions
ConditionsYield
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%
358-23-6

trifluoromethylsulfonic anhydride

603-35-0

triphenylphosphine

95737-68-1

pyriproxyfen

(2-((1-(4-phenoxyphenoxy)propan-2-yl)oxy)pyridin-4-yl)triphenylphosphonium trifluoromethanesulfonate

Conditions
ConditionsYield
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%
98-86-2

acetophenone

95737-68-1

pyriproxyfen

1-phenyl-2-(4-(4-(2-(pyridin-2-yloxy)propoxy)phenoxy)phenyl)ethan-1-one

Conditions
ConditionsYield
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%
358-23-6

trifluoromethylsulfonic anhydride

2,8-dimethoxydibenzothiophene S-oxide

95737-68-1

pyriproxyfen

C34H30NO5S(1+)*CF3O3S(1-)

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at -40 - 25℃; for 2h; Schlenk technique; Glovebox; Inert atmosphere;45%
5720-05-8

4-methylphenylboronic acid

95737-68-1

pyriproxyfen

C26H23FNO3(1+)*CF3O3S(1-)

Conditions
ConditionsYield
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%
95737-68-1

pyriproxyfen

7585-39-9

β‐cyclodextrin

1.3C36H60O30*C20H19NO3

Conditions
ConditionsYield
In water at 20 - 50℃; for 26h;
95737-68-1

pyriproxyfen

4-phenoxyphenyl 2-(2-pyridyloxy)propyl ether

4-phenoxyphenyl 2-(2-pyridyloxy)propyl ether

Conditions
ConditionsYield
With Chiralpak IC In water; acetonitrile at 15℃; Solvent; Reagent/catalyst; Resolution of racemate;
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    Pyriproxyfen 95737-68-1

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Chemistry

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

Uses

 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.

Toxicity Data With Reference

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.

Safety Profile

Safty information about Pyriproxyfen (CAS NO.95737-68-1) is:
Hazard Codes: DangerousN
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

Specification

 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.