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122453-73-0

Basic Information
CAS No.: 122453-73-0
Name: Chlorfenapyr
Article Data: 17
Molecular Structure:
Molecular Structure of 122453-73-0 (Chlorfenapyr)
Formula: C15H11BrClF3N2O
Molecular Weight: 407.617
Synonyms: 4-Bromo-2-(p-chlorophenyl)-1-(ethoxymethyl)-5-(trifluoromethyl)pyrrole-3-carbonitrile;AC 303630;CL 303630;4-bromo-2-(4-chlorophenyl)-1-ethoxymethyl-5-trifluoromethyl-1H-pyrrole-3-carbonitrile;Intrepid;
Density: 1.53 g/cm3
Melting Point: 100.5oC
Boiling Point: 443.5 °C at 760 mmHg
Flash Point: 222 °C
Solubility: Insoluble in water
Appearance: off-white to light brown powder with an halide odor
Hazard Symbols: ToxicT,DangerousN
Risk Codes: 22-23-50/53
Safety: 13-36/37-45-60-61
Transport Information: UN 2811
PSA: 37.95000
LogP: 5.45548
Synthetic route
122454-29-9

tralopyril

3188-13-4

ethyl chloromethyl ether

122453-73-0

chlorfenapyr

Conditions
ConditionsYield
Stage #1: tralopyril With sodium hydroxide at 20℃; for 0.333333h;
Stage #2: ethyl chloromethyl ether at 60℃; for 2h; Reagent/catalyst; Temperature;
98%
Stage #1: tralopyril With sodium hydroxide at 20℃; for 0.333333h;
Stage #2: ethyl chloromethyl ether at 60℃; for 2h; Reagent/catalyst; Temperature;
98%
In tetrahydrofuran
462-95-3

formaldehyde diethyl acetal

122454-29-9

tralopyril

122453-73-0

chlorfenapyr

Conditions
ConditionsYield
Stage #1: formaldehyde diethyl acetal; tralopyril With trichlorophosphate In toluene at 97℃; for 0.5h;
Stage #2: With triethylamine In toluene at 97℃; for 5h;
92.3%
Stage #1: formaldehyde diethyl acetal; tralopyril With trichlorophosphate In toluene at 97℃; for 0.5h;
Stage #2: With triethylamine In toluene at 97℃; for 5h;
92.3%
Stage #1: formaldehyde diethyl acetal; tralopyril With trichlorophosphate In N,N-dimethyl-formamide; toluene at 35 - 53℃; for 0.666667h; Inert atmosphere;
Stage #2: With triethylamine In N,N-dimethyl-formamide; toluene at 35 - 45℃; for 2h;
Stage #1: formaldehyde diethyl acetal; tralopyril With trichlorophosphate In toluene at 45 - 65℃; for 1h;
Stage #2: With N-ethyl-N,N-diisopropylamine In toluene at 40 - 50℃; for 1h; Reagent/catalyst;
dimethylformamide [DMF]

dimethylformamide [DMF]

462-95-3

formaldehyde diethyl acetal

122454-29-9

tralopyril

122453-73-0

chlorfenapyr

Conditions
ConditionsYield
With triethylamine; trichlorophosphate In water; toluene

4-bromo-1-(chloromethyl)-2-(p-chlorophenyl)-5-(trifluoromethyl)pyrrole-3-carbonitrile

122453-73-0

chlorfenapyr

Conditions
ConditionsYield
With sodium ethanolate In ethanol
6212-33-5

2-(4-Chlorophenyl)glycine

122453-73-0

chlorfenapyr

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: triethylamine; trichlorophosphate / 5 h / 65 °C
2.1: 20 °C / Reflux
3.1: acetic acid; sodium acetate; bromine / 2.17 h / 90 - 110 °C
4.1: sodium hydroxide / 0.33 h / 20 °C
4.2: 2 h / 60 °C
View Scheme
Multi-step reaction with 4 steps
1.1: triethylamine; trichlorophosphate / 5 h / 65 °C
2.1: 20 °C / Reflux
3.1: acetic acid; sodium acetate; bromine / 2.17 h / 90 - 110 °C
4.1: trichlorophosphate / toluene / 0.5 h / 97 °C
4.2: 5 h / 97 °C
View Scheme
122460-66-6

4-(p-chlorophenyl)-2-(trifluoromethyl)-1,3-oxazol-5-one

122453-73-0

chlorfenapyr

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: 20 °C / Reflux
2.1: acetic acid; sodium acetate; bromine / 2.17 h / 90 - 110 °C
3.1: sodium hydroxide / 0.33 h / 20 °C
3.2: 2 h / 60 °C
View Scheme
Multi-step reaction with 3 steps
1.1: 20 °C / Reflux
2.1: acetic acid; sodium acetate; bromine / 2.17 h / 90 - 110 °C
3.1: trichlorophosphate / toluene / 0.5 h / 97 °C
3.2: 5 h / 97 °C
View Scheme
122454-23-3

2-(p-chlorophenyl)-5-(trifluoromethyl)-pyrrole-3-carbonitrile

122453-73-0

chlorfenapyr

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: acetic acid; sodium acetate; bromine / 2.17 h / 90 - 110 °C
2.1: sodium hydroxide / 0.33 h / 20 °C
2.2: 2 h / 60 °C
View Scheme
Multi-step reaction with 2 steps
1.1: acetic acid; sodium acetate; bromine / 2.17 h / 90 - 110 °C
2.1: trichlorophosphate / toluene / 0.5 h / 97 °C
2.2: 5 h / 97 °C
View Scheme

4-diazo-2-tosyl-1,4-dihydroisoquinolin-3(2H)-one

122453-73-0

chlorfenapyr

2-(4-bromo-2-(4-chlorophenyl)-1-(ethoxymethyl)-5-(trifluoromethyl)-1H-pyrrol-3-yl)-4-tosyl-4,5-dihydrooxazolo[5,4-c]isoquinoline

Conditions
ConditionsYield
With trifluorormethanesulfonic acid In dichloromethane at 35℃; Schlenk technique;47%
122453-73-0

chlorfenapyr

A

2-(p-chlorophenyl)-1-(ethoxymethyl)-5-(trifluoromethyl)pyrrole-3-carbonitrile

B

2-(4-chlorophenyl)-1-(ethoxymethyl)-4-fluoro-5-(trifluoromethyl)pyrrole-3-carbonitrile

Conditions
ConditionsYield
With tert.-butyl lithium; N-fluorobis(benzenesulfon)imide 1.) THF, pentane, -78 deg C, 0.5 h, 2.) THF, pentane, a) -78 deg C, 1 h, b) RT, 3 h; Yield given. Multistep reaction. Yields of byproduct given;
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    Chlorfenapyr

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Chemistry

Molecular structure of Chlorfenapyr (CAS NO.122453-73-0) is:

Product Name: Chlorfenapyr
CAS Registry Number: 122453-73-0
IUPAC Name: 4-bromo-2-(4-chlorophenyl)-1-(ethoxymethyl)-5-(trifluoromethyl)pyrrole-3-carbonitrile
Molecular Formula: C15H11BrClF3N2O
Molecular Weight: 407.61285 [g/mol]
XLogP3-AA: 4.5
H-Bond Donor: 0
H-Bond Acceptor: 5
Storage temp.: 0-6°C 
Surface Tension: 38.8 dyne/cm 
Density: 1.53 g/cm3 
Flash Point: 222 °C 
Enthalpy of Vaporization: 70.12 kJ/mol 
Boiling Point: 443.5 °C at 760 mmHg 
Vapour Pressure: 4.6E-08 mmHg at 25°C  
Product Categories: Fungicide;INSECTICIDE

Uses

 Chlorfenapyr (CAS NO.122453-73-0) is mainly used as a kind of insecticide.

Toxicity Data With Reference

1.    

orl-rat LD50:441 mg/kg

    HBPTO*    Handbook of pesticide toxicology. 2 (2001),1229.
2.    

orl-mus LD50:55 mg/kg

    HBPTO*    Handbook of pesticide toxicology. 2 (2001),1229.
3.    

orl-qal LD50:34 mg/kg

    HBPTO*    Handbook of pesticide toxicology. 2 (2001),1229.
4.    

orl-dck LD50:10 mg/kg

    HBPTO*    Handbook of pesticide toxicology. 2 (2001),1229.
5.    

ihl-rat LC50:1900 mg/m3

    HBPTO*    Handbook of pesticide toxicology. 2 (2001),1229.

Safety Profile

A poison by ingestion. Moderately toxic by inhalation. Questionable carcinogen with experimental data reported. When heated to decomposition it emits toxic vapors of NOx, F, and Cl.

Hazard Codes:  ToxicT, DangerousN
Risk Statements: 22-23-50/53
 R22:Harmful if swallowed. 
R23 :Toxic by inhalation. 
R50/53:Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
Safety Statements: 13-36/37-45-60-61 
S13:Keep away from food, drink and animal foodstuffs. 
S36/37:Wear suitable protective clothing and gloves. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
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: UN 2811

Specification

 Chlorfenapyr , its cas register number is 122453-73-0. It also can be called 4-Bromo-2-(4-chlorophenyl)-1-(ethoxymethyl)-5-(trifluoromethyl)-1H-pyrrol-3-carbonitrile ; Alert ; Sunfire ; Citrex ; Intrepid ; 4-bromo-2-(4-chlorophenyl)-1-ethoxymethyl-5-trifluoromethylpyrrole-3-carbonitrile ; 4-bromo-2-(4-chlorophenyl)-1-ethoxymethyl-5-trifluoromethyl-1H-pyrrole-3-carbonitrile ,and so on. It is usually off-white to light brown powder with an halide odor.