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68359-37-5

Basic Information
CAS No.: 68359-37-5
Name: Cyfluthrin
Article Data: 14
Molecular Structure:
Molecular Structure of 68359-37-5 (Cyfluthrin)
Formula: C22H18Cl2FNO3
Molecular Weight: 434.294
Synonyms: BAY-FCR1272;BAY-Vl 1704;Baythroid;Beta-Baythroid;Beta-cyfluthrin;Bulldock;Cyfluthrin;Eulan SP;FCR 1272;FCR 4545;Renounce;Responsar;Solfac;Tempo Ultra;a-Cyano-3-phenoxy-4-fluorobenzyl2,2-dimethyl-3-(2,2-dichlorovinyl)cyclopropanecarboxylate;
EINECS: 269-855-7
Density: 1.368 g/cm3
Melting Point: 60 °C
Boiling Point: 496.3 °C at 760 mmHg
Flash Point: 253.9 °C
Solubility: 0.002-0.003 mg l-1 (20 °C)
Appearance: viscous amber partly crystalline oil.
Hazard Symbols: ToxicT,DangerousN
Risk Codes: 26/28-50/53-28-23
Safety: 1/2-36/37/39-45-60-61
PSA: 59.32000
LogP: 6.31708
Synthetic route
68359-37-5

cyfluthrin

A

76783-44-3

2-(4-fluoro-3-phenoxyphenyl)-2-hydroxyethanenitrile

B

55701-05-8

3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylic acid

C

α-cyano-4-fluorobenzyl 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate

Conditions
ConditionsYield
With Trichoderma viride 5-2 In phosphate buffer at 28℃; pH=6.5;
68359-37-5

cyfluthrin

A

68359-57-9

4-fluoro-3-phenoxybenzaldehyde

B

55701-05-8

3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylic acid

Conditions
ConditionsYield
With sodium hydroxide In methanol for 2h; Heating;
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Chemistry

IUPAC Name: [cyano-(4-fluoro-3-phenoxyphenyl)methyl]3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate  
Empirical Formula: C22H18Cl2FNO3
Molecular Weight: 434.2876g/mol
EINECS: 269-855-7 
Structure of Cyclopropanecarboxylicacid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-,cyano(4-fluoro-3-phenoxyphenyl)methyl ester (CAS NO.68359-37-5):

Index of Refraction: 1.611
Molar Refractivity: 110.23 cm3
Molar Volume: 317.3 cm3
Polarizability: 43.7×10-24cm3
Surface Tension: 54.2 dyne/cm
Density: 1.368 g/cm3
Flash Point: 253.9 °C
Enthalpy of Vaporization: 76.4 kJ/mol 
Melting point: 60 ºC
Boiling Point: 496.3 °C at 760 mmHg
Vapour Pressure: 5.49E-10 mmHg at 25°C 
Product Categories: INSECTICIDE;Alpha sort;C;CAlphabetic;CO - CZMethod Specific;Endocrine Disruptors (Draft)Method Specific;EPA;Insecticides;Oeko-Tex Standard 100;Pesticides&Metabolites;PesticidesPesticides;Pyrethroids 
Canonical SMILES: CC1(C(C1C(=O)OC(C#N)C2=CC(=C(C=C2)F)OC3=CC=CC=C3)C=C(Cl)Cl)C
InChI: InChI=1S/C22H18Cl2FNO3/c1-22(2)15(11-19(23)24)20(22)21(27)29-18(12-26)13-8-9-16(25)17(10-13)28-14-6-4-3-5-7-14/h3-11,15,18,20H,1-2H3
InChIKey: QQODLKZGRKWIFG-UHFFFAOYSA-N

Uses

 Cyclopropanecarboxylicacid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-,cyano(4-fluoro-3-phenoxyphenyl)methyl ester (CAS NO.68359-37-5) is used as an insecticide.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
bird - domestic LD50 oral 250mg/kg (250mg/kg)   Pesticide Manual. Vol. 9, Pg. 198, 1991.
chicken LD50 oral 5gm/kg (5000mg/kg)   Pesticide Manual. Vol. 9, Pg. 198, 1991.
dog LD50 oral 500mg/kg (500mg/kg)   Pesticide Manual. Vol. 9, Pg. 198, 1991.
domestic animals - goat/sheep LD50 oral 1gm/kg (1000mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

BEHAVIORAL: FOOD INTAKE (ANIMAL)
National Technical Information Service. Vol. OTS0555484,
mouse LD50 oral 300mg/kg (300mg/kg)   "Merck Index; an Encyclopedia of Chemicals, Drugs, and Biologicals", 11th ed., Rahway, NJ 07065, Merck & Co., Inc. 1989Vol. 11, Pg. 432, 1989.
quail LD50 oral > 5gm/kg (5000mg/kg)   Pesticide Manual. Vol. 9, Pg. 198, 1991.
rat LC50 inhalation 469gm/m3/4H (469000mg/m3)   Pesticide Manual. Vol. 9, Pg. 198, 1991.
rat LD50 oral 900mg/kg (900mg/kg)   Farm Chemicals Handbook. Vol. -, Pg. C39, 1991.
rat LD50 skin > 5gm/kg (5000mg/kg)   Pesticide Manual. Vol. 9, Pg. 198, 1991.

Safety Profile

Hazard Codes: ToxicT;DangerousN
Risk Statements: 26/28-50/53-28-23
R26/28:Very toxic by inhalation and if swallowed. 
R50/53:Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. 
R28:Very toxic if swallowed. 
R23 :Toxic by inhalation.
Safety Statements: 1/2-36/37/39-45-60-61 
S1/2:Keep locked up and out of the reach of children. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. 
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: 2588
RTECS: GZ1253000
PackingGroup: III
A poison by ingestion and inhalation routes. Low toxicity by skin contact. When heated to decomposition it emits toxic vapors of NOx, F, and Cl.

Specification

  Cyclopropanecarboxylicacid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-,cyano(4-fluoro-3-phenoxyphenyl)methyl ester , its cas register number is 68359-37-5. It also can be called (1RS,3SR)-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate ; 3-(2,2-Dichloroethenyl)-2,2-diethylcyclopropanecarboxylic acid cyano(4-fluoro-3-phenoxyphenyl)methyl ester ; Bay-fcr 1272 ; Baythroid ; Baythroid H ; Cyano(4-fluoro-3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethyl-cyclopropanecarboxylate ; Cyfluthine ; Cyfoxylate ; Eulan SP ; Responsar ; Solfac ; Syfrutrin ;
 Tempo 2 . Cyclopropanecarboxylicacid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-,cyano(4-fluoro-3-phenoxyphenyl)methyl ester (CAS NO.68359-37-5) is a viscous amber partly crystalline oil.