Product Name

  • Name

    Cypermethrin

  • EINECS 257-842-9
  • CAS No. 52315-07-8
  • Article Data31
  • CAS DataBase
  • Density 1.329 g/cm3
  • Solubility insoluble in water
  • Melting Point 60-80 °C
  • Formula C22H19Cl2NO3
  • Boiling Point 511.3 °C at 760 mmHg
  • Molecular Weight 416.304
  • Flash Point 263 °C
  • Transport Information UN 2810 6.1/PG 3
  • Appearance Viscous semisolid
  • Safety 24-36/37/39-60-61-2-36-26-16
  • Risk Codes 20/22-37-50/53-43-37/38-22-36-20/21/22-11
  • Molecular Structure Molecular Structure of 52315-07-8 (Cypermethrin)
  • Hazard Symbols HarmfulXn, DangerousN, FlammableF
  • Synonyms Agrometrin;Agrothrin;Almetrin;Ambush C;Ambush CY;Ammo;Ammo (pesticide);Ardap;Asymmethrin;Bandit;Barrage;Barricade;Barricade(insecticide);Battery (insecticide);Cilcord;Colt;Creokhin;Cybil;Cymbush;Cymet;Cympa-Ti;Cymperator;Cyperco;Cyperkill;Demon;Demon TC;Dimcyp;Drago;EXP 5598;Ecofleece SheepDip (Non-OP);Ectomin;Ectopor;Excis;FMC 30980;FMC 45497;FMC 45806;Fenom;Flytick;Fury;JF 5705F;Kordon;Kral;Neramethrin;Neramethrin EC 50;Cyclopropanecarboxylicacid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, cyano(3-phenoxyphenyl)methyl ester;Peststop B;Peststop B 5SC;Polytrin;Prevail;Prevail (pesticide);Prevail FT;RU 27998;Ripcord;Ripcord10;SF 06646;Sherpa;Supermethrin;Supersect;Toppel;Trofy;Ustaad;Vucht424;WL 8517;Zetamethrin;a-Cyano-m-phenoxybenzyl3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate;
  • PSA 59.32000
  • LogP 6.17798

Synthetic route

alpha-cyano-3-phenoxybenzyl p-toluene sulphonate

alpha-cyano-3-phenoxybenzyl p-toluene sulphonate

3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylic acid
55701-05-8

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

cypermethrine
52315-07-8

cypermethrine

Conditions
ConditionsYield
With tetrabutylammomium bromide; potassium carbonate In water; toluene99%
With tetrabutylammomium bromide In water; toluene
permethric acid chloride
52314-67-7

permethric acid chloride

3-Phenoxybenzaldehyde
39515-51-0

3-Phenoxybenzaldehyde

cypermethrine
52315-07-8

cypermethrine

Conditions
ConditionsYield
In tetrahydrofuran; dichloromethane; water95.5%
With sodium hydroxide In diethylene glycol dimethyl ether; water90%
With sodium hydroxide In tetrahydrofuran; water
In cyclohexane; water
sodium cyanide
773837-37-9

sodium cyanide

permethric acid chloride
52314-67-7

permethric acid chloride

3-Phenoxybenzaldehyde
39515-51-0

3-Phenoxybenzaldehyde

cypermethrine
52315-07-8

cypermethrine

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane at 35 - 40℃; for 4h;93.1%
...Expand
3-Phenoxybenzaldehyde
39515-51-0

3-Phenoxybenzaldehyde

cypermethrine
52315-07-8

cypermethrine

Conditions
ConditionsYield
In dichloromethane; permethric acid chloride; water; acetonitrile90%
In n-heptane; water
1,4-dioxane
123-91-1

1,4-dioxane

permethric acid chloride
52314-67-7

permethric acid chloride

3-Phenoxybenzaldehyde
39515-51-0

3-Phenoxybenzaldehyde

cypermethrine
52315-07-8

cypermethrine

Conditions
ConditionsYield
In water81%
...Expand
permethric acid chloride
52314-67-7

permethric acid chloride

3-phenoxy-benzoyl chloride
3586-15-0

3-phenoxy-benzoyl chloride

sodium cyanide
143-33-9

sodium cyanide

cypermethrine
52315-07-8

cypermethrine

Conditions
ConditionsYield
With sodium tetrahydroborate; tetrabutylammomium bromide In dichloromethane; water
...Expand
permethric acid chloride
52314-67-7

permethric acid chloride

sodium cyanide
143-33-9

sodium cyanide

3-Phenoxybenzaldehyde
39515-51-0

3-Phenoxybenzaldehyde

cypermethrine
52315-07-8

cypermethrine

Conditions
ConditionsYield
With N-butyl-N,N-dimethyl-(α-phenyl)ethylammonium bromide In water; 1,2-dichloro-ethane at 0 - 5℃; for 2.25h;
...Expand
1,4-diaza-bicyclo[2.2.2]octane
280-57-9

1,4-diaza-bicyclo[2.2.2]octane

permethric acid chloride
52314-67-7

permethric acid chloride

3-Phenoxybenzaldehyde
39515-51-0

3-Phenoxybenzaldehyde

cypermethrine
52315-07-8

cypermethrine

Conditions
ConditionsYield
With sodium carbonate In octane; water
With sodium carbonate In octane; water
...Expand
diazabicyclo[2.2.2]octane dihydrochloride

diazabicyclo[2.2.2]octane dihydrochloride

permethric acid chloride
52314-67-7

permethric acid chloride

sodium carbonate
497-19-8

sodium carbonate

3-Phenoxybenzaldehyde
39515-51-0

3-Phenoxybenzaldehyde

cypermethrine
52315-07-8

cypermethrine

Conditions
ConditionsYield
In n-heptane; water
In n-heptane; water
...Expand
permethric acid chloride
52314-67-7

permethric acid chloride

3-(cyclohexylamino)propanesulfonic acid
1135-40-6

3-(cyclohexylamino)propanesulfonic acid

3-Phenoxybenzaldehyde
39515-51-0

3-Phenoxybenzaldehyde

cypermethrine
52315-07-8

cypermethrine

Conditions
ConditionsYield
With sodium carbonate In n-heptane; water
...Expand
2-hydroxy-2-(3-phenoxyphenyl)acetonitrile
39515-47-4

2-hydroxy-2-(3-phenoxyphenyl)acetonitrile

cypermethrine
52315-07-8

cypermethrine

Conditions
ConditionsYield
With hydrogenchloride; sodium hydroxide; sodium chloride In water; toluene
3-(cyanohexylamino)propanesulfonic acid

3-(cyanohexylamino)propanesulfonic acid

permethric acid chloride
52314-67-7

permethric acid chloride

3-Phenoxybenzaldehyde
39515-51-0

3-Phenoxybenzaldehyde

cypermethrine
52315-07-8

cypermethrine

Conditions
ConditionsYield
With sodium carbonate In n-heptane; water
...Expand
1-(dicyano-trimethylsiloxy)methyl-2,2-dimethyl-3-(2,2-dichlorovinyl)cyclopropane

1-(dicyano-trimethylsiloxy)methyl-2,2-dimethyl-3-(2,2-dichlorovinyl)cyclopropane

3-Phenoxybenzaldehyde
39515-51-0

3-Phenoxybenzaldehyde

cypermethrine
52315-07-8

cypermethrine

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran
3-(2,2-Dichloroethenyl)-2,2-dimethylcyclopropropanecarbonyl chloride

3-(2,2-Dichloroethenyl)-2,2-dimethylcyclopropropanecarbonyl chloride

3-Phenoxybenzaldehyde
39515-51-0

3-Phenoxybenzaldehyde

cypermethrine
52315-07-8

cypermethrine

Conditions
ConditionsYield
With sodium hydroxide In N-methyl-acetamide; water
2-oxo-2-(3-phenoxy-α-cyano-benzyloxy)-5,5-dimethyl-1,3,2-dioxa-phosphorinane
77489-12-4

2-oxo-2-(3-phenoxy-α-cyano-benzyloxy)-5,5-dimethyl-1,3,2-dioxa-phosphorinane

diethylene glycol dimethyl ether
111-96-6

diethylene glycol dimethyl ether

3-(2,2-dichloro-vinyl)-2,2-dimethylcyclopropane-1-carboxylic acid sodium salt

3-(2,2-dichloro-vinyl)-2,2-dimethylcyclopropane-1-carboxylic acid sodium salt

cypermethrine
52315-07-8

cypermethrine

...Expand
methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

3-Phenoxybenzaldehyde
39515-51-0

3-Phenoxybenzaldehyde

3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylic acid
55701-05-8

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

cypermethrine
52315-07-8

cypermethrine

Conditions
ConditionsYield
With 1-methyl-pyrrolidin-2-one In toluene
...Expand
alpha-bromo-3-phenoxybenzeneacetonitrile
56338-23-9

alpha-bromo-3-phenoxybenzeneacetonitrile

3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylic acid
55701-05-8

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

cypermethrine
52315-07-8

cypermethrine

Conditions
ConditionsYield
With tetrabutylammomium bromide; potassium carbonate In water; toluene
3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylic acid
55701-05-8

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

cypermethrine
52315-07-8

cypermethrine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: phosgene; triethylamine / 2 h / 100 °C
2: 1,4-diaza-bicyclo[2.2.2]octane / 4 h / 35 - 40 °C
View Scheme
cypermethrine
52315-07-8

cypermethrine

A

2-hydroxy-2-(3-phenoxyphenyl)acetonitrile
39515-47-4

2-hydroxy-2-(3-phenoxyphenyl)acetonitrile

B

3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylic acid
55701-05-8

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

Conditions
ConditionsYield
With sodium phosphate buffer; Aspergillus niger ZD11 pyrethroid hydrolase In acetonitrile at 30℃; pH=6.8; Enzyme kinetics;
With sodium phosphate buffer; Klebsiella sp. ZD112 pyrethroid-hydrolyzing esterase In acetonitrile at 30℃; pH=7.0; Enzyme kinetics;
With carboxylesterase EstSt7 from Sulfolobus tokodaii strain 7; water In ethanol at 80℃; pH=9; Kinetics; Enzymatic reaction;
cypermethrine
52315-07-8

cypermethrine

A

[(S)-cyano-(3-phenoxyphenyl)methyl](1R,3S)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate
488113-10-6

[(S)-cyano-(3-phenoxyphenyl)methyl](1R,3S)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate

B

(R)-α-cyano-3-phenoxybenzyl (1R,3R)-trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate
66841-24-5

(R)-α-cyano-3-phenoxybenzyl (1R,3R)-trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate

C

(+)-(S)-α-cyano-3-phenoxybenzyl (1R)-cis-3-(2,2-dichlorovinyl)-2, 2-dimethylcyclopropanecarboxylate
65731-84-2

(+)-(S)-α-cyano-3-phenoxybenzyl (1R)-cis-3-(2,2-dichlorovinyl)-2, 2-dimethylcyclopropanecarboxylate

D

(R)-α-cyano-3-phenoxybenzyl (1R)-cis-3-(2,2-dichlorovinyl)-2,2-dimethyl-cycloprpanecarboxylate

(R)-α-cyano-3-phenoxybenzyl (1R)-cis-3-(2,2-dichlorovinyl)-2,2-dimethyl-cycloprpanecarboxylate

Conditions
ConditionsYield
Resolution of stereoisomers;
...Expand
C54H76N9O38(3-)*3Na(1+)

C54H76N9O38(3-)*3Na(1+)

cypermethrine
52315-07-8

cypermethrine

C54H76N9O38(3-)*3Na(1+)*C22H19Cl2NO3

C54H76N9O38(3-)*3Na(1+)*C22H19Cl2NO3

Conditions
ConditionsYield
In water at 40℃; for 24h; Sonication;

beta-Cypermethrin Chemical Properties

IUPAC Name: [Cyano-(3-phenoxyphenyl)methyl]3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate 
Empirical Formula: C22H19Cl2NO3
Molecular Weight: 416.2972
Canonical SMILES: CC1(C(C1C(=O)OC(C#N)C2=CC(=CC=C2)OC3=CC=CC=C3)C=C(Cl)Cl)C
InChI: InChI=1S/C22H19Cl2NO3/c1-22(2)17(12-19(23)24)20(22)21(26)28-18(13-25)14-7-6-10-16(11-14)27-15-8-4-3-5-9-15/h3-12,17-18,20H,1-2H3
InChIKey: KAATUXNTWXVJKI-UHFFFAOYSA-N
EINECS: 257-842-9 
storage temp.: −20°C
Water Solubility: insoluble
Stability: Stable. Incompatible with bases, strong oxidizing agents. 
Index of Refraction: 1.621
Molar Refractivity: 110.24 cm3
Molar Volume: 313.1 cm3
Surface Tension: 55.3 dyne/cm
Density: 1.329 g/cm3
Flash Point: 263 °C
Enthalpy of Vaporization: 78.23 kJ/mol
Boiling Point: 511.3 °C at 760 mmHg
Vapour Pressure: 1.43E-10 mmHg at 25 °C
Product Categories: Active Pharmaceutical Ingredients; Aromatics Compounds; INSECTICIDE; Aromatices; Heterocycles; Intermediates & Fine Chemicals; Pharmaceuticals; PyrethroidsMore...Close...; AcaricidesPesticides&Metabolites; Alpha sort; C; CAlphabetic; CO - CZMethod Specific; Endocrine Disruptors (Draft)Method Specific; EPA; Insecticides; Oeko-Tex Standard 100; Pesticides; Pesticides&Metabolites; PesticidesPesticides 
Appearance: Viscous Semisolid
Melting Point: 60-80 °C
Classification Code of Cypermethrin (CAS NO.52315-07-8): Agricultural Chemical; Insecticide; Insecticides; Mutation data; Pesticides; Reproductive Effect

beta-Cypermethrin Uses

 Cypermethrin (CAS NO.52315-07-8) is used as synthetic pyrethroid insecticide, usually exists as a mixture of cis and trans isomers.

beta-Cypermethrin Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
bird - domestic LD50 unreported 3gm/kg (3000mg/kg)   Defense des Vegetaux. Vol. 34, Pg. 3, 1980.
chicken LD50 oral 7gm/kg (7000mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: IRRITABILITY

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS		 JAT, Journal of Applied Toxicology. Vol. 7, Pg. 367, 1987.
chicken LD50 unreported 2gm/kg (2000mg/kg)   Defense des Vegetaux. Vol. 34, Pg. 3, 1980.
guinea pig LD50 oral 500mg/kg (500mg/kg)   Defense des Vegetaux. Vol. 34, Pg. 3, 1980.
hamster LD50 oral 400mg/kg (400mg/kg)   Defense des Vegetaux. Vol. 34, Pg. 3, 1980.
mammal (species unspecified) LD50 skin 2355mg/kg (2355mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 56(4), Pg. 83, 1991.
mouse LD50 intraperitoneal 25mg/kg (25mg/kg)   Indian Journal of Pharmacology. Vol. 22, Pg. 42, 1990.
mouse LD50 oral 24570ug/kg (24.57mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS		 Journal of Environmental Biology. Vol. 11, Pg. 331, 1990.
rabbit LD50 oral 1500mg/kg (1500mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS		 Journal of Environmental Biology. Vol. 11, Pg. 331, 1990.
rabbit LD50 skin > 2400mg/kg (2400mg/kg)   Pesticide Manual. Vol. 9, Pg. 208, 1991.
rat LC50 inhalation 7889mg/m3/4H (7889mg/m3)   Defense des Vegetaux. Vol. 39(236), Pg. 3, 1985.
rat LD50 intraperitoneal 404mg/kg (404mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: EXCITEMENT

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD		 Weisheng Dulixue Zazhi. Journal of Health Toxicology. Vol. 3, Pg. 184, 1989.
rat LD50 oral 57500ug/kg (57.5mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS		 Journal of Environmental Biology. Vol. 11, Pg. 331, 1990.
rat LD50 skin > 1600mg/kg (1600mg/kg)   "Agrochemicals Handbook," with updates, Hartley, D., and H. Kidd, eds., Nottingham, Royal Soc of Chemistry, 1983-86Vol. A110, Pg. 1984,
rat LD50 unreported 400mg/kg (400mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 49(10), Pg. 70, 1984.
rat LDLo intravenous 6mg/kg (6mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)		 Archives of Toxicology. Vol. 45, Pg. 325, 1980.

beta-Cypermethrin Safety Profile

Hazard Codes: HarmfulXn,DangerousN,FlammableF
Risk Statements: 20/22-37-50/53-43-37/38-22-36-20/21/22-11 
R20/22:Harmful by inhalation and if swallowed. 
R37:Irritating to respiratory system 
R50/53:Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. 
R43:May cause sensitization by skin contact. 
R37/38:Irritating to respiratory system and skin. 
R22:Harmful if swallowed. 
R36:Irritating to eyes. 
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed. 
R11:Highly flammable.
Safety Statements: 24-36/37/39-60-61-2-36-26-16 
S24:Avoid contact with skin. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. 
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. 
S2:Keep out of the reach of children. 
S36:Wear suitable protective clothing. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S16:Keep away from sources of ignition.
RIDADR: UN 2810 6.1/PG 3
WGK Germany: 3
RTECS: GZ1250000
HazardClass: 6.1(b)
PackingGroup; III

beta-Cypermethrin Specification

  Cypermethrin (CAS NO.52315-07-8), its Synonyms are (+)-alpha-Cyano-3-phenoxybenzyl-(+)-cis,trans-2,2-dichlorovinyl-2,2-Dimethylcyclopropanecarboxylate ; (+-)-alpha-Cyano-3-phenoxybenzyl 2,2-dimethyl-3-(2,2-dichlorovinyl)cyclopropane carboxylate ; (+-)-alpha-Cyano-3-phenoxybenzyl-(+-)-cis,trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropane carboxylate ; (RS)-alpha-Cyano-3-phenoxybenzyl (1RS)-cis,trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate ; 3-(2,2-Dichloroethenyl)-2,2-dimethylcyclopropanecarboxylic acid cyano(3-phenoxyphenyl)-, methyl ester ; AI3-29295 ; Agrothrin ; Ambush C ; Ambush CY ; Ammo ; Creokhin ; Cyano(3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcycloptopanecarboxylate ; Cyano(3-phenoxyphenyl)methyl 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate ; Cymbush ; Cympa-Ti ; Cymperator .

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