Esfenvalerate
Esfenvalerate Basic information
- Product Name:
- Esfenvalerate
- Synonyms:
-
- ASANA
- ASANA (TM)
- HALLMARK
- FERTIALPHA
- FORALPHA
- ESFENVALERATE
- Cyano-3-phenoxybenzyl (S)-2-(4-chlorophenyl)-3-methylbutyrate
- AMICIDIN SUPER
- CAS:
- 66230-04-4
- MF:
- C25H22ClNO3
- MW:
- 419.91
- EINECS:
- 613-911-9
- Product Categories:
-
- Insecticide
- EQ - EZMethod Specific
- PesticidesPesticides
- Alpha sort
- E
- E-GMethod Specific
- Endocrine Disruptors (Draft)Alphabetic
- EPA
- Insecticides
- Oeko-Tex Standard 100
- Pesticides&Metabolites
- Pyrethroids
- Mol File:
- 66230-04-4.mol
Esfenvalerate Chemical Properties
- Melting point:
- 59°C
- Boiling point:
- 151-167°C
- alpha
- D25 -15.0° (c = 2.0 in CH3OH)
- Density
- d2323 1.163
- vapor pressure
- 2×10-7 Pa (25 °C)
- refractive index
- 1.6500 (estimate)
- storage temp.
- 0-6°C
- solubility
- DMSO : 100 mg/mL (238.15 mM; Need ultrasonic)
- Water Solubility
- 0.002 mg l-1 (25 °C)
- form
- Solid
- color
- White to light yellow
- BRN
- 4275674
- LogP
- 6.220
- CAS DataBase Reference
- 66230-04-4(CAS DataBase Reference)
- NIST Chemistry Reference
- Benzeneacetic acid, 4-chloro-«alpha»-(1-methylethyl)-, cyano (3-phenoxyphenyl)methyl ester,(s-(r*,r*))-(66230-04-4)
- EPA Substance Registry System
- Esfenvalerate (66230-04-4)
Safety Information
- Hazard Codes
- T;N,N,T
- Risk Statements
- 23/25-43-50/53
- Safety Statements
- 24-36/37/39-45-60-61
- RIDADR
- UN 2811
- WGK Germany
- 3
- RTECS
- CY1576367
- HazardClass
- 6.1(b)
- PackingGroup
- III
- HS Code
- 29269090
- Hazardous Substances Data
- 66230-04-4(Hazardous Substances Data)
- Toxicity
- LC50 (96-hour) for fathead minnows 0.69 mg/L (Worthing and Hance, 1991); acute oral LD50 for rats 75 mg/kg (Hartley and Kidd, 1987).
MSDS
- Language:English Provider:Esfenvalerate
Esfenvalerate Usage And Synthesis
Description
Esfenvalerate is a synthetic pyrethoid insecticide – a class of pesticides originating from the chrysanthemum flower, which disrupt sodium channels. It has replaced fenvalerate, a less effective and more chronically toxic enantiomer. It can be used for general pest control, including spiders, fleas, scorpions, moths, beetles, etc. It is frequently applied on vegetable, nut, and non-crop products, often in combination with other active ingredients such as carbamate compounds and organophosphates. Product labels containing esfenvalerate include Sumi-Alpha, Hounddog, Sven, Asana, and Esfenvalerate 5EC, manufactured variously by BASF, Greencrop, and Standon.
Sources
http://pmep.cce.cornell.edu/profiles/extoxnet/dienochlor-glyphosate/esfenvalerate-ext.html
https://en.wikipedia.org/wiki/Esfenvalerate
https://www.domyown.com/esfenvalerate-c-114_374.html
https://en.wikipedia.org/wiki/Pyrethroid
https://www.sciencedirect.com/topics/agricultural-and-biological-sciences/esfenvalerate
https://sitem.herts.ac.uk/aeru/ppdb/en/Reports/269.htm
Chemical Properties
Viscous yellow or amber liquid or white or amber crystalline solid.
Uses
Esfenvalerate is the most potent insecticidal isomer of Fenvalerate (F279450), a pyrethroid insecticide used to control insects from food crops, animal feed and cotton products.
Uses
Insecticide.
Uses
Esfenvalerate possesses a broad range of insecticidal activity and it is used on cotton, fruit, vegetables and other crops.
Definition
ChEBI: Esfenvalerate is a fenvalerate. It has a role as a pyrethroid ester insecticide and an agrochemical.
Agricultural Uses
Insecticide: A U.S. EPA restricted Use Pesticide (RUP). Esfenvalerate is a synthetic insecticide used to control a wide range of pests such as moths, flies, beetles, and other insects. It is used on vegetable crops (soya beans, sugar cane), tree fruit, cotton, maize, sorghum and nut crops, and non-crop lands. It also is used on a wide variety of household pests. It is usually mixed with a wide variety of other types of pesticides such as carbamate compounds or organophosphates and has the naturally occurring compound fenvalerate for use in the U.S. Esfenvalerate is almost identical to fenvalerate. Much of the data for fenvalerate is applicable to the pesticide esfenvalerate because the two compounds contain the same components. The only differences in the two products are the relative proportions of the four separate constituents (isomers). Esfenvalerate has become the preferred compound because it requires lower application rates than fenvalerate, is less chronically toxic, and is a more powerful insecticide.
Trade name
AMERICARE®; ASANA®; ASANA-XL®; ASANA® DPX-YB656-84; ENFORCER®; EVERCIDE®; HALMARK®; OMS-3023®; S-1844®; S-5602 ALPHA®; SUMI-ALFA®; SUMI-ALPHA®; SS-PYDRIN®; SUMICIDIN A-ALPHA®
Potential Exposure
Esfenvalerate is a synthetic pyrethroid Insecticide used to control wide range of pests such as moths, flies, beetles, and other insects. It is used on vegetable crops (soya beans, sugar cane), tree fruit, cotton, maize, sorghum and nut crops, and noncrop lands. It also isused on a wide variety of household pests. It is usually mixed with a wide variety of other types of pesticides such as carbamate compounds or organophosphates and has the naturally occurring compound fenvalerate for use in the United States Esfenvalerate is almost identical to fenvalerate. Much of the data for fenvalerate is applicable to the pesticide esfenvalerate (E:0207) because the two compounds contain the same components. The only differences in the two products are the relative proportions of the four separate constituents (isomers). Esfenvalerate has become the preferred compound because it requires lower applications rates than fenvalerate, is less chronically toxic, and is a more powerful insecticide. A United States Environmental Protection Agency Restricted Use Pesticide (RUP). Incompatibilities: Oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); strong acids. Moisture may cause hydrolysis/ decomposition.
Environmental Fate
Chemical/Physical. May hydrolyze in aqueous solutions forming acetic acid and other compounds.
Metabolic pathway
Esfenvalerate is the 2SαS-isomer of fenvalerate (which is racemic). It possesses some small differences in physical properties when compared with the racemate. Overall, the degradation and metabolism of the two compounds are very similar. Reference should be made to the fenvalerate entry. An important exception, which is discussed fully in the latter entry, is that esfenvalerate does not form the cholesterol ester conjugate that has been shown to be responsible for granulomatous changes in several tissues on repeated dosing of fenvalerate.
Shipping
UN3349 Pyrethroid pesticide, solid toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous material. UN3352 Pyrethroid pesticide, liquid toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials
Degradation
Esfenvalerate is hydrolysed in aqueous alkali to its constituent acid and alcohol; the latter decomposes to 3-phenoxybenzaldehyde and cyanide ion as described for fenvalerate and cypermethrin. Photodecomposition occurs as for fenvalerate.
Incompatibilities
Oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); strong acids. Moisture may cause hydrolysis/ decomposition.
Waste Disposal
Incineration would be an effective disposal procedure where permitted. If an efficient incinerator is not available, the product should be mixed with large amounts of combustible material and contact with the smoke should be avoided. In accordance with 40CFR165, follow recommendations for the disposal of pesticides and pesticide containers
Esfenvalerate Preparation Products And Raw materials
Raw materials
EsfenvalerateSupplier
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Esfenvalerate(66230-04-4)Related Product Information
- 2-(4-Chlorophenyl)-3-methylbutyric acid
- (4-CHLOROMETHYLPHENYL)ACETIC ACID
- (3-Methoxyphenyl)acetonitrile
- Fenvalerate
- FEMA 2686
- 3-PHENOXYBENZALDEHYDE CYANOHYDRIN, 70 WT% SOLUTION IN ETHER
- 4-Chlorophenylacetic acid
- Esfenvalerate
- VALERATE
- Mandelonitrile
- ESFENVALERATE FREE ACID METABOLITE
- 2-HYDROXYPROPIONITRILE
- BENZYL PHENYLACETATE
- Methyl 4-chlorophenylacetate
- BENZYL-2-METHYLBUTYRATE
- ETHYL 4-CHLOROPHENYLACETATE
- Benzyl isobutyrate
- 3-PHENOXYPHENYLACETONITRILE