66230-04-4 Usage
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
Different sources of media describe the Uses of 66230-04-4 differently. You can refer to the following data:
1. 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.
2. Insecticide.
3. Esfenvalerate possesses a broad range of insecticidal activity and it
is used on cotton, fruit, vegetables and other crops.
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.
Check Digit Verification of cas no
The CAS Registry Mumber 66230-04-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,6,2,3 and 0 respectively; the second part has 2 digits, 0 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 66230-04:
(7*6)+(6*6)+(5*2)+(4*3)+(3*0)+(2*0)+(1*4)=104
104 % 10 = 4
So 66230-04-4 is a valid CAS Registry Number.
InChI:InChI=1/C25H22ClNO3/c1-17(2)24(18-11-13-20(26)14-12-18)25(28)30-23(16-27)19-7-6-10-22(15-19)29-21-8-4-3-5-9-21/h3-15,17,23-24H,1-2H3/t23-,24+/m1/s1
66230-04-4Relevant articles and documents
Process for preparing (S)- alpha-cyano-3-phenoxybenzyl-(S)-2-(4-chlorophenyl)-isovalerate
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Page/Page column 16; 17; 19-21; 24; 25, (2008/06/13)
The present invention relates to an environmentally benign process for the preparation of (S)-α-cyano-3-phenoxybenzyl-(S)-2-(4-chlorophenyl)isovalerate from its diastereomeric mixture (RS)-α-cyano-3-phenoxybenzyl-(S)-2-(4-chlorophenyl) isovalerate.
'Gelozymes' in organic synthesis. Part 2: Candida rugosa lipase mediated synthesis of enantiomerically pure (S)-cyano(3-phenoxyphenyl)methyl butyrate
Fadnavis, Nitin W.,Babu, Ravi Luke,Sheelu, Gurrala,Deshpande, Ashlesha
, p. 1695 - 1699 (2007/10/03)
Significant changes in enantioselectivity (E) have been observed when the butanoate ester of (±)-1-hydroxy-1-(3-phenoxyphenyl)acetonitrile was subjected to hydrolysis in acetate buffer (pH 4.5, E = 6.4) and alcoholysis with 1-butanol in hexane catalysed by Candida rugosa lipase (E = 45). Enantiomerically pure (S)-butanoate ester so obtained (e.e. 98.4%) was converted to the corresponding (S)-cyanohydrin using Pseudomonas cepacia (Amano Ps) gelozyme. This strategy overcomes the problem of separation of the unwanted (R)-ester from the (S)-cyanohydrin.
Halogen alkenyl azolyl microbicides
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, (2008/06/13)
Novel halogenoalkenyl-azolyl derivatives of the formula STR1 in which R1 represents optionally substituted alkyl, optionally substituted alkenyl, optionally substituted cycloalkyl, optionally substituted aryl or represents optionally substituted heteroaryl, R2 represents alkyl, halogenoalkyl, 1-hydroxyalkyl, 2-hydroxyalkyl, 1-hydroxyhalogenalkyl, 1-alkenyl or 2-alkenyl, X1 represents fluorine, chlorine, bromine or iodine, X2 represents fluorine, chlorine, bromine or iodine, and Y represents nitrogen or a CH group, and addition products thereof with acids or metal salts are very active as microbicides in plant protection and in the protection of materials.