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68359-37-5

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68359-37-5 Usage

Description

Different sources of media describe the Description of 68359-37-5 differently. You can refer to the following data:
1. Cyfluthrin is a broad-spectrum synthetic pyrethroid insecticide with both contact and poison action. It is first registered by EPA in 1987 and found in both restricted use and general-use insecticides. Cyfluthrin is used for a wide array of pests in agriculture, in and around the home, and in food handling establishments. These pests include cutworms, ants, silverfish, cockroaches, termites, grain beetles, weevils, mosquitoes, fleas, flies, corn earworms, tobacco budworm, codling moth, European corn borer, cabbageworm, loopers, armyworms, boll weevil, alfalfa weevil, Colorado potato beetle, and many others. Cyfluthrin is also used in public health situations and for structural pest control. Cyfluthrin is neurotoxic. It could cause organ inflammation in many animal studies and induce skin paresthesia, as well as reproductive problems. Also, Cyfluthrin is highly toxic to fish, aquatic organisms and bees.
2. Cyfluthrin is a pyrethroid insecticide and a modulator of voltage-gated sodium channels (Nav). It slowly activates rat recombinant Nav1.8 channels, delays inactivation by longer than 40 ms, and induces persistent tail currents in channels expressed in X. laevis oocytes. It also decreases the mean burst rate in rat primary neurons (IC50 = 0.99 μM, respectively). Cyfluthrin is toxic to various insects, including A. melinus, G. ashmeadi, E. eremicus, and E. formosa (LC50s = 7, 67, 96, and 63 ng/ml, respectively) and the A. sinensis mosquito (LC50 = 0.446 ppm). It is also toxic to A. mellifera honeybees (LD50 = 0.22 ppm), affecting locomotor activity and wing fanning behavior with an increase in the mean bout duration of time spent upside down, indicating disruption of the righting reflex, and a decrease in wing fanning behavior when administered at a dose of 10 ng/bee. Formulations containing cyfluthrin have been used for the control of insects in agriculture and for non-commercial purposes.

References

https://www.beyondpesticides.org http://onlinelibrary.wiley.com http://pmep.cce.cornell.edu https://en.wikipedia.org/wiki/Cyfluthrin http://dissemination.echa.europa.eu

Chemical Properties

In pure form this chemical may be colorless crystalline solid or powder. Commercial is a yellowish paste or viscous, yellowish-brown oil. Aromatic odor.

Uses

Cyfluthrin is used to control a wide range of insects, especially Lepidoptera, in cereals, fruit, vegetables and cotton. It is also used against migratory locusts and grasshoppers, in stored products, in public health situations and in animal health.

Definition

ChEBI: A carboxylic ester obtained by formal condensation between 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylic acid and (4-fluoro-3-phenoxyphenyl)(hydroxy)acetonitrile.

General Description

A viscous amber partly crystalline oil. Used as an insecticide.

Reactivity Profile

Cyfluthrin is a pyrethrine derivative. Incompatible with azocyclotin, and perhaps other azo compounds and organometallics.

Agricultural Uses

Insecticide: Cyfluthrin is a non-systemic insecticide used to control a variety of chewing and sucking insects on cotton, hops, cereals, corn, peanuts, fruit, potatoes and other crops and vegetables. It is also used o control structural pests such as termites.

Trade name

AZTEC?; ATTATOX?; BAY FCR 1272?; BAYTHROID?; BAYTHROID? H; BAYTHROID? TECHNICAL; BUG-B-GON?; CONTUR?; CYLATHRIN?; EULAN SP?; FCR 1272?; INTUDER?; INTUDER HPX?; LASER?; RENOUNCE?; RESPONSAR?; SOLFAC?; TEMPO?; TEMPO? H; TEMPO? 20WP

Potential Exposure

Cyfluthrin is a synthetic pyrethroid, nonsystemic insecticide used to control a variety of chew- ing and sucking insects on cotton, hops, cereals, corn, pea- nuts, fruit, potatoes, and other crops and vegetables. It is also used to control structural pests such as termites. Cyfluthrin can be found in both Restricted Use Pesticides (RUP) and General Use Pesticides (GUP) category. It is also a nitrile.

Metabolic pathway

The non-enzymatic hydrolyzed products of 14C- cyfluthrin are isolated and identified by the incubation reaction mixture of a buffer solution. The products are derived from the hydrolysis of the ester linkage of cyfluthrin via cyanhydrin. This results in the corresponding aldehyde which undergoes both oxidation and reduction to give rise to carboxylic acid and benzyl alcohol, respectively.

Shipping

UN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required. UN3349 (pyrethroid pesticide, solid, toxic)/151 Pyrethroid pesticide, solid toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous material UN3439 Nitriles, solid, toxic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required.

Degradation

Cyfluthrin is a stable compound but it is hydrolysed at high pH. DT50 values in water at 22 °C at pH 4, 7 and 9 were 25-117, 11-20, and 3-7 days, respectively (PM). Under aqueous photolysis conditions (but using UV light and acetonitrile in the solution), its half-life was 12 days. The benzldehyde (3, 3%) (Scheme 1) and the benzoic acid (5, 9%) were detected at 144 hours (PSD). On a soil surface in light, the initial half-life was 2 days. At day 9, 62% of the radioactivity was recovered as: cyfluthrin (36%)) 3 (2%), 5 (4%) and unidentified components (PSD). The compound was stable on a soil surface in the dark.

Incompatibilities

May react violently with strong oxidi- zers, bromine, 90% hydrogen peroxide, phosphorus trichloride, silver powders, or dust. Incompatible with silver compounds. Mixture with some silver compounds forms explosive salts of silver oxalate. Nitriles may polymerize in the presence of metals and some metal compounds. They are incompatible with acids; mixing nitriles with strong oxidizing acids can lead to extremely violent reactions. Nitriles are generally incompatible with other oxidizing agents such as peroxides and epoxides. The combination of bases and nitriles can produce hydrogen cyanide. Nitriles are hydrolyzed in both aqueous acid and base to give car- boxylic acids (or salts of carboxylic acids). These reactions generate heat. Peroxides convert nitriles to amides. Nitriles can react vigorously with reducing agents. Acetonitrile and propionitrile are soluble in water, but nitriles higher than propionitrile have low aqueous solubility. They are also insoluble in aqueous acids .

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.

Check Digit Verification of cas no

The CAS Registry Mumber 68359-37-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,8,3,5 and 9 respectively; the second part has 2 digits, 3 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 68359-37:
(7*6)+(6*8)+(5*3)+(4*5)+(3*9)+(2*3)+(1*7)=165
165 % 10 = 5
So 68359-37-5 is a valid CAS Registry Number.

68359-37-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name cyfluthrin

1.2 Other means of identification

Product number -
Other names (RS)-α-cyano-4-fluoro-3-phenoxybenzyl (1RS)-cis-trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:68359-37-5 SDS

68359-37-5Synthetic route

cyfluthrin
68359-37-5

cyfluthrin

A

2-(4-fluoro-3-phenoxyphenyl)-2-hydroxyethanenitrile
76783-44-3

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

B

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

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

C

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

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;
cyfluthrin
68359-37-5

cyfluthrin

A

4-fluoro-3-phenoxybenzaldehyde
68359-57-9

4-fluoro-3-phenoxybenzaldehyde

B

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

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

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

68359-37-5Relevant articles and documents

Chiral stability of synthetic pyrethroid insecticides

Liu, Weiping,Qin, Sujie,Gan, Jianying

, p. 3814 - 3820 (2007/10/03)

Synthetic pyrethroids are chiral compounds consisting of multiple stereoisomers. Evaluation of enantioselectivity in environmental fate and ecotoxicity requires analytical methods that preserve stereoisomer integrity during analysis. In this study, we characterized the stability of stereoisomers from four commonly used pyrethroids, cis-bifenthrin (cis-BF), permethrin (PM), cypermethrin (CP), and cyfluthrin (CF), during gas chromatography (GC) analysis and sample preparation. Stereoisomers of cis-BF and PM were found to be stable, but those of CP and CF were unstable, under heat or in water. Isomer conversion occurred only at the aC in CP or CF, causing the analyte stereoisomer to convert to an epimer. At a GC inlet temperature of 260°C, about 9% conversion occurred for CP and CF. In organic solvents and sterile water, stereoisomers of cis-BF and PM were stable, but slow isomer conversion was observed for CP and CF in water at ambient temperature. However, isomer conversion for CP and CF was relatively insignificant (2-3%) when the GC inlet temperature was kept at ≤ 180°C or when on-column injection was used. Isomer conversion at the αC in water suggests that abiotic processes may also contribute to enantioselectivity observed in the environment for pyrethroids with the asymmetric αC.

Wood preservatives

-

, (2008/06/13)

Wood preservatives having biocidal properties which include quaternary ammonium compounds of general formula (I): wherein R1 is a C8-18-alkyl group or an optionally substituted benzyl group, R2 is a C8-18-alkyl group, R3 is a C1-4-alkyl group or a group of the formula —[CH2—CH2—O]n—H, R4 is a C1-4-alkyl group, n is a number from 0.5 to 8, preferably from 1 to 5, and A?is the anion of an organic carboxylic acid which contains 2 to 12 C atoms and carries at least one hydroxyl, amino or sulfonic acid group. The wood preservatives also penetrate deeply into the wood without the use of pressure, and have only a mild corrosive action on metals. Furthermore, a process for treating timbers with these compositions, concentrates for the preparation thereof, the use of new and known quaternary ammonium compounds in wood preservatives and new quaternary ammonium compounds and their use as biocides.

Anti-fouling compositions

-

, (2008/06/13)

An anti-fouling composition comprising a carrier, and a binder, the improvement which comprises an effective amount of at least one insecticide. The composition is applied to the surfaces of articles which come into contact with seawater or brackish water, especially wood. Other conventional anti-fouling agents may also be present.

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