ChemicalBook CAS DataBase List 68085-85-8

68085-85-8

Name	Cyhalothrin
CAS	68085-85-8
EINECS(EC#)	268-450-2
Molecular Formula	C23H19ClF3NO3
MDL Number	MFCD00144031
Molecular Weight	449.85
MOL File	68085-85-8.mol

Synonyms

pp563 saber grenade ici146814 ici-pp563 Clocythrin Cyhalothlin Cyhalothrin cyhalothrine Lamoh-cyhalothrin (1R)-trans-&gamma Cyhalothrin (karate) cyhalothrin solution (1R)-trans-(E)-&gamma LAMBDA-CYHALOTHRIN, TC 95% Cyhalothrinsolution,100ppm Cyhalothrin (isomer mixture) Cyhalothrin Solution, 1000ppm Cyhalothrin@100 μg/mL in Acetone Cyhalothrin@1000 μg/mL in Acetone cyan(3-phenoxyphenyl)methylester. Cyhalothrin Soution in Acetonitrile yl)-2,2-dimethylcyclopropanecarboxylate Cyhalothrin, 100 μg /μL in acetonitrile nyl)-2,2-dimethylcyclopropanecarboxylate oro-1-propenyl)-2,2-dimethylcyclopropanecarboxylate. cyclopropanecarboxylicacid,3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimeth (rs)-alpha-cyano-3-phenoxybenzyl(z)-(1rs,3rs)-(2-chloro-3,3,3-trifluoropropen [1alpha,3alpha(z)]-(+-)-cyano-(3-phenoxyphenyl)methyl3-(2-chloro-3,3,3-triflu 3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropanecarboxylicacid (rs)-alpha-cyano-3-phenoxybenzyl(z)-(1rs)-cis-3-(2-chloro-3,3,3-trifluoroprope (RS)-ALPHA-CYANO-3-PHENOXYBENZYL(Z)-(1RS,3RS)-3-(2-CHLORO-3,3,3-TRIFLUOROPROPENYL)-2,2-DIMETHYLCYCLOPR alpha-cyano-3-phenoxybenzyl 3-(2-chloro-3,3,3-trifluoroprop-1-enyl)-2,2-dimethylcyclopropanecarboxylate cyano(3-phenoxyphenyl)methyl 3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropanecarboxylate cyano-3-phenoxybenzyl (1s+1r)-cis-3-(z-2-chloro-3,3,3-trifluoroprop-1-enyl)-2,2-dimethyl cyclopropanecarboxylate 3-[(Z)-2-Chloro-3,3,3-trifluoro-1-propenyl]-2,2-dimethylcyclopropanecarboxylic acid α-cyano-3-phenoxybenzyl ester 3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropanecarboxylic acid cyano(3-phenoxyphenyl) methyl ester (RS)-ALPHA-CYANO-3-PHENOXYBENZYL(Z)-(1RS,3RS)-3-(2-CHLORO-3,3,3-TRIFLUOROPROPENYL)-2,2-DIMETHYLCYCLOPROPANECARBOXYLATE Cyclopropanecarboxylic acid, 3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethyl-, cyano(3-phenoxyphenyl)methyl ester Cyclopropanecarboxylic acid, 3-(2-chloro-3,3,3-trifluoro-1-propen-1-yl)-2,2-dimethyl-, cyano(3-phenoxyphenyl)methyl ester 2,2-Dimethyl-3-[(Z)-2-chloro-3,3,3-trifluoro-1-propenyl]cyclopropane-1-carboxylic acid (3-phenoxyphenyl)cyanomethyl ester (1S,3S)-3-[(1Z)-2-Chloro-3,3,3-trifluoro-1-propenyl]-2,2-dimethylcyclopropanecarboxylicacid(R)-cyano(3-phenoxyphenyl)methylester

Chemical Properties

Melting point	<10 °C
Boiling point	187-190 °C(Press: 0.2 Torr)
density	1.25 g/cm3(Temp: 25 °C)
vapor pressure	1×10^-6pa 20°C
Fp	2 °C
storage temp.	2-8°C
solubility	Chloroform (Slightly), DMSO (Slightly)
form	Solid
Water Solubility	0.004 mg l^-1 (20 °C)
color	White to Off-White
Henry's Law Constant	7.0×10^-1 mol/(m³Pa) at 25℃, HSDB (2015)
InChI	InChI=1S/C23H19ClF3NO3/c1-22(2)17(12-19(24)23(25,26)27)20(22)21(29)31-18(13-28)14-7-6-10-16(11-14)30-15-8-4-3-5-9-15/h3-12,17-18,20H,1-2H3
InChIKey	ZXQYGBMAQZUVMI-UHFFFAOYSA-N
SMILES	C1(C(OC(C#N)C2=CC=CC(OC3=CC=CC=C3)=C2)=O)C(C=C(Cl)C(F)(F)F)C1(C)C
EPA Substance Registry System	Cyhalothrin (68085-85-8)

Safety Data

Symbol(GHS)	GHS02,GHS07
Signal word	Danger
Hazard statements	H225-H302-H312-H319-H332-H412
Precautionary statements	P210-P273-P280-P305+P351+P338
Hazard Codes	F,Xn
Risk Statements	11-20/21/22-36-52/53 less more
Safety Statements	26-36/37-61-16 less more
RIDADR	2902
WGK Germany	2
HazardClass	6.1(b)
PackingGroup	III
Storage Class	6.1A - Combustible acute toxic Cat. 1 and 2 very toxic hazardous materials
Hazard Classifications	Acute Tox. 1 Inhalation Acute Tox. 3 Oral Aquatic Acute 1 Aquatic Chronic 1 Eye Irrit. 2 Skin Irrit. 2 Skin Sens. 1B
Hazardous Substances Data	68085-85-8(Hazardous Substances Data)

Raw materials And Preparation Products

Hazard Information

Description

Cyhalothrin is a pyrethroid insecticide and acaricide. It has a low aqueous solubility and is not volatile. It may be environmentally persistent depending on local conditions. There is a low risk of cyhalothrin leaching to groundwater. It is highly toxic to fish and honeybees. Cyhalothrin has a moderate mammalian oral toxicity, an endocrine disrupter and an irritant.

Uses

Cyhalothrin is used mainly for ectoparasite control on animals. Lambda-cyhalothrin has public health use and is also used for the control of a variety of insect pests in potatoes (Colorado beetle), cereals, hops, vegetables, cotton and other crops.

Uses

Insecticide; acaricide.

Definition

ChEBI: A carboxylic ester obtained by formal condensation between 3-(2-chloro-3,3,3-trifluoroprop-1-en-1-yl)-2,2-dimethylcyclopropanecarboxylic acid and cyano(3-phenoxyphenyl)methanol.

Production Methods

The commercial production of cyhalothrin involves a sophisticated multi-step synthesis. The process begins with the preparation of (Z)-2-chloro-3,3,3-trifluoropropene, which is reacted with dimethylcyclopropanecarboxylic acid to form the cyclopropane acid intermediate. This intermediate is then chlorinated to produce the corresponding acid chloride, which undergoes esterification with α-cyano-3-phenoxybenzyl alcohol in the presence of a cyanide source. The resulting mixture contains several stereoisomers of cyhalothrin.

General Description

Colorless solid. Insoluble in water. Used as a wide spectrum insecticide.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Cyhalothrin(68085-85-8) is a trifluoromethyl pyrethrine derivative.

Mechanism of action

Non-systemic with contact and stomach action. Some repellant properties. Sodium channel modulator.

Metabolic pathway

Cyhalothrin is similar in structure to cypermethrin but with one of the chlorine atoms replaced by a trifluoromethyl group. This substitution appears to result in greater lipophilicity. Cyhalothrin is used in animal health and the more active isomer mixture, lambda-cyhalothrin, has the main crop use. Only a limited amount of information has been published in the scientific literature. What is available indicates that the metabolism and environmental fate of the cyhalothrins are very similar to those of cypermethrin. Both compounds have been the subject of UK Pesticide Safety Directorate evaluations (referred to as PSD in parentheses below).

Degradation

Cyhalothrin is stable to decomposition and to cis-trans isomerisation for at least 4 years in the dark. It is a photostable pyrethroid. It is hydrolysed at high pH to afford the acid (2) and the cyanohydrin (3) which decomposes to 3-phenoxybenzaldehyde (4,3PBAl).

Pesticide Type

Insecticide; Acaricide; Veterinary substance

Supplier

Nanjing Sunlida Biological Technology Co., Ltd.

Telephone025-57798810 18652991625

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TianJin Alta Scientific Co., Ltd.

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Hubei Jusheng Technology Co.,Ltd

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Alta Scientific Co., Ltd.

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Shanghai Synchem Pharma Co., ltd

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Shanghai YuanYe Biotechnology Co., Ltd.

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Raw material medicin reagent co.,Ltd

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UHN Shanghai Research & Development Co., Ltd.

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Beijing OKA biological technology co., LTD

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Shenzhen Polymeri Biochemical Technology Co., Ltd.

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Hefei TNJ Chemical Industry Co.,Ltd.

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Dayang Chem (Hangzhou) Co.,Ltd.

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Baoji Guokang Healthchem Co., Ltd.

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SIMAGCHEM CORP

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Chemwill Asia Co.,Ltd.

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Ningbo Disheng Chemical Co., Ltd.

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Hebei Chuanghai Biotechnology Co., Ltd

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Wuhan xinyangruihe Chemical Technology Co., Ltd.

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