| Identification | Back Directory | [Name]
Cyhalothrin | [CAS]
68085-85-8 | [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 | [EINECS(EC#)]
268-450-2 | [Molecular Formula]
C23H19ClF3NO3 | [MDL Number]
MFCD00144031 | [MOL File]
68085-85-8.mol | [Molecular Weight]
449.85 |
| Chemical Properties | Back Directory | [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) |
| Hazard Information | Back Directory | [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 |
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