ChemicalBook--->CAS DataBase List--->91465-08-6

91465-08-6

91465-08-6 Structure

91465-08-6 Structure
IdentificationMore
[Name]

Cyhalothrin
[CAS]

91465-08-6
[Synonyms]

COMMODORE(R)
CYHALOTHRIN
ICON
ICON(R)
KARATE
KARATE(R)
LAMBDA-CYHALOTHRIN
L-CYHALOTHRIN
MATADOR(R)
SENTINEL(R)
WARRIOR
3-(2-chloro-3,3,3-trifluoro-1-proneyl)-2,2-dimethyl-,cyano(3-phenoxyphenyl)methylester,(1.alphaCyclopropanecarboxylicacid
cyano(3-phenoxyphenyl)methylester,(1-alpha(s*),3-alpha(z))-(+-)-yl
cyhalothrin(lambda)
cyhalothrin,lambda
cyhalothrink
Lambacyhalothrin
Lambda-cyhalothrinpremix
a-cyano-3-phenoxybenzyl-3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethyl cyclopropanecarboxylate
Cyano-3-phenoxybenzyl(1S+1R)-cis-3-(z-2-chloro-3,3,3-trifluoroprop-1-enyl)-2,2-dimethyl cyclopropanecarboxylate
[EINECS(EC#)]

415-130-7
[Molecular Formula]

C23H19ClF3NO3
[MDL Number]

MFCD02181175
[Molecular Weight]

449.85
[MOL File]

91465-08-6.mol
Chemical PropertiesBack Directory
[Appearance]

olorless to beige powder; or viscous yellowish-brown liquid. Mild odor. Liquid formulations containing organic solvents may be flammable.
[Melting point ]

49.2°C
[Boiling point ]

187-190°C
[density ]

1.3225 (estimate)
[storage temp. ]

2-8°C
[solubility ]

Chloroform (Sparingly), DMSO (Slightly), Methanol (Slightly)
[form ]

neat
[color ]

White to off-white
[Merck ]

13,2787
[Henry's Law Constant]

5.0×101 mol/(m3Pa) at 25℃, Maniere et al. (2011)
[Stability:]

Light Sensitive
[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/b19-12-/t17-,18+,20-/m0/s1
[InChIKey]

ZXQYGBMAQZUVMI-GCMPRSNUSA-N
[SMILES]

CC1(C)[C@@H](\C=C(/Cl)C(F)(F)F)[C@H]1C(=O)O[C@H](C#N)c2cccc(Oc3ccccc3)c2
[LogP]

7.000
[CAS DataBase Reference]

91465-08-6(CAS DataBase Reference)
[NIST Chemistry Reference]

«LAMBDA»-cyhalothrin(91465-08-6)
[EPA Substance Registry System]

91465-08-6(EPA Substance)
Safety DataBack Directory
[Symbol(GHS) ]

Skull and Crossbones (GHS06)Environment (GHS09)
GHS06,GHS09
[Signal word ]

Danger
[Hazard statements ]

H301+H311-H330-H410
[Precautionary statements ]

P260-P264-P273-P280-P302+P352+P312-P304+P340+P310
[Hazard Codes ]

T+;N,N,T+,Xn
[Risk Statements ]

R21:Harmful in contact with skin.
R25:Toxic if swallowed.
R26:Very Toxic by inhalation.
R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
[Safety Statements ]

S1/2:Keep locked up and out of the reach of children .
S28:After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S38:In case of insufficient ventilation, wear suitable respiratory equipment .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S60:This material and/or its container must be disposed of as hazardous waste .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
S13:Keep away from food, drink and animal feeding stuffs .
[RIDADR ]

UN 2810 6.1/PG 3
[WGK Germany ]

3
[RTECS ]

GZ1227780
[REACH Registrations]

Inactive
[HazardClass ]

6.1
[PackingGroup ]

III
[Storage Class]

6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials
[Hazard Classifications]

Acute Tox. 2 Inhalation
Acute Tox. 3 Dermal
Acute Tox. 3 Oral
Aquatic Acute 1
Aquatic Chronic 1
[Toxicity]

LD50 (technical grade) in male, female rats (mg/kg): 79, 56 orally; 632, 696 dermally (Jutsum)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Hydrochloric acid-->Ethyl acetate-->N,N-Dimethylformamide-->Thionyl chloride-->tert-Butanol-->POTASSIUM CYANIDE-->Sulfurous Acid-->3-Phenoxybenzaldehyde-->3-Phenoxybenzyl alcohol-->Trifluoropropene-->Trichlorotrifluoroethane-->7-Chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

PP321(91465-08-6).msds
Hazard InformationBack Directory
[Potential Exposure]

Pyrethroid insecticide and acaridide used to control a variety of pests in many crops. Also used in structural pest situations. A United States Environmental Protection Agency Restricted Use Pesticide (RUP). Only cyhalothrin is banned for use in EU; not the lamda-isomer (CAS 68085-85-8).
[First aid]

If this chemical gets into the eyes, remove any contact lenses at once and irrigate immediately for at least 15 minutes, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts the skin, remove contaminated clothing and wash immediately with soap and water. Seek Medical attention immediately. If this chemical has been inhaled, remove from exposure, begin rescue breathing (using universal precautions) if breathing has stopped, and CPR if heart action has stopped. Transfer promptly to a medical facility. When this chemical has been swallowed, get medical attention. Give large quantities of water and induce vomiting. Do not make an unconscious person vomit.
[Shipping]

UN3349 Pyrethroid pesticide, solid toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous material. UN3082 Environmentally hazardous substances, liquid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous hazardous material, Technical Name Required.br UN3077 Environmentally hazardous substances, solid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous hazardous material, Technical Name Required.
[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. Hydrolyzed by water
[Chemical Properties]

olorless to beige powder; or viscous yellowish-brown liquid. Mild odor. Liquid formulations containing organic solvents may be flammable.
[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.
[Uses]

Insecticide.
[Uses]

Insecticide; pyrethrin analog
[Definition]

ChEBI:(1S)-cis-(alphaR)-cyhalothrin is a cyclopropanecarboxylate ester.
[Agricultural Uses]

Insecticide; acaridide: A U.S. EPA restricted Use Pesticide (RUP). Only cyhalothrin is banned for use in EU; not lamda-isomer; CAS 68085-85-8). Used to control a variety of pests in many crops. Also used in structural pest situations..
[Trade name]

CHARGE®; COMMODORE®; DEMAND®; DEMAND CS®; DOUBLE BARREL®; EXCALIBER®; GRENADE®; HALLMARK®; ICON®; IMPASSE®; KARATE®; MATADOR®; NINJA®; PP321®; RATE®; SABER®; SAMURAI®; SCIMITAR®; SENTINEL®; WARRIOR®
[Mechanism of action]

Non-systemic, contact and stomach action. Some repellant properties. Sodium channel modulator.
[Synthesis]

Taking 3-phenoxy-4-fluorobenzaldehyde as raw material, cis-cis-cyfluthrin was prepared by dropwise addition of dichlorochrysanthemoyl chloride (cis-chloroyl chloride), and then the cis-cis-cyfluthrin was prepared by using cyclohexane, n-heptane and iso

[Metabolic pathway]

The solution and solid-phase photodecomposition of cyhalothrin involves E/Z and cis/trans isomerization reactions and frees radical processes leading to decarboxylation, ester cleavage, proton abstraction, oxygen scavenging, and reactions with solvent- generated radicals. The major degradation products are decarboxylated analogs which are also isomerized at the cyclopropyl and vinyl groups. In vitro incubation of 14C-cyhalothrin with honey bee mid-guts yields the principal metabolite identified as 4-hydroxy-3-phenoxybenzyl alcohol with a small amount of 3-phenoxybenzoic acid. In vivo metabolism with honey bees shows the major metabolites 4'-hydroxy-and 2'-hydroxy-3-phenoxybenzyl alcohols and 4'-hydroxy-3-phenoxybenzoic acid. Prochloraz delays the metabolism, detoxication, and excretion of cyhalothrin by inhibition of microsomal oxidation, effectively enhancing the toxicity to the honey bee.
[Pesticide Type]

Insecticide
Questions And AnswerBack Directory
[Description]

Cyhalothrin is a broad-spectrum pesticide and acaricide that is used to control a wide range of pests in a variety of applications. It belongs to the pyrethroid, a class of synthetic insecticides which has the similar structure and insecticidal activity of the naturally occurring insecticide pyrethrum, derived from the flowers of chrysanthemums. It is commercially used for controlling insects on non-food crops, greenhouses, hospitals, and crops, such as cotton, cereals, hops, ornamentals, potatoes, vegetables, etc. and it targets various kinds of pests, including aphids, Colorado beetles and butterfly larvae. Besides, it is effective to used in public health applications to control insects identified as potential disease vectors, such as cockroaches, mosquitoes, ticks, and flies.
Registered with the EPA in 1988, Cyhalothrin is often preferred as an active ingredient in insecticides because it is proved to be mostly insoluble in water, which is an unlikely water contaminant. It is also nonvolatile, which makes it remain effective for extended periods of time.
[References]

https://en.wikipedia.org/wiki/Cyhalothrin
http://pmep.cce.cornell.edu/profiles/extoxnet/haloxyfop-methylparathion/lambda-cyhalothrin-ext.html
http://www.toxipedia.org/display/toxipedia/Lambda-Cyhalothrin
Spectrum DetailBack Directory
[Spectrum Detail]

Cyhalothrin(91465-08-6)1HNMR
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