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Permethrin (cis/trans mixture)

CAT: 0572-TRC-P288500-1GSize: 1 gDry Ice: NoHazardous: No
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CAT#:0572-TRC-P288500-1GSize:1 g
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CAS Number
52645-53-1
Synonyms
Cyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, (3-phenoxyphenyl)methyl ester; (3-Phenoxyphenyl)methyl 2,2-dimethyl-3-(2,2-dichlorovinyl)cyclopropanecarboxylate; 3-Phenoxybenzyl 2,2-dimethyl-3-(2,2-dichlorovinyl)cyclopropanecarboxylate; 3-Phenoxybenzyl 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate; Acticin; Adion; Ambush; Aninsen Per-30; Anomethrin N; Antiborer 3768; Aqua-Kontrol; Astro; Bansect; Bematin 987; BioKill; Butox 50; Chinetrin; Cooper; Coopex; Corsair; Damminix; Dancide PS 150; Dichlorophenothrin; Diffusil H; Dragnet; Dragnet FT; Dragon; Ecsumin; Ectiban; Efmethrin; Eliminator Ant, Flea & Tick Killer; Elimite; Eulan SPA; Everwood PC 30W; Exmin; FMC 33297; FMC 41655; ICI-PP 557; Imperator; InfectoPedicul; Insectal Plus; Insorbcid MP; Ipitox; JF 7065; Kaleait; Kavil; Kestrel; Kestrel (pesticide); Kudos; Last Call; Lyclear; MP 79; MP 79 (ester); Mitin BC; NIA 33297; NRDC 143; Nedax; Nix; Nix (insecticide); PP 557; Perigen; Perigen 500; Perigen Defense; Perigen W; Perm-UP; Permanone; Permanone 40; Permanone 80; Permanone 90; Permasect; Permectin II; Permethrin; Permethrin I; Permethrin II; Permethrine; Permitrine; Pertrin E; Piredam; Pounce; Preventol HS 75; Pulvex; Pynosect; Repel Permanone; Riapan A; Ridect Pour-On; S 3151; SBP 1513; SBP 15131TEC; Sharkesuper; Skintex MR-III; Smite EC 10; Spartan; Spartan (pesticide); Stomoxin; Stomozan; Tanalith T; Timbertreat ICP 5; WL 43479; m-Methoxybenzyl 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate; m-Phenoxybenzyl 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate; GW418275X
Hazard Statement
Harmful if swallowed; UN number: UN3077; Packing Group: III
Purity
>95% (HPLC)
Smiles
CC1(C)C(C=C(Cl)Cl)C1C(=O)OCc2cccc(Oc3ccccc3)c2
Molecular Formula
C21 H20 Cl2 O3
Molecular Weight
391.29
InChI
InChI=1S/C21H20Cl2O3/c1-21(2)17(12-18(22)23)19(21)20(24)25-13-14-7-6-10-16(11-14)26-15-8-4-3-5-9-15/h3-12,17,19H,13H2,1-2H3
Additionnal Information
IUPAC name: (3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate
Shipping Conditions
Room Temperature
Storage Conditions
-20°C

Chemical Information

Permethrin

Permethrin is a cyclopropanecarboxylate ester in which the esterifying alcohol is 3-phenoxybenzyl alcohol and the cyclopropane ring is substituted with a 2,2-dichlorovinyl group and with gem-dimethyl groups. It has a role as an agrochemical, an ectoparasiticide, a pyrethroid ester insecticide, a pyrethroid ester acaricide and a scabicide. It is a cyclopropanecarboxylate ester and a member of cyclopropanes. It is functionally related to a 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylic acid.

CAS Number52645-53-1
PubChem CID40326
IUPAC Name(3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate
Molecular FormulaC21H20Cl2O3
Molecular Weight391.3
XLogP6.5
Topological Polar Surface Area35.5
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count3
Rotatable Bond Count7
Heavy Atom Count26
Formal Charge0
Complexity521
SMILES
CC1(C(C1C(=O)OCC2=CC(=CC=C2)OC3=CC=CC=C3)C=C(Cl)Cl)C
InChI
InChI=1S/C21H20Cl2O3/c1-21(2)17(12-18(22)23)19(21)20(24)25-13-14-7-6-10-16(11-14)26-15-8-4-3-5-9-15/h3-12,17,19H,13H2,1-2H3
InChIKey
RLLPVAHGXHCWKJ-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Permethrin
CAS: 52645-53-1
CID: 40326
Formula: C21H20Cl2O3
MW: 391.3
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight391.3
XLogP36.5
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count3
Rotatable Bond Count7
Exact Mass390.0789499
Monoisotopic Mass390.0789499
Topological Polar Surface Area35.5 Ų
Heavy Atom Count26
Formal Charge0
Complexity521
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count2
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes