Permethrin
Also known as Pounce, Permethrine, Permetrina
Key facts
What buyers check first
- Appearance
- Colorless crystals to a viscous liquid, Color, white to pale yellow
- Melting point
- <20
- Boiling point
- >290
- Density
- Relative density (water = 1): 1.2
- Solubility
- In water, 0.0111 mg/L at 20 °C, pH 7.0-9.3 (OECD Method 105)
- HS code
- 291620
- Category
- Insecticides and acaricides
- UN number
- UN 3077

What is Permethrin?
Plain description, key identifiers and synonyms
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.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- (3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate
- CAS number
- 52645-53-1 CAS number cross-checkedOther or deprecated CAS: 52341-32-9, 52341-33-0, 93389-07-2
- EC number
- 258-067-9
- Molecular formula
- C21H20Cl2O3
- UNII
- 509F88P9SZ
- MDL number
- MFCD00041809
- InChIKey
- RLLPVAHGXHCWKJ-UHFFFAOYSA-N
- 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
- SMILES (canonical and isomeric)
- CC1(C(C1C(=O)OCC2=CC(=CC=C2)OC3=CC=CC=C3)C=C(Cl)Cl)C
Synonyms
- Pounce
- Permethrine
- Permetrina
- Elimite
- Kudos
- (3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate
- Permethrinum
- Acticin
- Ambushfog
- Chinetrin
- Corsair
- Dragnet
- Ecsumin
- Ectiban
- Efmethrin
- Imperator
- Kaleait
- Kestrel
- Lyclear
- Outflank
- Perigen
- Permasect
- Perthrine
- Quamlin
- Stomoxi
Show all 39 synonymsShow fewer synonyms
- Stomoxin
- Stomozan
- Coopex
- Cosair
- Eksmin
- Exsmin
- Ipitox
- Picket
- Pramex
- Exmin
- Expar
- Kafil
- Kavil
- Anomethrin N
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
| Appearance | Colorless crystals to a viscous liquid, Color, white to pale yellowexp.Measured value |
|---|---|
| Melting point | <20exp.Measured value |
| Boiling point | >290exp.Measured value |
| Density | Relative density (water = 1): 1.2exp.Measured value |
| Solubility | In water, 0.0111 mg/L at 20 °C, pH 7.0-9.3 (OECD Method 105)exp.Measured value |
| Vapour pressure | Cis-isomers 2.9 × 10⁻³ mPa at 25 °C, trans-isomers 9.2 × 10⁻⁴ Pa at 25 °Cexp.Measured value |
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 391.29 g/molcalc.Computed value |
|---|---|
| Exact mass | 390.079 Dacalc.Computed value |
| LogP (octanol/water) | 6.11calc.Computed value |
| Topological polar surface area | 35.53 Ųcalc.Computed value |
| Hydrogen bond donors | 0calc.Computed value |
| Hydrogen bond acceptors | 3calc.Computed value |
| Rotatable bonds | 6calc.Computed value |
| Heavy atoms | 26calc.Computed value |
| Rings | 3calc.Computed value |
| Aromatic rings | 2calc.Computed value |
| Fraction sp3 carbons | 0.29calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 2calc.Computed value |
| Lipinski rule of five | Passes (1 violation)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
Safety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H302Harmful if swallowed.
- H317May cause an allergic skin reaction.
- H332Harmful if inhaled.
- H400Very toxic to aquatic life.
- H410Very toxic to aquatic life with long lasting effects.
Precautionary statements (17)
- P261Avoid breathing dust, fume, gas, mist, vapours or spray.
- P264Wash skin thoroughly after handling.
- P270Do not eat, drink or smoke when using this product.
- P271Use only outdoors or in a well-ventilated area.
- P272Contaminated work clothing should not be allowed out of the workplace.
- P273Avoid release to the environment.
- P280Wear protective gloves, protective clothing, eye protection and face protection.
- P301 + P317If swallowed: Get medical help.
- P302 + P352If on skin: Wash with plenty of water.
- P304 + P340If inhaled: Remove person to fresh air and keep comfortable for breathing.
- P317Get medical help.
- P321Specific treatment (see supplemental first aid instructions on the label).
- P330Rinse mouth.
- P333 + P317If skin irritation or rash occurs: Get medical help.
- P362 + P364Take off contaminated clothing. And wash it before reuse.
- P391Collect spillage.
- P501Dispose of contents and container in accordance with local regulations.
- UN number
- UN 3077
- Transport hazard class
- 6.1
- Packing group
- III
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aidPermethrin suppliers
Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings
- India, Mumbai ManufacturerUnclaimed profilePermethrinGrade, purity and minimum order on requestPrice on request
- China, WuxiUnclaimed profilePermethrinGrade, purity and minimum order on requestPrice on request
- India ManufacturerUnclaimed profilePermethrinGrade, purity and minimum order on requestPrice on request
- China ManufacturerUnclaimed profilePermethrinGrade, purity and minimum order on requestPrice on request
- ChinaUnclaimed profilePermethrinGrade, purity and minimum order on requestPrice on request
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- India, Pune ManufacturerUnclaimed profilePermethrinGrade, purity and minimum order on requestPrice on request
- China, Shanghai ManufacturerUnclaimed profilePermethrinGrade, purity and minimum order on requestPrice on request
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- China ManufacturerUnclaimed profilePermethrinGrade, purity and minimum order on requestPrice on request
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Where suppliers are based
165 suppliers in 28 countries
- China37
- United States37
- India35
- Brazil7
- United Kingdom5
- Bangladesh4
- and 22 more countries
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Permethrin price
Indicative price range per kg from live supplier offers
Suppliers quote this chemical on request. Send one free request and compare quotes side by side.
Uses and applications
What the substance is used for, by industry and function
The pyrethroids are the most widely used class of insecticides in wood preservation because of their broad-spectrum activity, high efficacy especially against wood boring beetle, and high resistance to leaching. (Synthetic pyrethroids).
Insecticide, seed treatment/protectant.
It has a potential application for forest protection and vector control for the control of noxious insects in the household and on cattle, for the control of body lice, and in mosquito nets.
Use classes: Insecticides.
Industries and functions
Pharmacological actions
- Enzyme Inhibitors
- Insecticides
Roles
- acaricide
- agrochemical
- antibacterial agent
- antibacterial drug
- antiinfective agent
- antimicrobial agent
- antimicrobial drug
- antiparasitic agent
- biophysical role
- ectoparasiticide
- insecticide
- membrane transport modulator
- pesticide
- pharmaceutical
- pyrethroid ester acaricide
- pyrethroid ester insecticide
- pyrethroid insecticide
- scabicide
- sodium channel modulator
Functional uses
- Biocide
Pharmacology
Permethrin is a Pyrethroid.
How it is made
Permethrin can be produced by condensation of 3-phenoxybenzyl alcohol with (1RS)-cis/trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylic acid.
The starting acid is prepared by a variation of the conventional chrysanthemic acid synthesis using ethyldiazoacetate in which 1,1-dichloro-4-methyl-1,3-pentadiene is reacted with ethyldiazoacetate in the presence of a copper catalyst and the resulting ethyl (+,-)- cis,trans-2,2-dimethyl-3-(2,2-dichlorovinyl)cyclopropanecarboxylate hydrolysed to the free acid.
Read more
The cis- and trans-isomers can be separated from one another by selective crystallization from n-hexane in which the cis-isomer is more soluble. The starting acid is then reacted with 3-phenoxybenzyl alcohol to give permethrin.
Preparation of the racemic mixture: T. Mizutani et al, German patent 2437882 (1975 to Sumitomo), F. Mori et al, German patent 2544150, eidem, United States of America patent 4113968 (1976, 1978, both to Kuraray).
Regulatory status
Inventories, regulations and trade controls that list this substance
Europe
- EU harmonised classification (CLP Annex VI)Index no: 613-058-00-2
Health and food
- Active ingredient in FDA approved drug labels
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Permethrin is traded under.
Cyclanic, cyclenic or cycloterpenic monocarboxylic acids, their anhydrides, halides…
- Brazil20.3%
- United States15.7%
- India * partner reported12.8%
* Partner reported figures, a lower bound.
The HS code shown for Permethrin is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Permethrin, based on the data on this page
What is Permethrin?
What is the CAS number of Permethrin?
What is the molecular formula and weight of Permethrin?
What is Permethrin used for?
Is Permethrin hazardous?
What is the HS code of Permethrin?
Where can I buy Permethrin?
Where can I buy Permethrin in India?
What is the price of Permethrin?
Guides for buyers
Practical guides that help when you source, ship or handle Permethrin
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, Trade and logisticsShipping dangerous goods: UN numbers, classes and packing groupsHow the UN dangerous goods system works for chemicals, from the nine classes and UN numbers to packing groups, UN packaging marks, labels, documents and segregation.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.Read
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