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CAS No.: | 52645-53-1 |
---|---|
Name: | Permethrin |
Article Data: | 34 |
Molecular Structure: | |
Formula: | C21H20Cl2O3 |
Molecular Weight: | 391.294 |
Synonyms: | Corsair;InsomniaInsorbcid MP;Ecsumin;Dragnet;Ectiban;Cyclopropanecarboxylic acid,3-(2,2-dichloroethenyl)-2,2-dimethyl-,(3-phenoxyphenyl)methyl ester;Riapan A;NIA 33297;S 3151;FMC 41655;Exmin;SBP 15131TEC;Damminix;Perigen;Perigen W;KaleCollards are also indexed at this headingKaleait;Pounce;Stomoxys calcitransStablefly is also indexed at this headingStomozan;MP 79;KestrelThis heading is used only when the specific taxonomycannot be established from the original documentKestrel (pesticide);NRDC 143;Chinetrin;Pertrin E;Imperator;Kavil;Bematin 987;JF 7065;ICI-PP 557;Anomethrin N;WL 43479;Kudos;Permasect;FMC 33297;m-phenoxybenzyl 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate;Permethrin; |
EINECS: | 258-067-9 |
Density: | 1.293 g/cm3 |
Melting Point: | 34-35 °C |
Boiling Point: | 465.9 °C at 760 mmHg |
Flash Point: | 159.4 °C |
Solubility: | insoluble in water |
Appearance: | Crystalline Solid |
Hazard Symbols: | Xn, N, T, F |
Risk Codes: | 20/22-43-50/53-39/23/24/25-23/24/25-11-51/53-36-20/21/22 |
Safety: | 13-24-36/37/39-60-61-45-36/37-16-7-26 |
Transport Information: | UN1230 3/PG 2 |
PSA: | 35.53000 |
LogP: | 6.11330 |
permethrin
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene In benzene Heating; | 100% |
tetra-n-butylphosphonium chloride
3-Phenoxybenzyl alcohol
4-(2,2-dichloroethenyl)dihydro-5,5-dimethyl-2(3H)-furanone
permethrin
Conditions | Yield |
---|---|
With potassium hydroxide; thionyl chloride In ice-water; toluene; benzene | 95% |
cis,trans methyl 2,2-dimethyl-3-(2',2'-dichlorovinyl)-cyclopropanecarboxylate
3-Phenoxybenzyl alcohol
B
permethrin
Conditions | Yield |
---|---|
With lithium methanolate In methanol; xylene at 100 - 145℃; for 12h; Heating / reflux; | A 0.1% B 94% |
With sodium methylate In methanol | A 1.1% B 81% |
Conditions | Yield |
---|---|
With 1-methyl-1H-imidazole; N,N,N,N,-tetramethylethylenediamine; potassium carbonate In potassium hydroxide at 20 - 25℃; for 1.5h; pH=11.5; Schotten-Baumann-type reaction; | 93% |
With 1-methyl-1H-imidazole; N,N,N,N,-tetramethylethylenediamine; potassium carbonate In acetonitrile at 0 - 25℃; for 2h; | 92% |
3-phenoxybenzyl 4,6,6,6-tetrachloro-3,3-dimethylhexanoate
permethrin
Conditions | Yield |
---|---|
With hydrogenchloride In tetrahydrofuran | 75% |
3-Phenoxybenzyl alcohol
permethrin
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: CH2Cl2 / 0.83 h / -78 - 20 °C 2: 100 percent / DBU / benzene / Heating View Scheme | |
pyridine In benzene |
permethrin
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 1.) (COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, -78 deg C, 30 min, 2.) CH2Cl2, -78 deg C, 15 min 2: CH2Cl2 / 0.83 h / -78 - 20 °C 3: 100 percent / DBU / benzene / Heating View Scheme |
permethrin
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: CH2Cl2 / 0.83 h / -78 - 20 °C 2: 100 percent / DBU / benzene / Heating View Scheme |
titanium(IV) isopropylate
cis,trans methyl 2,2-dimethyl-3-(2',2'-dichlorovinyl)-cyclopropanecarboxylate
3-Phenoxybenzyl alcohol
permethrin
Conditions | Yield |
---|---|
With nitrogen |
cis,trans methyl 2,2-dimethyl-3-(2',2'-dichlorovinyl)-cyclopropanecarboxylate
3-Phenoxybenzyl alcohol
permethrin
IUPAC Name: (3-phenoxyphenyl)methyl(1R,3R)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate
Molecular Formula: C21H20Cl2O3
Molecular Weight: 391.29 g/mol
EINECS: 258-067-9
Classification Code: Agricultural Chemical; Ectoparasiticide; Enzyme Inhibitors; Human Data; Insecticide; Insecticides; Mutation data; Pesticides; Reproductive Effect; Skin / Eye Irritant; Tumor data
Index of Refraction: 1.615
Molar Refractivity: 105.69 cm3
Molar Volume: 302.5 cm3
Surface Tension: 50.5 dyne/cm
Density: 1.293 g/cm3
Flash Point: 159.4 °C
Enthalpy of Vaporization: 72.76 kJ/mol
Boiling Point: 465.9 °C at 760 mmHg
Melting Point: 34-35 °C
storage temperature: 0-6 °C
Water Solubility: insoluble
Stability: Stable. Incompatible with strong oxidising agents.
Vapour Pressure of Permethrin (CAS NO.52645-53-1): 7.41E-09 mmHg at 25 °C
Permethrin (CAS NO.52645-53-1) is used as synthetic pyrethroid insectide, more stable to light and at least as active as the natural pyrethrins and with low mammalian toxicity.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
bird - domestic | LD50 | oral | 32gm/kg (32000mg/kg) | Defense des Vegetaux. Vol. 32, Pg. 168, 1978. | |
chicken | LD50 | oral | 7gm/kg (7000mg/kg) | BEHAVIORAL: TREMOR BEHAVIORAL: IRRITABILITY GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS | JAT, Journal of Applied Toxicology. Vol. 7, Pg. 367, 1987. |
duck | LD50 | oral | 11300mg/kg (11300mg/kg) | Defense des Vegetaux. Vol. 32, Pg. 168, 1978. | |
guinea pig | LD50 | oral | 4gm/kg (4000mg/kg) | "Agrochemicals Handbook," with updates, Hartley, D., and H. Kidd, eds., Nottingham, Royal Soc of Chemistry, 1983-86Vol. A316, Pg. 1984, | |
man | LD50 | unreported | > 4gm/kg (4000mg/kg) | Defense des Vegetaux. Vol. 32, Pg. 168, 1978. | |
man | TDLo | oral | 2270mg/kg (2270mg/kg) | BEHAVIORAL: COMA GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" | Journal of Toxicology, Clinical Toxicology. Vol. 36, Pg. 57, 1998. |
mouse | LC50 | inhalation | 685mg/m3 (685mg/m3) | Yakkyoku. Pharmacy. Vol. 30, Pg. 1635, 1979. | |
mouse | LD50 | intraperitoneal | 429mg/kg (429mg/kg) | Ecotoxicology and Environmental Safety. Vol. 18, Pg. 27, 1989. | |
mouse | LD50 | intravenous | 31mg/kg (31mg/kg) | Toxicology and Applied Pharmacology. Vol. 66, Pg. 153, 1982. | |
mouse | LD50 | oral | 424mg/kg (424mg/kg) | Ecotoxicology and Environmental Safety. Vol. 18, Pg. 27, 1989. | |
mouse | LD50 | skin | > 10gm/kg (10000mg/kg) | Yakkyoku. Pharmacy. Vol. 30, Pg. 1635, 1979. | |
mouse | LD50 | subcutaneous | 10gm/kg (10000mg/kg) | BEHAVIORAL: TREMOR BEHAVIORAL: ATAXIA | Bochu Kagaku. Scientific Pest Control. Vol. 41, Pg. 143, 1976. |
mouse | LD50 | unreported | 680mg/kg (680mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: COMA BEHAVIORAL: ATAXIA | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 53(9), Pg. 69, 1988. |
mouse | LDLo | intracrebral | 600ug/kg (0.6mg/kg) | Toxicology and Applied Pharmacology. Vol. 66, Pg. 290, 1982. | |
quail | LD50 | oral | 13500mg/kg (13500mg/kg) | Defense des Vegetaux. Vol. 32, Pg. 168, 1978. | |
rabbit | LD50 | oral | 4gm/kg (4000mg/kg) | "Agrochemicals Handbook," with updates, Hartley, D., and H. Kidd, eds., Nottingham, Royal Soc of Chemistry, 1983-86Vol. A316, Pg. 1984, | |
rabbit | LD50 | skin | > 2gm/kg (2000mg/kg) | Farm Chemicals Handbook. Vol. -, Pg. C233, 1991. | |
rat | LC50 | inhalation | 485mg/m3 (485mg/m3) | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 55(12), Pg. 21, 1990. | |
rat | LD | intravenous | > 270mg/kg (270mg/kg) | Nature. Vol. 246, Pg. 169, 1973. | |
rat | LD50 | oral | 383mg/kg (383mg/kg) | National Technical Information Service. Vol. AD-A047-284, | |
rat | LD50 | skin | 1750mg/kg (1750mg/kg) | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 53(9), Pg. 69, 1988. | |
rat | LD50 | subcutaneous | 6600mg/kg (6600mg/kg) | BEHAVIORAL: TREMOR BEHAVIORAL: ATAXIA | Bochu Kagaku. Scientific Pest Control. Vol. 41, Pg. 143, 1976. |
rat | LD50 | unreported | 537mg/kg (537mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: ATAXIA BEHAVIORAL: COMA | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 53(9), Pg. 69, 1988. |
Poison by inhalation, intravenous, and intracerebral routes. Moderately toxic by ingestion. Experimental reproductive effects. Mutation data reported. A skin irritant. When heated to decomposition it emits toxic fumes of Cl−. See also ESTERS.
Hazard Codes: Xn,N,T,F
Risk Statements: 20/22-43-50/53-39/23/24/25-23/24/25-11-51/53-36-20/21/22
R20/22:Harmful by inhalation and if swallowed.
R43:May cause sensitization by skin contact.
R50/53:Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed.
R39:Danger of very serious irreversible effects.
R11:Highly flammable.
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
R36:Irritating to eyes.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 13-24-36/37/39-60-61-45-36/37-16-7-26
S13:Keep away from food, drink and animal foodstuffs.
S24:Avoid contact with skin.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S60:This material and its container must be disposed of as hazardous waste.
S61:Avoid release to the environment. Refer to special instructions / safety data sheets.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S36/37:Wear suitable protective clothing and gloves.
S16:Keep away from sources of ignition.
S7:Keep container tightly closed.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
RIDADR: UN1230 3/PG 2
RTECS: GZ1255000
Permethrin (CAS NO.52645-53-1), its Synonyms are Cyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, (3-phenoxyphenyl)methyl ester ; Cyclopropanecarboxylic acid, 3-(2,2-dichlorovinyl)-2,2-dimethyl-, 3-phenoxybenzyl ester, (+-)-, (cis,trans)- ; Permethrin ; m-Phenoxybenzyl 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate ; Permethrinfog ; Anomethrin N . It is crystalline solid.