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26002-80-2

26002-80-2 Structure

26002-80-2 Structure
IdentificationMore
[Name]

Phenothrin
[CAS]

26002-80-2
[Synonyms]

3-PHENOXYBENZYL(1R)-CIS,TRANS-2,2-DIMETHYL-3-(2-METHYLPROP-1-ENYL)-CYCLOPROPANECARBOXYLATE
3-PHENOXYBENZYL-(+/-)-CIS,TRANS-CHRYSANTHEMATE
3-PHENOXYBENZYL D-CIS,TRANS-CHRYSANTHEMATE
CYCLOPROPANECARBOXYLIC ACID, 2,2-DIMETHYL-3-(2-METHYL-1-PROPENYL)-(3-PHENOXYPHENYL) METHYL ESTER, (1R)
D-(CIS AND TRANS)PHENOTHRIN
D-(CIS-TRANS)-PHENOTHRIN
D-PHENOTHRIN
D-PHENOTHRIN(R)
PHENOTHRIN
SUMITHRIN
SUMITHRIN(R)
(.+/-.)-Phenoxybenzyl-cis,trans-chrysanthemate
(+)-(z,e)-leste
(+)-cis,trans-phenothrin
(+)-trans,cis-fenothrin
(3-phenoxyphenyl)methyl2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropane-carbo
(3-phenoxyphenyl)methyl-2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarbox
(3-phenoxyphenyl)methyl2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxy
1rs,3sr)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate.
2,2-dimethyl-3-(2-methyl-1-propenyl)-cyclopropanecarboxylicaci(3-phenoxyp
[EINECS(EC#)]

247-404-5
[Molecular Formula]

C23H26O3
[MDL Number]

MFCD00078716
[Molecular Weight]

350.45
[MOL File]

26002-80-2.mol
Chemical PropertiesBack Directory
[Appearance]

Pale yellow to yellow-brown liquid
[Melting point ]

25°C
[Boiling point ]

444.44°C (rough estimate)
[density ]

d2525 1.06
[refractive index ]

nD25 1.5483
[storage temp. ]

0-6°C
[solubility ]

Chloroform (Sparingly), Ethyl Acetate (Slightly)
[form ]

neat
[color ]

Pale yellow to yellow brown liquid
[Stability:]

Stable. Combustible. Incompatible with strong oxidizing agents. Light sensitive.
[Water Solubility ]

2mg/L(30 ºC)
[BRN ]

8788185
[Henry's Law Constant]

1.5×100 mol/(m3Pa) at 25℃, MacBean (2012)
[Major Application]

pharmaceutical
[InChI]

1S/C23H26O3/c1-16(2)13-20-21(23(20,3)4)22(24)25-15-17-9-8-12-19(14-17)26-18-10-6-5-7-11-18/h5-14,20-21H,15H2,1-4H3
[InChIKey]

SBNFWQZLDJGRLK-UHFFFAOYSA-N
[SMILES]

C\C(C)=C\C1C(C(=O)OCc2cccc(Oc3ccccc3)c2)C1(C)C
[CAS DataBase Reference]

26002-80-2(CAS DataBase Reference)
[NIST Chemistry Reference]

Phenothrin(26002-80-2)
[EPA Substance Registry System]

26002-80-2(EPA Substance)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)Environment (GHS09)
GHS07,GHS09
[Signal word ]

Warning
[Hazard statements ]

H302+H312+H332-H410
[Precautionary statements ]

P261-P273-P280-P301+P312-P302+P352+P312-P304+P340+P312
[Hazard Codes ]

Xn,N
[Risk Statements ]

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

S13:Keep away from food, drink and animal feeding stuffs .
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 .
[RIDADR ]

UN 3082 9/PG 3
[WGK Germany ]

3
[RTECS ]

GZ1975000
[HS Code ]

29162090
[Storage Class]

10 - Combustible liquids
[Hazard Classifications]

Acute Tox. 4 Dermal
Acute Tox. 4 Inhalation
Acute Tox. 4 Oral
Aquatic Acute 1
Aquatic Chronic 1
[Hazardous Substances Data]

26002-80-2(Hazardous Substances Data)
[Toxicity]

LD50 orl-rat: >10 g/kg YKYUA637,1481,86
Hazard InformationBack Directory
[General Description]

Pale yellow to yellow-brown liquid. Non corrosive. Used as an insecticide.
[Reactivity Profile]

A pyrethroid derivative.
[Air & Water Reactions]

Insoluble in water. Hydrolyzed by alkalis.
[Potential Exposure]

d-Phenenothrin is a pyrethroid insecticide whic is used world-wide to control household insects and to protect stored grain. It is frequently formulated with other insecticides and is formulated in a number of carriers (aerosols, oil, dust, emulsifiable concentrates), and in powders, shampoos and lotion.
[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]

UN3082 Environmentally hazardous substances, liquid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous hazardous material, Technical Name Required. UN3349 Pyrethroid pesticide, solid toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous material. UN3352 Pyrethroid pesticide, liquid toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials.
[Incompatibilities]

Keep away from alkaline materials. May react violently with strong oxidizers, 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. Compounds of the carboxyl group react with all bases, both inorganic and organic (i.e., amines) releasing substantial heat, water and a salt that may be harmful. Incompatible with arsenic compounds (releases hydrogen cyanide gas), diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides (releasing heat, toxic and possibly flammable gases), thiosulfates and dithionites (releasing hydrogen sulfate and oxides of sulfur).
[Description]

Phenothrin is pale yellow to yellow–brown clear liquid with a faint characteristic odor.
[Chemical Properties]

Pale yellow to yellow-brown liquid
[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]

ectoparasiticide
[Uses]

Insecticide.
[Uses]

Phenothrin is an insecticide used in commercial and industrial settings, medical institutions, and other institutional settings. Phenothrin is formulated for use in greenhouses, homes, and gardens, and in recreational areas. Additionally, phenothrin has public health uses, specifically its use for vector control for mosquitoes both indoor and outdoor.
[Definition]

ChEBI: Phenothrin is a cyclopropanecarboxylate ester. It has a role as a pyrethroid ester insecticide. It is functionally related to a chrysanthemic acid.
[Agricultural Uses]

Insecticide: Used world-wide to control household insects and to protect stored grain. It is frequently formulated withother insecticides and is formulated in a number of carriers (aerosols, oil, dust, emulsifiable concentrates), and in powders, shampoos and lotion.
[Trade name]

FORTE®; MULTICIDE-2154®; OMS 1809®; OMS 1810®; PHENOXYTHRIN®; PT-515; S-2539®; SUMETHRIN®; SUMITHRIN®; WELLCIDE® Note: The U.S. EPA currently lists 724 active or canceled products, 242 of which are active. Most products are for residential flying insect control, e.g., fleas, wasps, flies, mosquitoes. Not approved for use in EU countries[115]. Registered for use in the U.S. and Canada
[Mechanism of action]

Non-systemic with rapid contact and stomach action. Sodium channel modulator. Blocks nerve impulse transmission.
[Safety Profile]

Low toxicity by ingestion and skin contact. When heated to decomposition it emits acrid smoke and irritating vapors.
[Synthesis]

Commercially available chrysanthemic acid (231) was converted to the corresponding acyl chloride 232 in 99% yield. Further condensation with 3- phenoxyphenyl methanol (233) in pyridine provided phenothrin (XXVIII) in 96% yield.

Synthesis_26002-80-2

[Environmental Fate]

Routes and pathways relevant physicochemical Phenothrin is a pale yellow to brown clear liquid with a faint characteristic odor. Its reported solubility is very low<9.7 mg l-1 at 25 °C. It has a low vapor pressure of 1.43 × 10-7 mmHg at 21 C, and a calculated Henry’s Law constant of 6.80  10-6 atm-m3 mol-1. The octanol/water partition coefficient for phenothrin is 1.03 × 106 (log Kow ? 6.01 at 20 °C).
[Toxicity evaluation]

Acute oral LD50 for rats: >5,000 mg/kg
[Pesticide Type]

Insecticide; Veterinary substance
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

2,2-Dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylic acid (3-phenoxyphenyl)methyl ester(26002-80-2).msds
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

26002-80-2(sigmaaldrich)
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