26002-80-2

Basic information

• Product Name: Phenothrin
• Synonyms: (3-Phenoxyphenyl)methyl 2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate;3-Phenoxybenzyl (1R)-cis-trans-chrysanthemate;S-2539forte;d-(cis-trans)-Phenothrin 50mg [26002-80-2];(.+/-.)-Phenoxybenzyl-cis,trans-chrysanthemate;(+)-(z,e)-leste;(+)-cis,trans-phenothrin;(+)-trans,cis-fenothrin
• CAS NO: 26002-80-2
• Molecular Formula: C₂₃H₂₆O₃
• Molecular Weight: 350.45
• EINECS: 247-404-5
• Product Categories: Pyrethroids;SUMITHRIN;Alpha sort;Insecticides;N-PAlphabetic;P;PER - POLAPesticides;Pesticides&Metabolites
• Mol File: 26002-80-2.mol

Chemical Properties

• Melting Point: 25°C
• Boiling Point: 444.44°C (rough estimate)
• Flash Point: 186.6 °C
• Appearance: Pale yellow to yellow-brown liquid
• Density: d2525 1.06
• Refractive Index: nD25 1.5483
• Storage Temp.: 0-6°C
• Water Solubility: 2mg/L(30 oC)
• Stability: Stable. Combustible. Incompatible with strong oxidizing agents. Light sensitive.
• BRN: 8788185
• CAS DataBase Reference: Phenothrin(CAS DataBase Reference)
• NIST Chemistry Reference: Phenothrin(26002-80-2)
• EPA Substance Registry System: Phenothrin(26002-80-2)

Safety Data

• Hazard Codes: Xn,N
• Statements: 20/21/22-50/53
• Safety Statements: 13-60-61-24-23
• RIDADR: UN 3082 9/PG 3
• WGK Germany: 3
• RTECS: GZ1975000
• Hazardous Substances Data: 26002-80-2(Hazardous Substances Data)

Usage

Uses

Used in Ectoparasiticide Applications:
Phenothrin is used as an ectoparasiticide to control and eliminate parasites that live on the surface of the skin.
Used in Insecticide Applications:
Phenothrin is used as an insecticide to control and eliminate insects in various settings, including commercial and industrial settings, medical institutions, and other institutional settings.
Used in Commercial and Industrial Settings:
Phenothrin is used as an insecticide in commercial and industrial settings to control and eliminate insects that can cause damage to products and equipment.
Used in Medical Institutions:
Phenothrin is used as an insecticide in medical institutions to control and eliminate insects that can spread diseases and cause discomfort to patients.
Used in Greenhouses, Homes, and Gardens:
Phenothrin is used as an insecticide in greenhouses, homes, and gardens to control and eliminate insects that can damage plants and crops.
Used in Recreational Areas:
Phenothrin is used as an insecticide in recreational areas to control and eliminate insects that can cause discomfort and annoyance to people.
Used in Public Health:
Phenothrin is used for vector control for mosquitoes both indoor and outdoor to prevent the spread of diseases.
Used in Agricultural Applications:
Phenothrin is used as an insecticide worldwide to control household insects and 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 lotions.

Air & Water Reactions

Insoluble in water. Hydrolyzed by alkalis.

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

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.

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.

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).

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.

Toxicity evaluation

Acute oral LD50 for rats: >5,000 mg/kg

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).

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

Upstream product

• 10026-11-6 zirconium(IV) chloride 
• 10453-89-1 chrysanthemumic acid 
• 13826-35-2 3-Phenoxybenzyl alcohol 
• 13499-05-3 hafnium tetrachloride 
• 884846-74-6 vinyl 2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate 
• 79-37-8 oxalyl dichloride 
• 594-16-1 2,2-dibromopropane 
• 10231-96-6 1-carbethoxy-5-methylhexa-2,4-diene 
• 4489-12-7 3-(2-methyl-1-propenyl)-2,2-dimethylcyclopropanecarbonyl chloride 

Downstream Products

• 107686-50-0 (3-phenoxyphenyl)methyl (1RS,3SR)-3-(1-acetoxy-2,2-dichloro-3,3,3-trifluoropropyl)-2,2-dimethylcyclopropanecarboxylate 
• 107686-47-5 (3-phenoxyphenyl)methyl (1RS,3SR)-3-(2,2-dichloro-3,3,3-trifluoro-1-hydroxypropyl)-2,2-dimethylcyclopropanecarboxylate 
• 68086-49-7 (1R,3S)-3-((Z)-2-Chloro-3,3,3-trifluoro-propenyl)-2,2-dimethyl-cyclopropanecarboxylic acid 3-phenoxy-benzyl ester 

Relevant articles and documents

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