ChemicalBook--->CAS DataBase List--->39515-41-8

39515-41-8

39515-41-8 Structure

39515-41-8 Structure
IdentificationMore
[Name]

Fenpropathrin
[CAS]

39515-41-8
[Synonyms]

AMITOL
DANITOL
DIGITAL
FENOTHRIN
FENPROPATHRIN
Fenpropathrin emulsion
HERALD
MEOTHRIN
PLATINO
RODY
(RS)-.alpha.-Cyano-3-phenoxybenzyl-2,2,3,3-tetramethylcyclopropanecarboxylate
2,2,3,3-tetramethyl-cyclopropanecarboxylicacicyano(3-phenoxyphenyl)methyl
alpha-Cyano-3-phenoxybenzyl 2,2,3,3-tetramethyl-1-cyclopropanecarboxylate
alpha-cyano-3-phenoxybenzyl2,2,3,3-tetramethyl-1-cyclopropanecarboxylate
Cyano(3-phenoxyphenyl)methyl 2,2,3,3-tetramethylcyclopropanecarboxylate
Cyclopropanecarboxylicacid,2,2,3,3-tetramethyl-,cyano(3-phenoxyphenyl)methylester
danimen
danitolfiori
Danitrol
ef5804ecspray
[EINECS(EC#)]

254-485-0
[Molecular Formula]

C22H23NO3
[MDL Number]

MFCD00144305
[Molecular Weight]

349.42
[MOL File]

39515-41-8.mol
Chemical PropertiesBack Directory
[Melting point ]

47 °C
[Boiling point ]

483.6°C (rough estimate)
[density ]

1.1700 (rough estimate)
[refractive index ]

nD26 1.5283
[Fp ]

100 °C
[storage temp. ]

-20°C
[solubility ]

DMF: 30 mg/ml,DMSO: 30 mg/ml,Ethanol: 15 mg/ml
[form ]

A solid
[color ]

White to off-white
[Water Solubility ]

14.24ug/L(temperature not stated)
[Henry's Law Constant]

5.5×10-2 mol/(m3Pa) at 25℃, HSDB (2015)
[Major Application]

agriculture
environmental
[InChI]

1S/C22H23NO3/c1-21(2)19(22(21,3)4)20(24)26-18(14-23)15-9-8-12-17(13-15)25-16-10-6-5-7-11-16/h5-13,18-19H,1-4H3
[InChIKey]

XQUXKZZNEFRCAW-UHFFFAOYSA-N
[SMILES]

CC1(C)C(C(=O)OC(C#N)c2cccc(Oc3ccccc3)c2)C1(C)C
[CAS DataBase Reference]

39515-41-8(CAS DataBase Reference)
[NIST Chemistry Reference]

Cyclopropanecarboxylic acid, 2,2,3,3-tetramethyl-, cyano(3-phenoxyphenyl)methyl ester(39515-41-8)
[EPA Substance Registry System]

39515-41-8(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

T+,N
[Risk Statements ]

R21:Harmful in contact with skin.
R25:Toxic if swallowed.
R26:Very Toxic by inhalation.
R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
[Safety Statements ]

S28:After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) .
S36/37:Wear suitable protective clothing and gloves .
S38:In case of insufficient ventilation, wear suitable respiratory equipment .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
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 2811 6.1/PG 2
[WGK Germany ]

WGK 3
[RTECS ]

GZ2090000
[HS Code ]

29269090
[Storage Class]

6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials
[Hazard Classifications]

Acute Tox. 2 Inhalation
Acute Tox. 3 Oral
Acute Tox. 4 Dermal
Aquatic Acute 1
Aquatic Chronic 1
[Toxicity]

LC50 (24 hr) in rainbow trout: 76.7 ppb (Coats); LD50 in rats (mg/kg): 2.5 i.v. (Verschoyle); in male, female rats (mg/kg): 24-36, 18-24 orally (Crawford)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Thionyl chloride-->Sodium nitrite-->Pyridine-->Xylene-->Sodium cyanide-->Phenol-->Heptane-->3-Phenoxybenzaldehyde-->Permethric acid-->olefine ketone-->diazoacetic acid-->2,2,3,3-Tetramethylcyclopropanecarboxylic acid-->Cyclobutanone-->Cyclopropanecarbonyl Chloride
[Preparation Products]

Fenpropathrin+Phoxim,E.C.
Hazard InformationBack Directory
[General Description]

Yellowish to brown liquid or solid, depending on purity and temperature. Used as an acaricide and insecticide.
[Reactivity Profile]

A pyrethroid. This compound is an ester and nitrile. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides. Nitriles may polymerize in the presence of metals and some metal compounds. They are incompatible with acids; mixing nitriles with strong oxidizing acids can lead to extremely violent reactions. Nitriles are generally incompatible with other oxidizing agents such as peroxides and epoxides. The combination of bases and nitriles can produce hydrogen cyanide. Nitriles are hydrolyzed in both aqueous acid and base to give carboxylic acids (or salts of carboxylic acids). These reactions generate heat. Peroxides convert nitriles to amides. Nitriles can react vigorously with reducing agents. Acetonitrile and propionitrile are soluble in water, but nitriles higher than propionitrile have low aqueous solubility. They are also insoluble in aqueous acids.
[Air & Water Reactions]

In water, solubility is 14 ppm. Slowly oxidized in air. Decomposed by alkaline solutions.
[Description]

Fenpropathrin is a pyrethroid, non-systemic acaricide and insecticide used to control many species of mite and other insects. It has a low aqueous solubility and is considered to be moderately volatile. It may be persistent in both soil systems and water bodies depending upon local conditions. Based on its physico-chemical properties there is a low risk of leaching to groundwater. Fenpropathrin is highly toxic to bees, fish and aquatic invertebrates and moderately toxic to bird, earthworms and algae. It is also moderately toxic to humans via the oral route. In information on chronic health effects have been identified.
[Uses]

Insecticide, acaricide.
[Definition]

ChEBI: A cyclopropanecarboxylate ester obtained by formal condensation between 2,2,3,3-tetramethylcyclopropanecarboxylic acid and cyano(3-phenoxyphenyl)methanol.
[Production Methods]

Fenpropathrin is commercially produced through a multi-step chemical synthesis that involves esterification and cyclopropanation reactions. The process begins with the preparation of the alcohol intermediate, typically 3-phenoxybenzyl alcohol, which is then reacted with 2,2,3,3-tetramethylcyclopropane-1-carboxylic acid or its derivatives.
[Mechanism of action]

Non-systemic with contact and stomach action. Sodium channel modulator.
[Pesticide Type]

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

2,2,3,3-Tetramethylcyclopropane carboxylic acid cyano(3-phenoxyphenyl)methyl ester(39515-41-8).msds
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

39515-41-8(sigmaaldrich)
39515-41-8 suppliers list
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