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Allethrin

CAS No.
584-79-2
Chemical Name:
Allethrin
Synonyms
Esbioi;fmc249;nia249;oms468;D-TRANS;exthrin;fda1446;FMC 249;NIA 249;OMS 468
CBNumber:
CB6681269
Molecular Formula:
C19H26O3
Molecular Weight:
302.41
MDL Number:
MFCD00045443
MOL File:
584-79-2.mol
MSDS File:
SDS
Last updated:2024-10-30 20:13:01

Allethrin Properties

Melting point approximate 4℃
Boiling point 160°C
Density 1.01
vapor pressure 1.6×10-4 Pa (21 °C)
refractive index nD20 1.5040; nD30 1.5023
Flash point 66 °C
storage temp. 2-8°C
solubility Chloroform: Slightly Soluble
Water Solubility 2 mg l-1
form Viscous Liquid
color Clear amber
BRN 2294836
LogP 4.780
CAS DataBase Reference 584-79-2(CAS DataBase Reference)
EWG's Food Scores 3
FDA UNII 0X03II877M
NIST Chemistry Reference Bioallethrin(584-79-2)
EPA Substance Registry System Allethrin (584-79-2)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS09
Signal word  Warning
Hazard statements  H302+H332-H410
Precautionary statements  P273-P301+P312+P330-P304+P340+P312
Hazard Codes  Xn;N,N,Xn
Risk Statements  20/22-50/53-40
Safety Statements  36-60-61-36/37-24/25-23
RIDADR  UN 3082
WGK Germany  3
RTECS  GZ1925000
HazardClass  6.1(b)
PackingGroup  III
HS Code  29183000
Toxicity LD50 oral in rabbit: 4290mg/kg
NFPA 704
1
1 0

Allethrin price More Price(13)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 33309 Esbiothrin PESTANAL?,analyticalstandard 584-79-2 100mg $64.4 2024-03-01 Buy
Sigma-Aldrich 31489 Bioallethrin PESTANAL 584-79-2 250mg $40.6 2022-05-15 Buy
Cayman Chemical 24132 Allethrin ≥95% 584-79-2 50mg $36 2024-03-01 Buy
Cayman Chemical 24132 Allethrin ≥95% 584-79-2 100mg $66 2024-03-01 Buy
Sigma-Aldrich 33396 Allethrin mixture of stereo isomers 584-79-2 100mg $70.6 2024-03-01 Buy
Product number Packaging Price Buy
33309 100mg $64.4 Buy
31489 250mg $40.6 Buy
24132 50mg $36 Buy
24132 100mg $66 Buy
33396 100mg $70.6 Buy

Allethrin Chemical Properties,Uses,Production

Chemical Properties

Yellow Oil

Uses

Allethrin is a synthetic pyrethroid derivative used as an insecticide. Allethrin is commonly used in many household insecticide products due to its low toxicity towards humans.

Uses

Esbiothrin may be used as a reference standard for the determination of the analyte in electric-mosquito coils using gas chromatography (GC) technique.

Uses

The allethrins are used to control a wide range of insects in horticultural, household, public health and animal health situations. They have some limited use on ornamentals and vegetables (in combination with synergists).

Definition

Generic name for 2-allyl4-hydroxtcyclopenten-1-one ester of chrysanthemummonocarboxylic acid. A synthetic insecticide structurally similar to pyrethrin and used in the same manner. For other synthetic analogs, see barthrin, cyclethrin, ethythrin, furethrin. Pyrethrin I differs in having a 2,4-pentadienyl group in place of the allyl of allethrin.

General Description

A clear amber-colored viscous liquid. Insoluble and denser than water. Toxic by ingestion, inhalation, and skin absorption. A synthetic household insecticide that kills flies, mosquitoes, garden insects, etc.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Allethrin is an ester and ketone. 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. Ketones are reactive with many acids and bases liberating heat and flammable gases (e.g., H2). The amount of heat may be sufficient to start a fire in the unreacted portion of the ketone. Ketones react with reducing agents such as hydrides, alkali metals, and nitrides to produce flammable gas (H2) and heat. Ketones are incompatible with isocyanates, aldehydes, cyanides, peroxides, and anhydrides. They react violently with aldehydes, HNO3, HNO3 + H2O2, and HClO4.

Health Hazard

Highly toxic, may be fatal if inhaled, swallowed or absorbed through skin. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.

Fire Hazard

Non-combustible, substance itself does not burn but may decompose upon heating to produce corrosive and/or toxic fumes. Containers may explode when heated. Runoff may pollute waterways.

Agricultural Uses

Insecticide: Allethrin is used almost exclusively to control flying and crawling insects in homes and industrial locations. Used extensively in pet animal shampoos, to treat lice in humans and in home and industrial sprays for flying insects, mosquitos, etc. It is available as mosquito coils, mats, oil formulations and as an aerosol spray. It may be hazardous to the environment; special attention should be given to fish and honey bees. Not currently registered in the U.S. Not approved for use in EU countries. Depending on CAS registry number there are probably >100 global suppliers.

Trade name

BIOALLETHRIN®; BIOALLETHRIN TECHNICAL®; d-CISALLETHRIN®; ESBIOTHRIN®; EXTHRIN® FMC 249®; NIA 249®; OMS 468®; PYNAMIN®; PYNAMIN-FORTE®; PYRESIN®; PYRESYN®; PYREXCEL®; PYROCIDE®; SBP 1382/ BIOALLETHRIN CONCENTRATE®

Contact allergens

Pyrethroids, also called pyrethrinoids, are neurotoxic synthetic compounds used as insecticides, with irritant properties. Cypermethrin and fenvalerate have been reported as causing positive allergic patch tests, but only fenvalerate was relevant in an agricultural worker.

Safety Profile

Poison by intravenous, intracerebral, and intraperitoneal routes. Moderately toxic by ingestion and skin contact. An allergen. An insecticide. It can cause liver and kidney damage by all routes of entry into the body. Lung congestion may occur due to exposure. Local contact may cause contact dermatitis. Inhalation may cause asthma, coughing, wheezing, running nose and eyes. Mutation data reported. See also ALLYL COMPOUNDS and ESTERS. Slight fire hazard. When heated to decomposition it emits acrid fumes.

Metabolic pathway

Allethrin was the first synthetic pyrethroid. Its stereochemistry is RS(cyclopentenyl)lRcis-trans. It was further developed as bioallethrin (RSlRtvuns) and then as S-bioallethrin (SlRtvuns), the most potent of the three. All are very sensitive to light and are used almost entirely indoors. Thus, there is only a limited amount of information on their environmental fate published in the literature. Information on photodegradation and on metabolism in insects and rodents has been reported.

Degradation

The allethrins are reasonably stable but they are sensitive to base hydrolysis forming chrysanthemic acid (2) and 3-allyl-2-methyl-4- oxocyclopent-2-enol(3, allethrolone). The DT50 of bioallethrin in aqueous solution is 547 days at pH 7 and 4.3 days at pH 9.
The allethrins are also sensitive to oxidation and to photodecomposition. Allethrin was converted almost quantitatively into the cycloproprethronyl derivative (4) by a di-π-methane rearrangement on irradiation in hexane solution (Bullivant and Pattenden, 1976). In addition, isomerisation, oxidation and epoxidation of the isobutenyl group of the chrysanthemic acid moiety by reactions analogous to those described under phenothrin have been described (Ruzo et al., 1980). Most products retained the ester linkage but the acid 2 was identified. A novel product, 1-cyclopropyl-5-methyl-6-oxabicyclo[3.0.1]hexan-2-on- 4-yl chrysanthemate (5), was then reported (Kimmel et al., 1982). This product proved to be a potent bacterial mutagen (Ames assay). Later Isobe et al. (1984) reported photo-oxidation products derived from the alcohol moiety: the alcohol (3) and allethronyl glyoxalate (6). The latter was mostly present as its hydrate (7).T he ester (8) was also detected but this was shown not to be a precursor of 6 or 7. These products are illustrated in Scheme 1. Products formed by oxidation of the acid moiety and retaining the ester link, such as 9, 10 and 11, are shown in Scheme 2.
These two sites of weakness in allethrin render it one of the most photolabile of the synthetic pyrethroids (Ruzo, 1982) and result in a complex mixture of degradation products.

Global( 211)Suppliers
Supplier Tel Email Country ProdList Advantage
HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
+86-15350851019 +86-15383190639 admin@86-ss.com China 1000 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21639 55
Hefei TNJ Chemical Industry Co.,Ltd.
+86-0551-65418679 +8618949832763 info@tnjchem.com China 2986 55
Hubei Jusheng Technology Co.,Ltd.
18871490254 linda@hubeijusheng.com CHINA 28172 58
Hebei Weibang Biotechnology Co., Ltd
+8615531157085 abby@weibangbio.com China 8817 58
Chongqing Chemdad Co., Ltd
+86-023-6139-8061 +86-86-13650506873 sales@chemdad.com China 39894 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 49374 58
career henan chemical co
+86-0371-86658258 +8613203830695 factory@coreychem.com China 29815 58
Antai Fine Chemical Technology Co.,Limited
18503026267 info@antaichem.com CHINA 9636 58
Hebei Mojin Biotechnology Co., Ltd
+86 13288715578 +8613288715578 sales@hbmojin.com China 12837 58

View Lastest Price from Allethrin manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Allethrin pictures 2024-11-03 Allethrin
584-79-2
US $999.00-666.00 / ton 0.001ton 99% 5000 HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Allethrin pictures 2024-10-30 Allethrin
584-79-2
US $30.00-68.00 / mg 98.19% 10g TargetMol Chemicals Inc.
allethrin pictures 2024-10-25 allethrin
584-79-2
US $0.00-0.00 / kg 1kg 0.99 100tons Hebei Yanxi Chemical Co., Ltd.
  • Allethrin pictures
  • Allethrin
    584-79-2
  • US $999.00-666.00 / ton
  • 99%
  • HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
  • Allethrin pictures
  • Allethrin
    584-79-2
  • US $30.00-68.00 / mg
  • 98.19%
  • TargetMol Chemicals Inc.
  • allethrin pictures
  • allethrin
    584-79-2
  • US $0.00-0.00 / kg
  • 0.99
  • Hebei Yanxi Chemical Co., Ltd.
(.+/-.)-3-Allyl-2-methyl-4-oxocyclopent-2-enyl 2,2-dimethyl-3-(2-methylprop-1-enyl) cyclopropylcarboxylate 2,2-dimethyl-3-(2-methylpropenyl)-cyclopropanecarboxylicaciesterwith2-a BIOALLETHRINE BIOALLETHRIN D-TRANS (+-)-3-allyl-2-methyl-4-oxocyclopent-2-enyl 2,2-dimethyl-3-(2-methylpropen-1-yl)cyclopropanecarboxylate (R,S)-3-ally-2-methyl-4-oxo-cyclopent-2-enyl-(1R)-chrysanthemate ALLETHRIN MIXTURE OF STEREO ISOMERS, PES ALLETHRIN MIXTURE OF STEREO ISOMERS,PEST ALLETHRIN, 1X5ML, 0.1MG/ML IN METHYLENE CHLORIDE Allethrin(0.1mg/mlinMethylenechloride) allethrin (bsi,e-iso,esa,jmaf) allethrin solution allethrine (f-iso) allylcinerine bioallethrin (bsi) d-allethrin (bsi,e-iso,esa,jmaf) depalléthrin (f) ES-ALLETHRIN 2-Allyl-3-methyl-1-oxocyclopenten-2-yl-4-obic ester syc, trans-xrizantemobic acid D-TRANS ALLETHRI BIO(D-TRANS)ALLETHRIN Pynamine Rous-sel-Uclaf (RS)-3-Allyl-2-methyl-4-oxocyclopent-2-enyl (1R)-cis-trans-chrysanthemate 2,2-Dimethyl-3-(2-methyl-1-propenyl)cyclopropane-1-carboxylic acid 2-methyl-4-oxo-3-(2-propenyl)-2-cyclopentenyl ester 2,2-Dimethyl-3-(2-methyl-1-propenyl)cyclopropane-1-carboxylic acid 3-allyl-2-methyl-4-oxo-2-cyclopenten-1-yl ester 2,2-Dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylic acid 2-methyl-4-oxo-3-(2-propenyl)-2-cyclopenten-1-yl 2,2-Dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylic acid 2-methyl-4-oxo-3-(2-propenyl)-2-cyclopenten-1-yl ester (RS)-3-allyl-2-methyl-4-oxocyclopent-2-enyl (1RS,3RS:1RS,3SR)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate,(RS)-3-allyl-2-methyl-4-oxocyclopent-2-enyl (1R,3R)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate,allethrin,bioallethr (+/-)-2,2-Dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylic Acid Ester with 2-allyl-4-hydroxy-3-methyl-2-cyclopenten-1-one 2-Methyl-4-oxo-3-(2-propenyl)-2-cyclopenten-1-yl 2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarborylate Bioallathrin 2,2-dimethyl-3-(2-methyl-1-propenyl)-,2-methyl-4-oxo-3-(2-propenyl)-2-cyclopenten-1-yl ester Allethrin Solution 0.1mg/ml in Methylene chloride 5ml [584-79-2] 2-Methyl-4-oxo-3-(prop-2-en-1-yl)cyclopent-2-en-1-yl 2,2-diMethyl-3-(2-Methylprop-1-en-1-yl)cyclopropane-1-carboxylate 2,2-diMethyl-3-(2-Methyl-1-propen-1-yl)-cyclopropanecarboxylic Acid 2-Methyl-4-oxo-3-(2-propen-1-yl)-2-cyclopenten-1-yl Ester Esbiothrine NSC 11782 2-methyl-4-oxo-3-(2-propenyl)-2-cyclopenten-1-yl-2',2'-dimethyl-3'-(2-methyl-1-peopenyl)cyclopropanecarboxylate Esbioi D-Allethrin 0 ethyl-3-(2-methylpropenyl)-cyclopropanecarboxylicacid exthrin FDA 1446 fda1446 FMC 249 fmc249 llyl-4-hydroxy-3-methyl-2-cyclopenten-1-one Necarboxylic acid necarboxylicacid NIA 249 nia249 nocarboxylate OMS 468 oms468 -oxo-3-(2-propenyl)-2-cyclopenten-1-ylester oxo-3-(2-propenyl)-2-cyclopenten-1-ylester