Pyrethrins

Base Information

• Chemical Name: Pyrethrins
• CAS No.: 8003-34-7
• Molecular Formula: Unspecified
• Molecular Weight: 700.90000
• Hs Code.: 29400010
• Mol file: 8003-34-7.mol

Synonyms:Pyrethrinsand Pyrethroids;Pyrethrum;Biopiren plus;Diatect;Firmotox;Goldgeist forte;Nettafid;Parexan;Pyganic;Pyre-sin Plus;Pyrellin;Pyrethrins andPyrethroids, chrysanthemates;Pyrethrins and Pyrethroids, esters;Pyrethrins,chrysanthemates;Pyrethrum (insecticide);Pyrethrum FS;Pyrocide 50;Take Down;Take Down Garden Spray;

Chemical Property of Pyrethrins

Chemical Property:

• Appearance/Colour: White crystals or crystalline powder
• Vapor Pressure: 2.56E-07mmHg at 25°C
• Melting Point: 90-95°C(lit.)
• Refractive Index: n20/D 1.45
• Boiling Point: 170～200
• Flash Point: 75°C
• PSA: 113.04000
• Density: 0.84-0.86 g/cm³
• LogP: 8.26950
• Storage Temp.: 2-8°C
• Water Solubility.: 0.2 (pyrethrin I) and 9 (pyrethrin II) mg l-1 (ambient temp.)

Purity/Quality:

99% ^*data from raw suppliers

PyrethrumExtract(TechnicalGrade) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R20/21/22:; R50/53:
• Hazard Codes: Xn,N
• Statements: 20/21/22-50/53
• Safety Statements: 13-60-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Description: Pyrethrins/Pyrethrum are natural insecticides produced by certain Chrysanthemum species of plants. In contrast, Permethrin (‘per-meth-rin’) is a synthetic, man-made insecticide, whose chemical structure is based on natural pyrethrum. Pyrethrum was first recognised as having insecticidal properties around 1800 in Asia and was used to kill ticks and various insects such as fleas and mosquitoes. Six individual chemicals have active insecticidal properties in the pyrethrum extract, and these compounds are called pyrethrins. Pyrethrum are viscous, tan-coloured brown resins, liquids, or solids which inactivate readily in air. Pyrethrum are soluble in organic solvents such as alcohol, kerosene, nitromethane, petroleum ether, carbon tetrachloride, and ethylene dichloride. A quick acting liquid insecticide especially suited for control of insect pests of vegetables, ornamentals, and exotic crops. The piperonyl butoxide ingredient is used to enhance the activity of the permethrin (synergist). Pyrethrum has been used effectively to control insects for decades and is nonpersistent, decomposing rapidly in the environment. This rapid degradation of pyrethrum has resulted in little known cases of insect resistance, making it an excellent choice for the control of agricultural pests, control of insects on pets and/or livestock. Pyrethrum powder is toxic to ants, roaches, silverfish, bed bugs, fleas, wasps, spiders, crickets, mosquitoes, and just about every other category of unwanted house or garden pest. Because it decomposes rapidly in the environment, pyrethrum has been approved for a wide range of indoor and outdoor uses, including homes, restaurants, broad-scale spraying operations, and organic farms. Pyrethrins break down quickly in the environment, especially when exposed to natural sunlight. Pyrethroids are manufactured chemicals that are very similar in structure to the pyrethrins, but are often more toxic to insects, as well as to mammals, and last longer in the environment than pyrethrins. Pyrethrins and pyrethroids are often combined commercially with other chemicals called synergists, which enhance the insecticidal activity of the pyrethrins and pyrethroids. The synergists prevent some enzymes from breaking down the pyrethrins and pyrethroids, thus increasing their toxicity. Technical-grade (concentrated) pyrethrins and pyrethroids are usually mixed with carriers or solvents to produce a commercial-grade formulated product.
• Uses: Household insecticide (flies, mosquitoes, gar- den insects, etc.). Pyrethrum is used to control a wide range of insects and mites in public health, stored products, animal houses and on domestic and farm animals. It is used on glasshouse crops but has relatively limited use on field crops, vegetables and fruit. It is normally used with synergists such as piperonyl butoxide which inhibits metabolic detoxification. Pyrethrins are used to kill a number of different flying and crawling insects and arthropods. First registered in the 1950s, currently over 1350 end-use products containing pyrethrins are available for agricultural, commercial, residential, and public health areas. They are used as household insecticides, as grain protectants, and to control pests on edible products just prior to harvest in a variety of locations, including residential, public, and commercial buildings, animal houses, warehouses, fields, and green houses. Pyrethrins are also extensively used in the field of veterinary medicine (U.S. EPA, 2006c; ATSDR, 2003). Commercially available pyrethroids include allethrin, bifenthrin, bioresmethrin, cyfluthrin, cyhalothrin, cypermethrin, deltamethrin, esfenvalerate (fenvalerate), flucythrinate, flumethrin, fluvalinate, fenpropathrin, permethrin, phenothrin, resmethrin, tefluthrin, tetramethrin, and tralomethrin.
• Indications: Pyrethrins, rapid-acting compounds, derived from chrysanthemum plants, are the leading over-the-counter louse remedy. These compounds interfere with neural transmission, leading to paralysis and death. Piperonyl butoxide (PBO) potentiates the pyrethrins by inhibiting the hydrolytic enzymes responsible for pyrethrin metabolism in arthropods.
• Clinical Use: Because of the high cost and rapid degradation of the pyrethrins, they usually are combined with piperonyI butoxide, a synergist. PiperonyI butoxide has no insecticidal activity in it own right but is thought to inhibit the cytochrome P450 enzyme of the insect, thus preventing an oxidative inactivation of the pyrethrins by the parasite. The combination is used in a 10:1 ratio of . piperonyl butoxide to pyrethrins. The mixture is used for treatment of Pedicul us humanus capitis, Pediculus humanus corporis, and Phthir'us pubis. Various dosage forms are available, including a gel, shampoo, and topical solution.

Technology Process of Pyrethrins

There total 8 articles about Pyrethrins which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

allethrolone (551-45-1,22373-75-7,54225-47-7,29605-88-7) + zirconium(IV) chloride (10026-11-6) + chrysanthemumic acid (10453-89-1) → allethrin I (3972-20-1,23453-09-0,28434-00-6,34624-48-1,42534-61-2,61009-23-2,61009-24-3,61009-25-4,61009-26-5,61009-27-6,61046-09-1,8003-34-7,584-79-2,22431-63-6,28057-48-9,84030-86-4)

Guidance literature:

In 5,5-dimethyl-1,3-cyclohexadiene;

Reference yield: 65.0%

→ allethrin I (3972-20-1,23453-09-0,28434-00-6,34624-48-1,42534-61-2,61009-23-2,61009-24-3,61009-25-4,61009-26-5,61009-27-6,61046-09-1,8003-34-7,584-79-2,22431-63-6,28057-48-9,84030-86-4)

Guidance literature:

Reference yield: 62.0%

allethrolone (551-45-1,22373-75-7,54225-47-7,29605-88-7) + chrysanthemumic acid (10453-89-1) → allethrin I (3972-20-1,23453-09-0,28434-00-6,34624-48-1,42534-61-2,61009-23-2,61009-24-3,61009-25-4,61009-26-5,61009-27-6,61046-09-1,8003-34-7,584-79-2,22431-63-6,28057-48-9,84030-86-4)

Guidance literature:

In 5,5-dimethyl-1,3-cyclohexadiene;

upstream raw materials:

3-(2-methyl-1-propenyl)-2,2-dimethylcyclopropanecarbonyl chloride

2-Allyl-3-methyl-cyclopenten-⁽²⁾-dion-(1,4)

(1S,3S)-trans-chrysanthemic acid

trans-chrysanthemic acid

Downstream raw materials:

allethrolone

allethronyl glyoxylate

allethronyl glyoxylate monohydrate

3-Methyl-but-2-enoic acid 3-allyl-2-methyl-4-oxo-cyclopent-2-enyl ester

Refernces