ChemicalBook > Product Catalog > Chemical pesticides > Insecticides > Fumigants > Piperonyl butoxide
- Product Name:Piperonyl butoxide
- Synonyms: INCITE 'LGC' (1625) (BUTYLCARBITYL)(6-PROPYL-PIPERONYL) ETHER BUTOXIDE(R) BUTACIDE BUTACIDE(R) 5-[2-(2-BUTOXYETHOXY)ETHOXYMETHYL]-6-PROPYL-1,3-BENZODIOXOLE 4,5-METHYLENEDIOXY-2-PROPYLBENZYLDIETHYLENEGLYCOL BUTYL ETHER
- Product Categories: Intermediates & Fine Chemicals Pharmaceuticals Building Blocks Chemical Synthesis Organic Building Blocks Oxygen Compounds - stabilizer pesticides Protected Alcohols/Phenols
- Mol File:51-03-6.mol
Piperonyl butoxide Chemical Properties
- Boiling point:180 °C
- Density 1.059 g/mL at 25 °C(lit.)
- vapor pressure 0.02 hPa (60 °C)
- refractive index n
- Flash point:>230 °F
- storage temp. 0-6°C
- solubility water: slightly soluble0.0289g/L at 20.4°C
- form Liquid
- color Clear yellow
- Specific Gravity1.060 (20/4℃)
- Water Solubility <0.1 g/100 mL at 18 ºC
- Merck 14,7476
- BRN 288063
- Stability:Stable. Combustible. Incompatible with oxidizing agents.
- CAS DataBase Reference51-03-6(CAS DataBase Reference)
- NIST Chemistry ReferencePiperonyl butoxide(51-03-6)
- EPA Substance Registry System1,3-Benzodioxole, 5-[[2-(2-butoxyethoxy)ethoxy] methyl]-6-propyl-(51-03-6)
- Hazard Codes N,T
- Risk Statements 50/53-51/53-24
- Safety Statements 60-61-45-36/37/39-28A
- RIDADR UN 3082 9/PG 3
- WGK Germany 3
- RTECS XS8050000
- TSCA Yes
- HazardClass 6.1(b)
- PackingGroup III
- HS Code 29329990
- Hazardous Substances Data51-03-6(Hazardous Substances Data)
- ToxicityLD50 orally in female, male rats: 6150, 7500 mg/kg (Gaines)
Piperonyl butoxide Usage And Synthesis
- Chemical PropertiesLight Yellow Liquid
- UsesPiperonyl butoxide is used as a synergist for pyrethrins and their synthetic analogues.
- UsesInsecticide synergist, especially for pyrethroids and rotenone
- General DescriptionPale yellow to light brown liquid with a mild odor and a faint bitter taste.
- Air & Water ReactionsInsoluble in water.
- Reactivity ProfilePiperonyl butoxide can react with oxidizing materials.
- Fire HazardPiperonyl butoxide is combustible.
- Agricultural UsesInsecticide synergist: A U.S. EPA restricted Use Pesticide (RUP). Not listed for use in EU countries. Piperonyl butoxide is a synergist, i.e., not a pesticide itself, but enhances the properties of other chemicals. It is used with other pesticides such as pyrethrins, pyrethroids, rotenone and carbamates in food and non-food agricultural products, home and garden products, termite and mosquito products, and veterinary pesticide products. It inhibits the insect’s ability to break down an insecticide before it takes effect, thereby prolonging the action, and reduces the necessity for using a stronger formulation.
- Trade nameThe U.S. EPA lists 7,340 products containing this substance, 1,622 of which are active
- Safety ProfilePoison by skin contact. Moderately toxic by ingestion and intraperitoneal routes. An experimental teratogen. Experimental reproductive effects. Many glycol ether compounds have dangerous human reproductive effects, Questionable carcinogen with experimental tumorigenic data. Mutation data reported. Combustible when exposed to heat or flame; can react with oxidizing materials. To fight fire, use foam, CO2, dry chemical. When heated to decomDosition it emits PLATINOL 0 cis-PLATlNUM(II) DIAMMINE- DICHLORIDE
- Metabolic pathwayPiperonyl butoxide is used primarily in admixture with pyrethrins and
some of the pyrethroids to enhance and prolong their insecticidal action.
Much of this use is in domestic and industrial situations. Metabolism
studies were conducted soon after its discovery and first use in the 1950s
and 1960s. The main impetus initially was to understand the mode of
action as a synergist. When this was shown to be due to the inhibition of
oxidative metabolism, further studies were conducted to address possible
toxic interactions with other pesticides and drugs in man.
Piperonyl butoxide undergoes rapid photodegradation and microbial degradation in soil. It is also rapidly metabolised in insects and mammals by oxidative attack at the methylenedioxy carbon atom and in the side chain. A comprehensive review by Casida (1970) describes the chemistry, mode of action and metabolism of piperonyl butoxide and several related methylenedioxyphenyl compounds. Though published nearly 30 years ago, the review remains a very useful compilation of a large amount of information, supported by more than 300 references.
- DegradationPiperonyl butoxide is stable to hydrolysis at pH 5,7 and 9 in sterile buffers in the dark at 25 °C. It is rapidly degraded in aqueous solution at pH 7 in sunlight with a DT50 of 8.4 hours (PM). The compound was found to be relatively stable under a variety of irradiation conditions as a thin film on glass or in organic solvent (methanol, benzene and cyclohexane). Loss of the butoxyethoxy side chain was observed to give 5-methyl-6-propyl-l,3- benzodioxole (2), butoxyethanol (3) and ethanediol (4) (Fishbein and Gaibel, 1970). These studies did not utilise radiolabelled compound. The partial pathways are shown in Scheme 1.
Piperonyl butoxide Preparation Products And Raw materials
- Ethyl acrylate Buprofezin DL-α-Tocopherol Benzyl chloride Benzyltriethylammonium chloride Piperonyl butoxide Benzyltrimethylammonium chloride 4-(Diethylamino)salicylaldehyde DI(PROPYLENE GLYCOL) BUTYL ETHER PETROLEUM ETHER Ethylbenzene 3-Mercaptopropyltriethoxysilane 2-Butoxyethanol 2-Butoxyethyl acetate Cyhalofop-butyl Diethyl ether Ethylparaben Diphenolic acid
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