Piperonyl butoxide CAS 51-03-6
Introduction：Basic information about Piperonyl butoxide CAS 51-03-6, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Piperonyl butoxide Basic information
| Product Name: | Piperonyl butoxide |
| Synonyms: | Piperronyl butoxide;PIPERONYL BUTOXIDE, TECH., 90%;PIPERONYL BUTOXIDE, 100MG,NEAT;PIPERONYL BUTOXIDE PESTANAL;Piperonylbutoxide~85%;pieronyl butoxide;α-[2-(2-Butoxyethoxy)ethoxy]-4,5-methylenedioxy-2-propyltoluene;1-(benzo[d][1,3]dioxol-5-yl)pentan-2-olate |
| CAS: | 51-03-6 |
| MF: | C19H30O5 |
| MW: | 338.44 |
| EINECS: | 200-076-7 |
| Product Categories: | stabilizer;pesticides;Intermediates & Fine Chemicals;Pharmaceuticals;Building Blocks;Chemical Synthesis;Organic Building Blocks;Oxygen Compounds;Protected Alcohols/Phenols;51-03-6 |
| Mol File: | 51-03-6.mol |
Piperonyl butoxide Chemical Properties
| Melting point | <25 °C |
| Boiling point | 180 °C |
| density | 1.059 g/mL at 25 °C(lit.) |
| vapor pressure | 0.02 hPa (60 °C) |
| refractive index | n |
| Fp | >230 °F |
| storage temp. | 2-8°C |
| solubility | water: slightly soluble0.0289g/L at 20.4°C |
| form | Liquid |
| Specific Gravity | 1.060 (20/4℃) |
| color | Clear yellow |
| Odor | mild odor or odorless |
| Water Solubility | <0.1 g/100 mL at 18 ºC |
| Merck | 14,7476 |
| BRN | 288063 |
| Stability: | Stable. Combustible. Incompatible with oxidizing agents. |
| Cosmetics Ingredients Functions | SKIN PROTECTING |
| InChI | 1S/C19H30O5/c1-3-5-7-20-8-9-21-10-11-22-14-17-13-19-18(23-15-24-19)12-16(17)6-4-2/h12-13H,3-11,14-15H2,1-2H3 |
| InChIKey | HHZWGSFIZRNPFB-UHFFFAOYSA-N |
| SMILES | CCCCOCCOCCOCc1cc2OCOc2cc1CCC |
| LogP | 4.750 |
| CAS DataBase Reference | 51-03-6(CAS DataBase Reference) |
| NIST Chemistry Reference | Piperonyl butoxide(51-03-6) |
| IARC | 3 (Vol. 30, Sup 7) 1987 |
| EPA Substance Registry System | Piperonyl butoxide (51-03-6) |
Safety Information
| 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 | TSCA listed |
| HazardClass | 6.1(b) |
| PackingGroup | III |
| HS Code | 29329990 |
| Storage Class | 10 - Combustible liquids |
| Hazard Classifications | Aquatic Acute 1 Aquatic Chronic 1 Eye Irrit. 2 STOT SE 3 |
| Hazardous Substances Data | 51-03-6(Hazardous Substances Data) |
| Toxicity | LD50 orally in female, male rats: 6150, 7500 mg/kg (Gaines) |
| Description | Piperonyl butoxide (PBO) is a water insoluble colorless to paleyellow liquid that was developed in the 1940s to increase theeffectiveness of various pesticides. It is currently registered as anactive ingredient in more than 1500 products used for indooror outdoor pesticides, including agricultural maintenance ofsome food crops. |
| Chemical Properties | Piperonyl butoxide (PB) is a Light Yellow Liquid. It has no smell or a faint smell and a slightly bitter taste. It does not dissolve in water but can be dissolved in mineral oil and most organic solvents. It is stable to light, resistant to hydrolysis, and is not corrosive. In terms of toxicity, the LD50 (lethal dose for 50% of a test population) is 7500mg/kg in rats when administered orally. |
| Uses | Piperonyl butoxide is used as a synergist for pyrethrins and their synthetic analogues. It is typically added to carbamate, pyrethrin, pyrethroid, and rotenone pesticides to greatly enhance their potency. PBO alone does not have pesticidal properties. |
| Preparation | First, safrole is obtained from allyl chloride and methylenedioxybenzene. Then, piperonyl butoxide is produced by catalytic hydrogenation, chloromethylation, and etherification reactions. |
| Definition | ChEBI: Piperonyl butoxide is a member of benzodioxoles. It has a role as a pesticide synergist. |
| General Description | Pale yellow to light brown liquid with a mild odor and a faint bitter taste. |
| Air & Water Reactions | Insoluble in water. |
| Reactivity Profile | Piperonyl butoxide can react with oxidizing materials. |
| Fire Hazard | Piperonyl butoxide is combustible. |
| Agricultural Uses | Insecticide 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 name | Trade names have included Butoxide, Butacide, Butocide, and Pyrenone (mixture with allethrin). |
| Safety Profile | Poison by skin contact.Moderately toxic by ingestion andintraperitoneal routes. An experimentalteratogen. Experimental reproductiveeffects. Many glycol ether compounds havedangerous human reproductive effects,Questionable carcinogen with experimentaltumorigenic data. Mutation data reported.Combustible when exposed to heat orflame; can react with oxidizing materials. Tofight fire, use foam, CO2, dry chemical.When heated to decomDosition it emitsPLATINOL 0 cis-PLATlNUM(II) DIAMMINE-DICHLORIDE |
| Environmental Fate | PBO is rapidly degraded (half-life 8 h) in the environment byphotolysis and is metabolized by soil microorganisms. Itsestimated atmospheric half-life is approximately 3 h. |
| Metabolic pathway | Piperonyl butoxide is used primarily in admixture with pyrethrins andsome of the pyrethroids to enhance and prolong their insecticidal action.Much of this use is in domestic and industrial situations. Metabolismstudies were conducted soon after its discovery and first use in the 1950sand 1960s. The main impetus initially was to understand the mode ofaction as a synergist. When this was shown to be due to the inhibition ofoxidative metabolism, further studies were conducted to address possibletoxic interactions with other pesticides and drugs in man. Piperonyl butoxide undergoes rapid photodegradation and microbialdegradation in soil. It is also rapidly metabolised in insects and mammalsby oxidative attack at the methylenedioxy carbon atom and in the sidechain. A comprehensive review by Casida (1970) describes the chemistry,mode of action and metabolism of piperonyl butoxide and several relatedmethylenedioxyphenyl compounds. Though published nearly 30 yearsago, the review remains a very useful compilation of a large amount ofinformation, supported by more than 300 references. |
| Degradation | Piperonyl butoxide is stable to hydrolysis at pH 5,7 and 9 in sterile buffersin the dark at 25 °C. It is rapidly degraded in aqueous solution at pH 7 insunlight with a DT50 of 8.4 hours (PM). The compound was found to berelatively stable under a variety of irradiation conditions as a thin film onglass or in organic solvent (methanol, benzene and cyclohexane). Loss ofthe butoxyethoxy side chain was observed to give 5-methyl-6-propyl-l,3-benzodioxole (2), butoxyethanol (3) and ethanediol (4) (Fishbein andGaibel, 1970). These studies did not utilise radiolabelled compound. Thepartial pathways are shown in Scheme 1. |
| Toxicity evaluation | Piperonyl butoxide has low to very low toxicity in birds.Researchers consider piperonyl butoxide moderately toxic to fish，although it is unlikely to accumulate.Some aquatic invertebrates may be highly sensitive to this compound. As a synergist, PBO inhibits mixed-function oxidases, including cytochrome P450, and resistance-associated esterases that allow insects to degrade an insecticide, allowing enhanced insecticide efficacy. It does not effectively act as a synergist in mammals. |
Piperonyl butoxide Preparation Products And Raw materials
| Raw materials | Paraformaldehyde-->Safrole-->Diethylene glycol monobutyl ether-->Sassafras oil |
