Piperonyl butoxide

Piperonyl butoxide
Piperonyl butoxide 2D
Piperonyl butoxide 3D
Names
Preferred IUPAC name
5-{[2-(2-Butoxyethoxy)ethoxy]methyl}-6-propyl-2H-1,3-benzodioxole
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.000.070 Edit this at Wikidata
EC Number
  • 200-076-7
KEGG
UNII
  • 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 ☒N
    Key: FIPWRIJSWJWJAI-UHFFFAOYSA-N ☒N
  • InChI=1/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
    Key: FIPWRIJSWJWJAI-UHFFFAOYAD
  • CCCCOCCOCCOCC1=CC2=C(C=C1CCC)OCO2
Properties
C19H30O5
Molar mass 338.438 g/mol
Density 1.05 g/cm3
Melting point 21 °C (70 °F; 294 K)
Boiling point 180 °C (356 °F; 453 K) at 1 mmHg
Hazards
Flash point 170 °C (338 °F; 443 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Piperonyl butoxide (PBO) is a pale yellow to light brown liquid[1] organic compound used as an adjuvant component of pesticide formulations for synergy. That is, despite having no pesticidal activity of its own, it enhances the potency of certain pesticides such as carbamates, pyrethrins, pyrethroids, and rotenone.[2] It is a semisynthetic derivative of safrole and is produced from the condensation of the sodium salt of 2-(2-butoxyethoxy) ethanol and the chloromethyl derivative of hydrogenated safrole (dihydrosafrole);[3][4] or through 1,2-Methylenedioxybenzene.

  1. ^ National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.[page needed]
  2. ^ National Pesticide Information Center – Piperonyl Butoxide General Fact Sheet
  3. ^ Metcalf, Robert L. (2000). "Insect Control". Ullmann's Encyclopedia of Industrial Chemistry. doi:10.1002/14356007.a14_263. ISBN 978-3-527-30385-4.
  4. ^ Osimitz, Thomas G. (2010). "The Safety Assessment of Piperonyl Butoxide". Hayes' Handbook of Pesticide Toxicology. pp. 2127–2151. doi:10.1016/B978-0-12-374367-1.00099-9. ISBN 978-0-12-374367-1.