7476. Piperonyl Butoxide

Nomenclature

CAS number: 51-03-6
5-[[2-(2-Butoxyethoxy)ethoxy]methyl]-6-propyl-1,3-benzodioxole; α-[2-(2-butoxyethoxy)ethoxy]-4,5-methylenedioxy-2-propyltoluene; [3,4-(methylenedioxy)-6-propylbenzyl] butyl diethyleneglycol ether; 6-propylpiperonyl butyl diethylene glycol ether; butylcarbityl (6-propylpiperonyl) ether; ENT-14250; Butacide (Roussel Uclaf).
C19H30O5; mol wt 338.44.
C 67.43%, H 8.93%, O 23.64%.

Description and references

Prepn: H. Wachs, US 2485681; US 2550737 (1949, 1951 both to U.S. Industrial Chemicals); idem, Science 105, 530 (1947). Toxicity: T. B. Gaines, Toxicol. Appl. Pharmacol. 14, 515 (1969). Review of carcinogenic risk: IARC Monographs 30, 183-195 (1983).

Chemical structure

Properties

Liquid. d 1.04-1.07. bp1.0 180°. nD20 1.50. Flash pt 340°F. Miscible with methanol, ethanol, benzene, Freons, Geons, other organic solvents, oils. LD50 orally in female, male rats: 6150, 7500 mg/kg (Gaines).

Derivative

Mixture with synthetic pyrethroids.

Nomenclature

Derringer (Roussel Uclaf); Duracide (Endura); Grovex (Groves); Prentox (Prentiss); Scourge (Roussel Uclaf).

Derivative

In combination with rotenone.

Nomenclature

PB-NOX (Roussel-Bio); Chem-Fish (Tifa); Rotacide (Roussel Uclaf).

Caution

Large doses have caused vomiting, diarrhea: Sarles et al., Am. J. Trop. Med. 29, 151 (1949).

Use

Insecticide synergist, especially for pyrethroids and rotenone.