3753. Ethoxyquin

Nomenclature

CAS number: 91-53-2
6-Ethoxy-1,2-dihydro-2,2,4-trimethylquinoline; 1,2-dihydro-6-ethoxy-2,2,4-trimethylquinoline; EMQ; Santoflex; Santoquin (Novus).
C14H19NO; mol wt 217.31.
C 77.38%, H 8.81%, N 6.45%, O 7.36%.

Description and references

Prepn: Knoevenagel, Ber. 54, 1722 (1921); Baird et al., GB 505113 (1939 to ICI); C. C. Tung, Tetrahedron 19, 1685 (1963). Structure: Cliffe, J. Chem. Soc. 1933, 1327. Metabolism: R. H. Wilson et al., Agric. Food Chem. 7, 206 (1959); J. U. Skaare, E. Solheim, Xenobiotica 9, 649 (1979). Toxicity data: V. I. Piul'skaya et al., C.A. 90, 4601c (1979).

Chemical structure

Properties

Yellow liquid. bp2 123-125°. nD25 1.569-1.672. d2525 1.029-1.031. LD50 orally in rats, mice: 1920, 1730 mg/kg (Piul'skaya).

Use

Antioxidant in feed and food; antidegradation agent for rubber.