5171. Isoeugenol
Nomenclature
CAS number: 97-54-1
2-Methoxy-4-(1-propenyl)phenol; 4-hydroxy-3-methoxy-1-propenylbenzene; 4-propenylguaiacol. C10H12O2; mol wt 164.20.
C 73.15%, H 7.37%, O 19.49%.
Description and references
Occurs in ylang-ylang and other essential oils. Prepd from eugenol: West, J. Soc. Chem. Ind. 59, 275 (1940); Pal'gi, Zh. Obshch. Khim. 28, 2239 (1958). Stereochemistry: von Auwers, Ber. 68, 1346 (1935); Puxeddu, Rattu, Gazz. Chim. Ital. 67, 647 (1937). Toxicity study: P. M. Jenner et al., Food Cosmet. Toxicol. 2, 327 (1964).
Properties
Oily liquid; easily becomes somewhat yellow. d425 1.080. bp 266°; bp8 128-130°. mp 10°. nD19 1.5739. Slightly sol in water; misc with alcohol, ether. LD50 orally in rats: 1560 mg/kg (Jenner).Derivative
trans-Form.Nomenclature
CAS number: 5932-68-3
Properties
Crystals, mp 33°, bp12 140°. d420 1.087. nHe20 1.5778.Derivative
cis-Form.Nomenclature
CAS number: 5912-86-7