Isoeugenol
Title: Isoeugenol
CAS Registry Number: 97-54-1
CAS Name: 2-Methoxy-4-(1-propenyl)phenol
Additional Names: 4-hydroxy-3-methoxy-1-propenylbenzene; 4-propenylguaiacol
Molecular Formula: C10H12O2
Molecular Weight: 164.20
Percent Composition: C 73.15%, H 7.37%, O 19.49%
Literature 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).
Melting point: mp -10°
Boiling point: bp 266°; bp8 128-130°
Index of refraction: nD19 1.5739
Density: d425 1.080
Toxicity data: LD50 orally in rats: 1560 mg/kg (Jenner)
 
Derivative Type: trans-Form
CAS Registry Number: 5932-68-3
Properties: Crystals, mp 33°, bp12 140°. d420 1.087. nHe20 1.5778.
Melting point: mp 33°
Boiling point: bp12 140°
Index of refraction: nHe20 1.5778
Density: d420 1.087
 
Derivative Type: cis-Form
CAS Registry Number: 5912-86-7
Properties: Liquid, bp11 133°. d420 1.088. nHe20 1.5724.
Boiling point: bp11 133°
Index of refraction: nHe20 1.5724
Density: d420 1.088
 
Use: Manuf vanillin.

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