| Chemical Properties | Free-flowing, white powder; odor and
taste similar to vanilla, but much more powerful.Very soluble in fats, edible solvents,
and essential oils; very slightly soluble in water. |
| Chemical Properties | PROPENYL GUAETHOL exists in (Z)- (mp 35–36°C), [876306-58-0], and in (E)-
(mp 86°C), [63477-41-8] forms. The (E)-isomer has a sweet vanilla-like odor.
Propenylguethol can be prepared from isosafrole by reaction with
methylmagnesium chloride or by ethylation of isoeugenol followed by selective
demethylation with alkali . |
| Chemical Properties | Propenylguaethol has a vanilla-like odor and flavor. |
| Uses | trans-2-Ethoxy-5-(1-propenyl)phenol was used in the synthesis of 2S-((E)-2-ethoxy-5-propenyl-phenoxy)-1-(3,4,5-trimethoxy-phenyl)-propane-1-one. |
| Uses | Artificial vanilla flavoring, flavor enhancer.
|
| Definition | ChEBI: 2-Ethoxy-5-(1-propenyl)phenol is an aromatic ether. |
| Preparation | By alkaline hydrolysis of 1-ethoxy-2-methoxy-4-propenyl benzene in ethanol or methanol solution at 150 to 190°C under
pressure; or in ethylene glycol solution at the same temperature under atmospheric pressure; by saponification and contemporary
transposition of the double bond starting from 1-ethoxy-2-methoxy-4-allyl benzene. |
| Aroma threshold values | Detection: 400 ppb. Aroma characteristics at 1.0%: vanilla, sweet, spicy, slightly phenolic with a heliotropine-
like creaminess. |
| Taste threshold values | Taste characteristics at 25 ppm: vanilla, spicy, sweet nutty, anisic with a biting creaminess. |
| Synthesis Reference(s) | Synthetic Communications, 21, p. 379, 1991 DOI: 10.1080/00397919108016759 |
| Biochem/physiol Actions | Taste at 25 ppm |
