PROPENYL GUAETHOL

PROPENYL GUAETHOL
  • CAS No.:94-86-0

Important Notice

  1. This product is a chemical product/pharmaceutical intermediate. It is not a drug, an active pharmaceutical ingredient (API), or a pharmaceutical-grade material. It has not been granted a drug approval number or a Chemical Drug Substance Approval Notice, has not passed drug-related review and approval, and is not manufactured, tested, or released in accordance with pharmaceutical GMP.
  2. This product is intended solely for non-clinical research, process development, quality studies, further chemical processing, or chemical synthesis. It must not be used in drug-product manufacturing, clinical trials, clinical diagnosis, or administration to humans or animals, or be sold, used as an input, submitted for regulatory filing, or released as an API or pharmaceutical material.
  3. The purchaser must not use this product, or supply it to another party, for personal consumption, sports or fitness, weight loss, health supplements, food, or animal feed.
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PROPENYL GUAETHOL Basic information
Product Name:PROPENYL GUAETHOL
Synonyms:VANITROPE;TRANS-2-ETHOXY-5-(1-PROPENYL)PHENOL;PROPENYL GUAETHOL;2-ETHOXY-5-(1-PROPENYL)PHENOL;2-ETHOXY-5-PROP-1-ENYLPHENOL;2-ETHOXY-5-PROPENYLPHENOL;5-PROPENYLGUAETHOL;6-ETHOXY-M-ANOL
CAS:94-86-0
MF:C11H14O2
MW:178.23
EINECS:202-370-0
Product Categories:Alphabetical Listings;Flavors and Fragrances;O-P
Mol File:94-86-0.mol
PROPENYL GUAETHOL Chemical Properties
Melting point 86-88 °C(lit.)
Boiling point 116°C/2mmHg(lit.)
density 1.0196 (rough estimate)
refractive index 1.5670 (estimate)
FEMA 2922 | PROPENYLGUAETHOL
storage temp. 2-8°C
Water Solubility Insoluble in water
form powder to crystal
pka10.02±0.10(Predicted)
color White to Almost white
JECFA Number1264
InChIKeyRADIRXJQODWKGQ-HWKANZROSA-N
CAS DataBase Reference94-86-0(CAS DataBase Reference)
EPA Substance Registry SystemPhenol, 2-ethoxy-5-(1-propenyl)- (94-86-0)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-37/39
WGK Germany 2
RTECS SL3850000
HS Code 2909500090
MSDS Information
ProviderLanguage
SigmaAldrich English
PROPENYL GUAETHOL Usage And Synthesis
Chemical PropertiesFree-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 PropertiesPROPENYL 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 PropertiesPropenylguaethol has a vanilla-like odor and flavor.
Usestrans-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.
UsesArtificial vanilla flavoring, flavor enhancer.
PreparationBy 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 valuesDetection: 400 ppb. Aroma characteristics at 1.0%: vanilla, sweet, spicy, slightly phenolic with a heliotropine- like creaminess.
Taste threshold valuesTaste 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 ActionsTaste at 25 ppm
PROPENYL GUAETHOL Preparation Products And Raw materials
Raw materialsAllylbenzene
Preparation ProductsEthyl vanillin-->ISOEUGENOL

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