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PROPENYL GUAETHOL

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CAS:94-86-0
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  • 2026-01-05
  • CAS:94-86-0
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  • 2025-05-23
  • CAS:94-86-0
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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 Structure
PROPENYL GUAETHOL Chemical Properties
Melting point 86-88 °C(lit.)
Boiling point 116°C/2mmHg(lit.)
density 1.0196 (rough estimate)
FEMA 2922 | PROPENYLGUAETHOL
refractive index 1.5670 (estimate)
storage temp. 2-8°C
Water Solubility Insoluble in water
solubility 10% soluble in alcohol, 4 % soluble in Propylene glycol, 4 % soluble in Polysorbate 80, 20% soluble in Benzylalcohol, soluble in most perfume and flavor oils.
form powder to crystal
pka10.02±0.10(Predicted)
color White to Almost white
Odorat 10.00 % in dipropylene glycol. sweet vanilla woody tobacco spicy phenolic powdery
Odor Typevanilla
biological sourcesynthetic
JECFA Number1264
Cosmetics Ingredients FunctionsPERFUMING
InChI1S/C11H14O2/c1-3-5-9-6-7-11(13-4-2)10(12)8-9/h3,5-8,12H,4H2,1-2H3/b5-3+
InChIKeyRADIRXJQODWKGQ-HWKANZROSA-N
SMILESCCOc1ccc(\C=C\C)cc1O
LogP2.90
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
TSCA TSCA listed
HS Code 2909500090
Storage Class11 - Combustible Solids
Hazard ClassificationsEye Irrit. 2
Skin Irrit. 2
STOT SE 3
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.
DefinitionChEBI: 2-Ethoxy-5-(1-propenyl)phenol is an aromatic ether.
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
Tag:PROPENYL GUAETHOL(94-86-0) Related Product Information
4-ACETOXY-3-METHOXYCINNAMIC ACID 4-BENZYLOXY-3-METHOXYCINNAMIC ACID 1-ACETOXY-2-METHOXY-4-(1-PROPENYL)BENZENE ISOEUGENYL PHENYLACETATE LUTEOLIN-4'-O-GLUCOSIDE PROPENYL GUAETHOL ELEUTHEROSIDE B 1-Benzyloxy-2-methoxy-4-propenylbenzene Guaiacol Vanillin 3-(2,3-DIHYDRO-1,4-BENZODIOXIN-6-YL)ACRYLIC ACID 2-methoxy-4-prop-1-enylphenetole (2E)-3-(4-ethoxy-3-methoxyphenyl)acrylic acid 3-(2,3-DIHYDRO-1,4-BENZODIOXIN-6-YL)-1-(5-FLUORO-2-HYDROXYPHENYL)PROP-2-EN-1-ONE 3-(2,3-DIHYDRO-1,4-BENZODIOXIN-6-YL)-1-(2-HYDROXY-5-METHYLPHENYL)PROP-2-EN-1-ONE 1-(4-CHLORO-2-HYDROXYPHENYL)-3-(2,3-DIHYDRO-1,4-BENZODIOXIN-6-YL)PROP-2-EN-1-ONE 1-(5-CHLORO-2-HYDROXYPHENYL)-3-(2,3-DIHYDRO-1,4-BENZODIOXIN-6-YL)PROP-2-EN-1-ONE 3-(4-ETHOXY-3-METHOXYPHENYL)-1-(2-NITROPHENYL)PROP-2-EN-1-ONE

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