94-86-0 Usage
Description
Propenyl Guaethol, also known as trans-2-Ethoxy-5-(1-propenyl)phenol, is a chemical compound with a vanilla-like odor and flavor. It exists in two forms: (Z)(melting point 35-36°C) and (E)(melting point 86°C), with the (E)-isomer having a sweet vanilla-like odor. Propenyl Guaethol is a free-flowing white powder that is very soluble in fats, edible solvents, and essential oils, but only slightly soluble in water. It can be prepared from isosafrole by reaction with methylmagnesium chloride or by ethylation of isoeugenol followed by selective demethylation with alkali.
Uses
Used in Flavor and Fragrance Industry:
Propenyl Guaethol is used as an artificial vanilla flavoring and flavor enhancer due to its strong vanilla-like taste and odor. It has a taste threshold value of 25 ppm and an aroma threshold value of 400 ppb, with aroma characteristics at 1.0% being vanilla, sweet, spicy, slightly phenolic, and having a heliotropine-like creaminess.
Used in Chemical Synthesis:
Propenyl Guaethol is also used in the synthesis of other chemical compounds, such as 2S-((E)-2-ethoxy-5-propenyl-phenoxy)-1-(3,4,5-trimethoxy-phenyl)-propane-1-one.
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.
Synthesis Reference(s)
Synthetic Communications, 21, p. 379, 1991 DOI: 10.1080/00397919108016759
Check Digit Verification of cas no
The CAS Registry Mumber 94-86-0 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 9 and 4 respectively; the second part has 2 digits, 8 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 94-86:
(4*9)+(3*4)+(2*8)+(1*6)=70
70 % 10 = 0
So 94-86-0 is a valid CAS Registry Number.
InChI:InChI=1/C11H14O2/c1-3-5-9-6-7-11(13-4-2)10(12)8-9/h3,5-8,12H,4H2,1-2H3/b5-3+
94-86-0Relevant articles and documents
Selective dealkylations of alkyl aryl ethers in heterogeneous basic media under microwave irradiation
Oussaid, Abdelouahad,Thach, Le Ngoc,Loupy, Andre
, p. 2451 - 2454 (2007/10/03)
Ethyl isoeugenol and 2-ethoxyanisole could be selectively deethylated using potassium t-butoxide in the presence of crown ether under solvent-free conditions. By addition of ethylene glycol, selectivity was reversed to demethylation. In both cases, strong enhancements were observed under focused microwaves.
