13184-86-6

Basic information

• Product Name: Vanillyl ethyl ether
• Synonyms: VANILLYL ETHYL ETHER;FEMA 3815;ETHYL VANILLYL ETHER;DAIRY ENHANCER;ETHYL 4-HYDROXY-3-METHOXYBENZYL ETHER;4-HYDROXY-3-METHOXYBENZYL ETHYL ETHER;4-[ETHOXYMETHYL]-2-METHOXYPHENOL;Phenol, 4-(ethoxymethyl)-2-methoxy-
• CAS NO: 13184-86-6
• Molecular Formula: C₁₀H₁₄O₃
• Molecular Weight: 182.22
• EINECS: 236-136-4
• Mol File: 13184-86-6.mol

Chemical Properties

• Boiling Point: 125°C/4mmHg(lit.)
• Flash Point: 120.217 °C
• Appearance: /
• Density: 1.088 g/cm³
• Vapor Pressure: 0.00308mmHg at 25°C
• Refractive Index: 1.5280 to 1.5320
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: Vanillyl ethyl ether(CAS DataBase Reference)
• NIST Chemistry Reference: Vanillyl ethyl ether(13184-86-6)
• EPA Substance Registry System: Vanillyl ethyl ether(13184-86-6)

Safety Data

• Hazardous Substances Data: 13184-86-6(Hazardous Substances Data)

Usage

Uses

Used in Flavor and Fragrance Industry:
Vanillyl ethyl ether is used as a flavoring agent for its strong, pungent taste and as a fragrance ingredient for its phenolic, smoky odor. It imparts unique flavor and aroma profiles to various food and beverage products, as well as perfumes and cosmetics.
Used in Beverage Industry:
Vanillyl ethyl ether is used as a flavor enhancer in the production of alcoholic beverages such as grape brandy (cognac), rum, whiskey, and vanilla-flavored drinks. Its strong, pungent taste and smoky odor contribute to the overall flavor and aroma of these beverages, enhancing their appeal to consumers.

Preparation

In a patented process, prepared by the reaction of cyclodextrin or branched-cyclodextrin with vanillyl alcohol.

InChI:InChI=1/C10H14O3/c1-3-13-7-8-4-5-9(11)10(6-8)12-2/h4-6,11H,3,7H2,1-2H3

Upstream product

• 498-00-0 4-hydroxymethyl-2-methoxyphenol 
• 121-33-5 vanillin 
• 79411-60-2 l'α-chloro α-ethoxymethyltributyletain 
• 64-17-5 ethanol 
• 122-51-0 orthoformic acid triethyl ester 
• 74-96-4 ethyl bromide 
• 75-00-3 chloroethane 

Relevant articles and documents

Synthetic method of vanillyl alcohol ether

The invention discloses a synthetic method of vanillyl alcohol ether, and belongs to the technical field of the industry of fine chemicals. The synthetic method comprises the following steps that vanillin is dissolved in a solvent, uniform stirring is carried out, then metal complex hydride and an alkylating reagent are added into the mixed solvent, a reaction is carried out for 3-4 hours at 30-40DEG C, a vanillyl alcohol ether solution is obtained, and the vanillyl alcohol ether solution is separated and purified to obtain the vanillyl alcohol ether. The synthetic method of the vanillyl alcohol ether has the advantages that the vanillyl alcohol ether is prepared by adopting a one-pot method, the operation is simple, the reaction conditions are mild, the reaction process is easy to control, the production cost is low, three wastes are few, and the vanillyl alcohol ether prepared through the synthetic method is high in yield and purity, and easily achieves industrial production.

Technology for preparing vanillyl alcohol ether by using one step method

The invention relates to a technology for preparing vanillyl alcohol ether by using a one step method. The technology combines co-catalysis of a nano ruthenium metal catalyst and an immobilized tin phosphotungstate catalyst, and vanillin is subjected to a reaction for 18-24 hours under hydrogen pressure of 1-2 MPa and an alcohols solvent in a reaction vessel at the temperature of 20-60 DEG C to obtain vanillyl alcohol ether by using the one step method. The technology can be carried out under mild condition, has the advantages of environmental protection and high product yield, and is suitable for industrial production.

METHOD FOR PRODUCING ETHER COMPOUND

An object of the present invention is to provide a method for producing an ether compound easily in a small number of steps at lower costs in high yields. The present invention relates to a method in which the ether compound represented by the general formula (1) is produced by reacting the specific carbonyl compound specified in the general formula (2) and the specific dialkoxy compound specified in the general formula (3) with hydrogen in the presence of a hydrogenation catalyst and an acidic substance to perform hydrogenation.

Method for etherifying a benzyl alcohol, resulting products and applications

The present invention relates to a process for etherification of a benzyl type alcohol, to the products obtained and to their applications, in particular in the perfumery field. The etherification process of the invention consists of reacting a benzyl type alcohol with another alcohol in the presence of a catalyst, characterized in that the etherification reaction is carried out in the presence of an effective quantity of a zeolite.

QUELQUES ASPECTS DE LA REACTIVITE DE L'α-CHLORO α-ETHOXYMETHYLTRIBUTYLETAIN: ETHERIFICATION REDUCTRICE DES ALDEHYDES AROMATIQUES ET MISE EN EVIDENCE DE FORMYLTRIBUTYLETAIN LORS DE LA REACTION D'HYDROLYSE

α-Chloro-α-ethoxymethyltributyltin reacts with aromatic aldehydes and leads to benzyl ethyl ethers with formation of tributyltin chloride and carbon monoxide.Analogously the formation of ethoxymethyltributyltin and tributyltyn chloride on hydrolysis of this new organometallic reagent is explained by a process involving formyltributyltin as an unstable intermediate.This explanation is supported by the observation of an electronic spectrum between 350 and 450 nm during the hydrolysis.