82654-98-6

Basic information

• Product Name: Vanillyl butyl ether
• Synonyms: VANILLYL BUTYL ETHER;BUTYL VANILLYL ETHER;FEMA 3796;VANILLYL BUTYLETHER 96+%;Phenol, 4-(butoxymethyl)-2-methoxy-;4-BUTOXY-2-METHOXYPHENOL;2-Methoxy-4-(butoxymethyl)phenol;4-(Butoxymethyl)-2-methoxyphenol
• CAS NO: 82654-98-6
• Molecular Formula: C₁₂H₁₈O₃
• Molecular Weight: 210.27
• EINECS: 209-753-1
• Product Categories: API intermediates;Alphabetical Listings;Flavors and Fragrances;Q-Z;Synthetic Fragrance
• Mol File: 82654-98-6.mol

Chemical Properties

• Boiling Point: 241 °C(lit.)
• Flash Point: >230 °F
• Appearance: Light yellow liquid
• Density: 1.057 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.000388mmHg at 25°C
• Refractive Index: n20/D 1.516(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: soluble (Insoluble in water. Soluble in organic solvents, oils.)
• Water Solubility: 1.79-1690mg/L at 20℃
• CAS DataBase Reference: Vanillyl butyl ether(CAS DataBase Reference)
• NIST Chemistry Reference: Vanillyl butyl ether(82654-98-6)
• EPA Substance Registry System: Vanillyl butyl ether(82654-98-6)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 82654-98-6(Hazardous Substances Data)

Usage

Uses

Used in Food Industry:
Vanillyl butyl ether is used as a flavoring agent for food products, imparting a warm and spicy taste. It is used in spice flavors like pepper, cinnamon, and ginger, as well as blends for some baked applications, including cookies.
Used in Beverage Industry:
Vanillyl butyl ether is used as a flavoring agent for both alcoholic and non-alcoholic beverages. It imparts flavors such as herbal, berry, vanilla, cola, ginger ale, root beer, hot chocolate, chai, ice tea, and mints.
Used in Cosmetics and Personal Care Industry:
Vanillyl butyl ether is used in cosmetics and personal care products due to its characteristic trigeminal, burning, hot pepper nature. It is hypothesized to have warming and vasodilation mechanisms when applied on the skin as a cream.
Used as a Warming Agent:
Vanillyl butyl ether can also be used as a warming agent, providing a sensation of warmth when applied topically.

Biochem/physiol Actions

Taste at 10-15%

InChI:InChI=1/C12H18O3/c1-3-4-7-15-9-10-5-6-11(13)12(8-10)14-2/h5-6,8,13H,3-4,7,9H2,1-2H3

Upstream product

• 498-00-0 4-hydroxymethyl-2-methoxyphenol 
• 71-36-3 butan-1-ol 
• 121-33-5 vanillin 
• 109-69-3 n-Butyl chloride 
• 109-65-9 1-bromo-butane 

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.

Sulfated tungstate as hydroxyl group activator for preparation of benzyl, including p-methoxybenzyl ethers of alcohols and phenols

Sulfated tungstate was found to be an effective heterogeneous and reusable catalyst for hydroxy group activation–mediated preparation of benzylic ethers including p-methoxybenzylic ethers of a wide range of alcohols and phenols under mild reaction conditions.

Direct synthesis of unsymmetrical ethers from alcohols catalyzed by titanium cation-exchanged montmorillonite

Titanium-exchanged montmorillonite (Ti4+-mont) was found to act as an efficient heterogeneous catalyst for the etherification of a wide range of alcohols under mild reaction conditions. Ti4+-mont was reusable with retention of high efficiency and applicable to scale-up reaction conditions. The Royal Society of Chemistry 2012.

A general method for the preparation of ethers using water-resistant solid lewis acids

(Chemical Equation Presented) This most ethereal of cascades: Water-resistant single isolated Lewis acids within the framework of molecular sieves act as excellent general catalysts for the synthesis of ethers (see scheme). On this basis, an environmentally friendly process has been developed for the preparation of fine chemicals that involves a one-pot Meerwein-Ponndorf-Verley reduction/etherification cascade.