4-(Ethoxymethyl)-2-methoxyphenol

Bezeichnung:4-(Ethoxymethyl)-2-methoxyphenol

CAS-Nr13184-86-6

Englisch Name:Vanillyl ethyl ether

CBNumberCB2183240

SummenformelC10H14O3

Molgewicht182.22

MOL-Datei13184-86-6.mol

Synonyma

4-(Ethoxymethyl)-2-methoxyphenol

4-(Ethoxymethyl)-2-methoxyphenol physikalisch-chemischer Eigenschaften

Siedepunkt	125°C/4mmHg(lit.)
Dichte	1.087±0.06 g/cm3(Predicted)
FEMA	3815 \| VANILLYL ETHYL ETHER
Brechungsindex	1.5280 to 1.5320
storage temp.	Inert atmosphere,Room Temperature
Aggregatzustand	clear liquid
pka	9.73±0.20(Predicted)
Farbe	Colorless to Almost colorless
Geruch (Odor)	at 20.00 % in ethyl alcohol. alcoholic rum sweet chocolate creamy vanilla spicy nutmeg smoky
Geruchsart	chocolate
JECFA Number	887
Henry's Law Constant	4.1×10² mol/(m³Pa) at 25℃, McFall et al. (2020)
Major Application	flavors and fragrances
InChI	1S/C10H14O3/c1-3-13-7-8-4-5-9(11)10(6-8)12-2/h4-6,11H,3,7H2,1-2H3
InChIKey	KOCVACNWDMSLBM-UHFFFAOYSA-N
SMILES	OC1=C(OC)C=C(COCC)C=C1
LogP	1.46
CAS Datenbank	13184-86-6
NIST chemische Informationen	Phenol, 4-(ethoxymethyl)-2-methoxy-(13184-86-6)
EPA chemische Informationen	Phenol, 4-(ethoxymethyl)-2-methoxy- (13184-86-6)

Sicherheit

WGK Germany	WGK 3
TSCA	TSCA listed
HS Code	2909500090
Speicherklasse	10 - Combustible liquids

Gefahreninformationscode (GHS)

Vanillyl ethyl ether Chemische Eigenschaften,Einsatz,Produktion Methoden

Chemische Eigenschaften
Vanillyl ethyl ether has a phenolic, smoky odor and a strong, pungent taste.
Occurrence
Reportedly present in grape brandy (cognac), rum, whiskey and vanilla.
Verwenden
flavors and fragrances
synthetische
In a patented process, prepared by the reaction of cyclodextrin or branched-cyclodextrin with vanillyl alcohol.
Definition
ChEBI: 4-(Ethoxymethyl)-2-methoxyphenol is a member of phenols and a member of methoxybenzenes.
Synthese

121-33-5

122-51-0

13184-86-6

General procedure for the synthesis of vanillyl ethyl ether from vanillin and triethyl orthoformate: 3.04 g (20.0 mmol) of vanillin, 5.93 g (40.0 mmol) of triethyl orthoformate, 15.0 mg of p-toluenesulphonic acid monohydrate, and 15.0 mg 5% palladium-carbon catalyst were added to a 100 ml autoclave (equipped with an inner tube). After displacing the internal gas of the system under nitrogen protection, it was replaced with hydrogen and filled with hydrogen at 3.0 MPa. The autoclave temperature was controlled at 130°C and the reaction was continuously stirred for 1 hour. Upon completion of the reaction, the reaction mixture was cooled and the hydrogen pressure was subsequently released. The palladium carbon catalyst was removed by filtration and the unreacted triethyl orthoformate was recovered by distillation under reduced pressure, resulting in 3.60 g of vanillyl ethyl ether (97.4% purity and 96.2% yield as determined by internal standard method). The structure of the product was confirmed by 1H-NMR (CDCl3): δ=1.37 (3H, t), 3.42 (1H, q), 3.86 (3H, s), 4.44 (2H, s), 5.92 (1H, s), 6.88 (3H, m).
Einzelnachweise
[1] Patent: EP2813482, 2014, A1. Location in patent: Paragraph 0139; 0140

Vanillyl ethyl ether Upstream-Materialien And Downstream Produkte

4-(Ethoxymethyl)-2-methoxyphenol Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

13184-86-6, Vanillyl ethyl ether Verwandte Suche:

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