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2-methoxy-4-prop-1-enylphenetole

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2-methoxy-4-prop-1-enylphenetole Basic information

Product Name:
2-methoxy-4-prop-1-enylphenetole
Synonyms:
  • 2-methoxy-4-prop-1-enylphenetole
  • Ethyl-iso-eugenol
  • Benzene, 1-ethoxy-2-methoxy-4-(1-propenyl)-
  • ISOEUGENYLETHYLETHER
  • Ethyl isoeugenyl ether
  • 2-Methoxy-4-(1-propenyl)phenylethyl ether
  • Benzene, 1-ethoxy-2-Methoxy-4-(1-propen-1-yl)-
  • isoeugenyl ether ether
CAS:
7784-67-0
MF:
C12H16O2
MW:
192.25
EINECS:
232-072-6
Mol File:
7784-67-0.mol
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2-methoxy-4-prop-1-enylphenetole Chemical Properties

FEMA 
2472 | ISOEUGENYL ETHYL ETHER
solubility 
Practically insoluble in water, soluble in alcohol and oils.
form 
White or colourless crystals.
Odor
at 100.00 %. spicy carnation clove
Odor Type
spicy
JECFA Number
1267
LogP
3.58
EPA Substance Registry System
Benzene, 1-ethoxy-2-methoxy-4-(1-propenyl)- (7784-67-0)
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2-methoxy-4-prop-1-enylphenetole Usage And Synthesis

Description

Isoeugenyl ethyl ether has an odor similar to isoeugenol. Prepared from isoeugenol by boiling with ethyl p-toluenesulfonate.

Chemical Properties

Isoeugenyl ethyl ether has an odor similar to isoeugenol.

Uses

Ethylisoeugenol is a prenylated dehydrozingerone analog, a potent potential chemopreventive agent for cancer.

Application

2-methoxy-4-prop-1-enylphenetole is an excellent sweetener, stable in soap, and it does not discolour in cosmetic preparations as easily as Eugenol, Vanillin, etc. 2-methoxy-4-prop-1-enylphenetole may meanwhile become a popular fragrance chemical for its very pleasant effect and great tenacity. It blends very well with Oakmoss, Ylang, Methylionones, Patchouli, Coumarins, etc. However, cosmetic skin research is very concerned about the Propenyl group, which is accused of being a hazard to the human skin, which would bring Eugenolderivatives under the limelight and possibly ban them from use in cosmetic fragrances.

Preparation

From isoeugenol by boiling with ethyl p-toluenesulfonate.

Synthesis Reference(s)

Synthetic Communications, 20, p. 345, 1990 DOI: 10.1080/00397919008052774

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