Isoeugenol Chemische Eigenschaften,Einsatz,Produktion Methoden
R-Sätze Betriebsanweisung:
R22:Gesundheitsschädlich beim Verschlucken.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
R43:Sensibilisierung durch Hautkontakt möglich.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen.
Beschreibung
Isoeugenol has a floral odor reminiscent of carnation. May be
prepared by the alkaline isomerization of eugenol obtained from
essential oils high in eugenol.
Chemische Eigenschaften
Isoeugenol occurs in many essential oils, mostly with eugenol,
but not as the main component. Commercial isoeugenol is a mixture of (E)- and
(Z)-isomers, in which the (E)-isomer dominates because it is thermodynamically
more stable. Isoeugenol is a yellowish, viscous liquid with a fine clove odor, with
that of the crystalline trans-isomer being the more delicate.
Isoeugenol can be hydrogenated catalytically to form dihydroeugenol. Vanillin
was formerly prepared by oxidation of isoeugenol. Additional fragrance materials
are prepared by esterification or etherification of the hydroxy group.
Isoeugenol can be hydrogenated catalytically to form dihydroeugenol. Vanillin
was formerly prepared by oxidation of isoeugenol. Additional fragrance materials
are prepared by esterification or etherification of the hydroxy group.
Occurrence
The commercial product is a mixture of cis- and trans-isomers; reported found in the essential oils of ylangylang and nutmeg; also in the oil from flowers of Michelia champaca and in the oil from seeds of Nectandra puchury. Reported found
in bilberry, guava, blackberry, tomato, cinnamon, clove bud and stem, nutmeg, mace, thymus, tea, coffee, fatty fish, beer, rum, plum,
mushroom, dill, malt wort, elder flower, cuttlefish, Chinese quince, pimento leaf and maté.
Verwenden
isoeugenol is a volatile oil fraction derived from eugenol. It is also found in ylang-ylang and nutmeg oils. It is used in cosmetics as a fragrance or to mask odor.
Definition
ChEBI: A phenylpropanoid that is an isomer of eugenol in which the allyl substituent is replaced by a prop-1-enyl group.
synthetische
The starting material for the synthesis of isoeugenol is eugenol.The
sodium or potassium salt of eugenol is isomerized to isoeugenol by heating. Isomerization
can also be achieved catalytically in the presence of ruthenium [346]
or rhodium compounds.
Allgemeine Beschreibung
Pale yellow oily liquid with a spice-clove odor. Freezes at 14°F. Density 1.08 g / cm3. Occurs in ylang-ylang oil and other essential oils.
Air & Water Reaktionen
Slightly water soluble .
Brandgefahr
ISOEUGENOL is combustible.
Kontakt-Allergie
Isoeugenol is a mixture of two cis and trans isomers.
It occurs in ylang-ylang and other essential oils. It is a
common allergen of perfumes and cosmetics such as
deodorants and is contained in fragrance mix. Its presence
in cosmetics is indicated in the INGREDIENTS
series. Substitution by esters such as isoeugenyl acetate
(not indicated on the package) does not always
resolve the allergenic problem, because of the in vivo
hydrolysis of the substitute into isoeugenol.
Isoeugenol Upstream-Materialien And Downstream Produkte
Upstream-Materialien
dilute sulphuric acid
Amylalkohol, ausgenommen:tert-Pentanol
5-(1-Propenyl)-1,3-benzodioxol
1-Allyl-3,4-methylendioxybenzol
Potassium hydroxide solution
Mace oil
Ylang Ylang Oil
Alkali Metals, plasma standard solution, Specpure, Ba,Be,Ca,Cs,K,Li,Mg,Na,Rb,Sr, 100μg/ml
Eugenol
Phenol, 4-[4-(dibutylamino)butyl]-2-methoxy-
Di-n-butylamin
2-Methoxy-4-prop-1-enylphenetol
2-Ethoxy-5-prop-1-enylphenol
Downstream Produkte
