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Merck

35995

Supelco

Eugenol

PESTANAL®, analytical standard

Synonym(e):

2-Methoxy-4-(2-propenyl)-phenol, 4-Allyl-2-methoxyphenol, 4-Allylguaiacol

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About This Item

Lineare Formel:
4-(H2C=CHCH2)C6H3-2-(OCH3)OH
CAS-Nummer:
Molekulargewicht:
164.20
Beilstein:
1366759
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
41116107
PubChem Substanz-ID:
NACRES:
NA.24

Qualität

analytical standard

Qualitätsniveau

Produktlinie

PESTANAL®

Assay

99.6% (GC)

Haltbarkeit

limited shelf life, expiry date on the label

Methode(n)

HPLC: suitable
gas chromatography (GC): suitable

Brechungsindex

n20/D 1.541 (lit.)

bp

254 °C (lit.)

mp (Schmelzpunkt)

−12-−10 °C (lit.)

Dichte

1.067 g/mL at 25 °C (lit.)

Anwendung(en)

agriculture
cleaning products
cosmetics
environmental
flavors and fragrances
food and beverages
personal care

Format

neat

SMILES String

COc1cc(CC=C)ccc1O

InChI

1S/C10H12O2/c1-3-4-8-5-6-9(11)10(7-8)12-2/h3,5-7,11H,1,4H2,2H3

InChIKey

RRAFCDWBNXTKKO-UHFFFAOYSA-N

Angaben zum Gen

human ... UGT1A4(54657)

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Allgemeine Beschreibung

Eugenol is a naturally occurring flavor extract isolated from the plants, including kernels of Myristica fragrans Houtt, bark of the genus Cinnamonum, roots of Valeriana officinalis, etc. It finds applications as a substrate for vanillin production via enzymatic transformation. Eugenol is released from clove-bud-containing cigarettes, and reportedly exhibits analgesic property, which helps to reduce the pain in the lungs and throat by freezing the pain receptors in the mouth and throat.
Eugenol is a phenolic compound and a major constituent of clove oil, which can find applications as an anti H. pylori agents and anti-bacterial agents. It can also act like a fungicidal agent, which can completely inhibit the growth of Saccharomyces cerevisiae, a species of yeast.

Anwendung

Eugenol may be used as an analytical reference standard for the quantification of the analyte in the following:
  • Bioconversion broth using reversed-phase high-performance liquid chromatography with UV detection (RP-HPLC-UV).
  • Mainstream cigarette smoke using gas chromatography/mass spectrometry (GC/MS).
  • Plant extracts using high-performance thin-layer chromatography (HPTLC) and gas chromatography coupled to mass spectrometry (GC-MS).

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Sonstige Hinweise

This compound is commonly found in plants of the genus: angelica cinnamomum

Empfohlene Produkte

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

Rechtliche Hinweise

PESTANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

Piktogramme

Exclamation mark

Signalwort

Warning

H-Sätze

Gefahreneinstufungen

Eye Irrit. 2 - Skin Sens. 1

Lagerklassenschlüssel

10 - Combustible liquids

WGK

WGK 1

Flammpunkt (°F)

255.2 °F - closed cup

Flammpunkt (°C)

124 °C - closed cup

Persönliche Schutzausrüstung

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


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Analysenzertifikate (COA)

Lot/Batch Number

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HPTLC and GC-MS for separation and identification of eugenol in plants
Rusu LM, et al.
J. Planar Chromatogr., 20(2), 139-140 (2007)
Determination of eugenol, anethole, and coumarin in the mainstream cigarette smoke of Indonesian clove cigarettes
Polzin MG, et al.
Food And Chemical Toxicology, 45(10), 1948-1953 (2007)
Antimicrobial activities of Eugenol and Cinnamaldehyde against the human gastric pathogen Helicobacter pylori
Ali MS, et al.
Annals of Clinical Microbiology and Antimicrobials, 4, 20-20 (2005)
Surface alteration of Saccharomyces cerevisiae induced by thymol and eugenol
Bennis.S, et al.
Letters in Applied Microbiology, 38, 454-458 (2004)
Determination of vanillin, eugenol and isoeugenol by RP-HPLC.
Li-H-Y, et al.
Chromatographia, 60(11-12), 709-713 (2004)

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