35995

Eugenol

PESTANAL^®, analytical standard

• Synonym(e): 2-Methoxy-4-(2-propenyl)-phenol, 4-Allyl-2-methoxyphenol, 4-Allylguaiacol
• Lineare Formel: 4-(H₂C=CHCH₂)C₆H₃-2-(OCH₃)OH
• CAS-Nummer: 97-53-0
• Molekulargewicht: 164.20
• UNSPSC Code: 41116107
• NACRES: NA.24
• PubChem Substance ID: 329755246
• EC Number: 202-589-1
• Beilstein/REAXYS Number: 1366759
• MDL number: MFCD00008654
• eCl@ss: 25140904

Eigenschaften

• grade: analytical standard
• Quality Segment: 100
• product line: PESTANAL^®
• assay: 99.6% (GC)
• shelf life: limited shelf life, expiry date on the label
• technique(s): HPLC: suitable, gas chromatography (GC): suitable
• refractive index: n20/D 1.541 (lit.)
• bp: 254 °C (lit.)
• mp: −12-−10 °C (lit.)
• density: 1.067 g/mL at 25 °C (lit.)
• application(s): 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
• InChI key: RRAFCDWBNXTKKO-UHFFFAOYSA-N
• Gene Information: human ... UGT1A4(54657)

Beschreibung

General description

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.

Application

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.

Other Notes

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.

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

Legal Information

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

Sicherheitshinweise

• Piktogramme: GHS07
• Signalwort: Warning
• Gefahrencodes: H317,H319
• Sicherheitshinweise: P261 - P264 - P272 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Sens. 1
• Lagerklasse: 10 - Combustible liquids
• Was ist los?: WGK 1
• Flammpunkt (°F): 255.2 °F - closed cup
• Flammpunkt (°C): 124 °C - closed cup
• PSA (Persönliche Schutzausrüstung): Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter