35995

Eugenol

PESTANAL^®, analytical standard

• Synonym(s): 2-Methoxy-4-(2-propenyl)phenol, 4-Allyl-2-methoxyphenol, 4-Allylguaiacol
• Linear Formula: 4-(H₂C=CHCH₂)C₆H₃-2-(OCH₃)OH
• CAS Number: 97-53-0
• Molecular Weight: 164.20
• Beilstein/REAXYS Number: 1366759
• EC Number: 202-589-1
• MDL number: MFCD00008654
• UNSPSC Code: 41116107
• PubChem Substance ID: 329755246
• NACRES: NA.24

Properties

• grade: analytical standard
• Quality Level: 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)

Description

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.[1] It finds applications as a substrate for vanillin production via enzymatic transformation.[2] 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.[3]

Eugenol is a phenolic compound and a major constituent of clove oil[4][5], which can find applications as an anti H. pylori agents and anti-bacterial agents.[4] It can also act like a fungicidal agent, which can completely inhibit the growth of Saccharomyces cerevisiae, a species of yeast.[4]

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).[2]
• Mainstream cigarette smoke using gas chromatography/mass spectrometry (GC/MS).[3]
• Plant extracts using high-performance thin-layer chromatography (HPTLC) and gas chromatography coupled to mass spectrometry (GC-MS).[1]

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

Other Notes

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

Recommended products

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Legal Information

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

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H317,H319
• pcodes: P261 - P264 - P272 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Sens. 1
• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 1
• flash_point_f: 255.2 °F - closed cup
• flash_point_c: 124 °C - closed cup
• ppe: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter