Skip to Content
Merck
CN

Key Documents

View All Documentation

35995

Eugenol

PESTANAL®, analytical standard

Synonym(s):

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

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View

About This Item

Linear Formula:
4-(H2C=CHCH2)C6H3-2-(OCH3)OH
CAS Number:
97-53-0
Molecular Weight:
164.20
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329755246
EC Number:
202-589-1
Beilstein/REAXYS Number:
1366759
MDL number:
MFCD00008654
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

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)

Looking for similar products? Visit Product Comparison Guide

Related Categories

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

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H317,H319

Hazard Classifications

Eye Irrit. 2 - Skin Sens. 1

Storage Class

10 - Combustible liquids

wgk

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCCL5331
BCCH3111
BCCC7425
BCBV3232
BCBT4549

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Surface alteration of Saccharomyces cerevisiae induced by thymol and eugenol
Bennis.S, et al.
Letters in Applied Microbiology, 38, 454-458 (2004)
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)
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)
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 vanillin, eugenol and isoeugenol by RP-HPLC.
Li-H-Y, et al.
Chromatographia, 60(11-12), 709-713 (2004)
View All Related Papers

Global Trade Item Number

SKUGTIN
35995-250MG04061838260833

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service