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Eugenol

PESTANAL®, analytical standard

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

  • CAS Number 97-53-0

  • Linear Formula 4-(H2C=CHCH2)C6H3-2-(OCH3)OH

  • Molecular Weight 164.20

  •  Beilstein/REAXYS Number 1366759

  •  EC Number 202-589-1

  •  MDL number MFCD00008654

  •  PubChem Substance ID 329755246

  •  NACRES NA.24

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Properties

Related Categories A-F, A-L, Additional Standards, All Alphabetically Sorted, Allergen Standards,
Quality Level   100
grade   analytical standard
product line   PESTANAL®
assay   99.6% (GC)
form   neat
shelf life   limited shelf life, expiry date on the label
application(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.)
Featured Industry   Agriculture
Cleaning Products
Cosmetics
Environmental
Flavors and Fragrances
Food and Beverages
Personal Care
format   neat
storage temp.   room temp
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. 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.

Legal Information

PESTANAL is a registered trademark of Sigma-Aldrich International GmbH

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 1
RTECS 
SJ4375000
Flash Point(F) 
233.6 °F - closed cup
Flash Point(C) 
112 °C - closed cup
Protocols & Articles

Articles

GC Analysis of Allergens in Perfume on SLB®-5ms (10 m x 0.10 mm I.D., 0.10 μm), Fast GC Analysis

From our library of Articles, Sigma-Aldrich presents GC Analysis of Allergens in Perfume on SLB®-5ms (10 m x 0.10 mm I.D., 0.10 μm), Fast GC Analysis
Keywords: Chromatography, Cosmetics, Flame ionization detector, Gas chromatography, Purification, Size-exclusion chromatography

GC Analysis of Allergens in Perfume on SLB®-5ms (5 m x 0.05 mm I.D., 0.05 μm), Fast GC Analysis

From our library of Articles, Sigma-Aldrich presents GC Analysis of Allergens in Perfume on SLB®-5ms (5 m x 0.05 mm I.D., 0.05 μm), Fast GC Analysis
Keywords: Chromatography, Cosmetics, Flame ionization detector, Gas chromatography, Purification, Size-exclusion chromatography

GC Analysis of Fragrance Compounds in Shampoo Base on a 100% Methyl Column after SPME using 100 μm PDMS Fiber

From our library of Articles, Sigma-Aldrich presents GC Analysis of Fragrance Compounds in Shampoo Base on a 100% Methyl Column after SPME using 100 μm PDMS Fiber
Keywords: Chromatography, Cosmetics, Gas chromatography, Mass selective detector, Purification, Solid phase microextractions

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Flavor and Fragrance Analysis

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Keywords: Calorimetry, Chromatography, Environmental, Gas chromatography, Mass spectrometry, Pesticides, Sample preparations, Separation

Peer-Reviewed Papers
15

References

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