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79891

Eugenol

Name: Eugenol
Brand: SIAL

certified reference material, TraceCERT^®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

Synonym(s):

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

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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:

329768681

EC Number:

202-589-1

Beilstein/REAXYS Number:

1366759

MDL number:

MFCD00008654

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Quality Level

300

grade

certified reference material, TraceCERT^®

shelf life

limited shelf life, expiry date on the label

manufacturer/tradename

Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

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)

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

format

neat

storage temp.

−20°C

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

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Related Categories

Analytical Chemistry

Certified Reference Materials

Food & Cosmetic Component Standards

Reference Materials

General description

This certified reference material (CRM) is produced and certified in accordance with ISO/IEC 17025 and ISO 17034. This CRM is traceable to primary material from an NMI, e.g. NIST or NMIJ.
Certified content by quantitative NMR incl. uncertainty and expiry date are given on the certificate.
Download your certificate at: http://www.sigma-aldrich.com.

This substance is listed on the positive list of the EU regulation 10/2011 for plastics intended to come into contact with food. Find all available reference materials for compounds listed in 10/2011 here

Application

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

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Legal Information

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

Disclaimer

store and handle under Argon

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

WGK 1

flash_point_f

255.2 °F - closed cup

flash_point_c

124 °C - closed cup

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Influence of dentine on the pulpward release of eugenol or acids from restorative materials.

W R Hume

Journal of oral rehabilitation, 21(4), 469-473 (1994-07-01)

The diffusion gradient which develops across dentine and the clearance into the capillary circulation at the pulpal side of the tissue both reduce the concentration of potential toxins applied to dentine, thus protecting pulpal cells. The data presented on eugenol

Biologic properties of eugenol and zinc oxide-eugenol. A clinically oriented review.

K Markowitz et al.

Oral surgery, oral medicine, and oral pathology, 73(6), 729-737 (1992-06-01)

Eugenol-containing dental materials are frequently used in clinical dentistry. When zinc oxide-eugenol (ZOE) is applied to a dentinal cavity, small quantities of eugenol diffuse through the dentin to the pulp. Low concentrations of eugenol exert anti-inflammatory and local anesthetic effects

Eugenol--from the remote Maluku Islands to the international market place: a review of a remarkable and versatile molecule.

Guy P Kamatou et al.

Molecules (Basel, Switzerland), 17(6), 6953-6981 (2012-06-26)

Eugenol is a major volatile constituent of clove essential oil obtained through hydrodistillation of mainly Eugenia caryophyllata (=Syzygium aromaticum) buds and leaves. It is a remarkably versatile molecule incorporated as a functional ingredient in numerous products and has found application

Methyl eugenol: its occurrence, distribution, and role in nature, especially in relation to insect behavior and pollination.

Keng Hong Tan et al.

Journal of insect science (Online), 12, 56-56 (2012-09-12)

This review discusses the occurrence and distribution (within a plant) of methyl eugenol in different plant species (> 450) from 80 families spanning many plant orders, as well as various roles this chemical plays in nature, especially in the interactions

Antioxidant and prooxidant action of eugenol-related compounds and their cytotoxicity.

Seiichiro Fujisawa et al.

Toxicology, 177(1), 39-54 (2002-07-20)

To clarify the possible link between radicals and the cytotoxicity of eugenol-related compounds, 2-allyl-4-X-phenols (2-allyl-4-chlorophenol (1), 2-allyl-4-phenylphenol (2), 2-allyl-4-methoxyphenol (3), 2-allyl-4-acetylphenol (4), 2-allyl-4-nitrophenol (5), 2-allyl-4-t-butylphenol (6), 2-allyl-4-methyphenol (7), 2-allyl-4-bromophenol (8), 2,4-dimethoxyphenol (9)), and dimeric compounds from eugenol (4-allyl-2-methoxyphenol), BHA (2-t-butyl-4-methoxyphenol)

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Global Trade Item Number

SKU	GTIN
79891-100MG	04061832973913

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