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01050595

Eugenol

primary reference standard

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
Beilstein/REAXYS Number:
1366759
EC Number:
202-589-1
MDL number:
MFCD00008654
UNSPSC Code:
85151701
PubChem Substance ID:
329747197
NACRES:
NA.24

grade

primary reference standard

form

liquid

shelf life

limited shelf life, expiry date on the label

manufacturer/tradename

HWI

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)

food and beverages

shipped in

dry ice

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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General description

Produced and qualified by HWI pharma services GmbH.
Exact content by quantitative NMR can be found on the certificate.

Application

Reference Standard in the analysis of herbal medicinal products

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H317,H319

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

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Certificates of Analysis (COA)

Lot/Batch Number
HWI00301-2
HWI00301-1
HWI00301

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Eugenol solution

o-Eugenol 98%

Sigma-Aldrich

390828

o-Eugenol

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
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
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
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
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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