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Merck

E5000000

Eugenol

European Pharmacopoeia (EP) 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:
Molecular Weight:
164.20
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1366759
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grade

pharmaceutical primary standard

API family

eugenol

manufacturer/tradename

EDQM

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)

pharmaceutical (small molecule)

format

neat

storage temp.

2-8°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

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Eugenol EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Other Notes

Sales restrictions may apply.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2 - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

255.2 °F - closed cup

flash_point_c

124 °C - closed cup


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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
Ali Fulcher et al.
Journal of medical entomology, 51(4), 896-899 (2014-08-15)
The effect of spraying a mixture of the insect growth regulator (IGR) pyriproxyfen (1 mg/liter) and either 1% boric acid sugar bait or eugenol sugar bait on croton petra plants (Codiaeum variegatum L.) was evaluated against the container-inhabiting mosquito, Aedes
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
Kristin Herrmann et al.
Carcinogenesis, 35(4), 935-941 (2013-12-10)
Methyleugenol--a natural constituent of herbs and spices--is hepatocarcinogenic in rodent models. It can form DNA adducts after side-chain hydroxylation and sulfation. We previously demonstrated that human sulfotransferases (SULTs) 1A1 and 1A2 as well as mouse Sult1a1, expressed in Salmonella target
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

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