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E51791

Sigma-Aldrich

Eugenol

ReagentPlus®, 99%

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:
1366759
EC Number:
202-589-1
MDL number:
MFCD00008654
UNSPSC Code:
12352100
PubChem Substance ID:
24894609
NACRES:
NA.22

product line

ReagentPlus®

Assay

99%

form

liquid

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.)

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)

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General description

Eugenol is a natural phenolic compound found in clove oil.

Application

Eugenol can be used in the synthesis of:
  • bio-based benzoxazines
  • ibuprofen eugenol ester (IEE)
  • polycarbonate/cyanate ester blends
  • 1,2,3-triazole eugenol glucosides

Legal Information

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

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H317,H319

Hazard Classifications

Eye Irrit. 2 - Skin Sens. 1

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

255.2 °F - closed cup

Flash Point(C)

124 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Eugenol United States Pharmacopeia (USP) Reference Standard

USP

1268965

Eugenol

Eugenol Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1269

Eugenol

β-Caryophyllene ≥80%, FCC, FG

Sigma-Aldrich

W225207

β-Caryophyllene

Isoeugenol 98%, mixture of cis and trans

Sigma-Aldrich

I17206

Isoeugenol

Antifungal efficacy of thymol, carvacrol, eugenol and menthol as alternative agents to control the growth of food-relevant fungi.
Abbaszadeh S, et al.
Journal de mycologie medicale, 24(2), e51-e56 (2014)
Synthesis and characterization of novel bio-based benzoxazines from eugenol
Thirukumaran P, et al.
Royal Society of Chemistry Advances, 4(16), 7959-7966 (2014)
Synthesis and antimicrobial activity of 6-triazolo-6-deoxy eugenol glucosides
de Souza TB, et al.
Carbohydrate Research, 410(20), 1-8 (2015)
Poly (DL?lactide?co?glycolide)(PLGA) nanoparticles with entrapped trans?cinnamaldehyde and eugenol for antimicrobial delivery applications.
Gomes C, et al.
Journal of Food Science, 76(2) (2011)
Synthesis of ibuprofen eugenol ester and its microemulsion formulation for parenteral delivery
Zhao X, et al.
Chemical & Pharmaceutical Bulletin, 53(10), 1246-1250 (2005)
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