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Merck

10368

trans-Anethole

analytical standard

Synonym(s):

4-Propenylanisole, trans-1-Methoxy-4-(1-propenyl)benzene

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About This Item

Linear Formula:
CH3CH=CHC6H4OCH3
CAS Number:
4180-23-8
Molecular Weight:
148.20
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
329749035
EC Number:
224-052-0
Beilstein/REAXYS Number:
774229
MDL number:
MFCD00009284

Product Name

trans-Anethole, analytical standard

InChI key

RUVINXPYWBROJD-ONEGZZNKSA-N

InChI

1S/C10H12O/c1-3-4-9-5-7-10(11-2)8-6-9/h3-8H,1-2H3/b4-3+

SMILES string

COc1ccc(\C=C\C)cc1

grade

analytical standard

assay

≥99.5% (GC)

shelf life

limited shelf life, expiry date on the label

contains

~0.05% 4-tert-butylcatechol as stabilizer

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

refractive index

n20/D 1.561 (lit.)
n20/D 1.561

bp

234-237 °C (lit.)

mp

20-21 °C (lit.)

density

0.988 g/mL at 25 °C (lit.)

application(s)

cleaning products
cosmetics
flavors and fragrances
food and beverages
personal care

format

neat

storage temp.

2-8°C

Quality Level

100

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Application

It was used as standard in the determination of trans-anethole in Savia sclarea essential oil using HPLC and GC-MS method.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Biochem/physiol Actions

Naturally occurring phenylpropene derivative that is estrogenic at lower concentrations and cytotoxic at higher concentrations to cancer cell lines. The cytotoxicity is related to the metabolism of trans-anethole to 4-hydroxy-1-propenylbenzene.

General description

trans-Anethole is a naturally occuring flavouring agent. It has insecticidal, larvicidal, and antimicrobial properties.

Other Notes

This compound is commonly found in plants of the genus: pimpinella

pictograms

Exclamation markEnvironment
GHS07,GHS09

signalword

Warning

hcodes

H317,H411

Hazard Classifications

Aquatic Chronic 2 - Skin Sens. 1

Storage Class

10 - Combustible liquids

wgk

WGK 2

flash_point_f

213.8 °F

flash_point_c

101 °C

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN6985
BCCK2594
BCCD5185
BCCB4831
BCCB4186

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S K Abraham
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 39(5), 493-498 (2001-04-21)
The naturally occurring flavouring agents trans-anethole and eugenol were evaluated for antigenotoxic effects in mice. The test doses of trans-anethole (40-400 mg/kg body weight) and eugenol (50-500 mg/kg weight) were administered by gavage 2 and 20 h before the genotoxins
Determination of trans-anethole in Salvia sclarea essential oil by liquid chromatography and GC-MS.
Valgimiglib, Luca, Simone Gabbaninic, and Vanni Cavrinia.
Journal of Separation Science, 25, 703-709 (2002)
Bülent Cetin et al.
Journal of medicinal food, 13(1), 196-204 (2010-02-09)
The objective of this study was to determine the chemical compositions of the essential oil and hexane extract isolated from the inflorescence, leaf stems, and aerial parts of Florence fennel and the antimicrobial activities of the essential oil, hexane extract
Masahiro Yutani et al.
Phytotherapy research : PTR, 25(11), 1707-1713 (2011-07-02)
trans-Anethole (anethole), a major component of anise oil, has a broad antimicrobial spectrum with antimicrobial activity relatively weaker than those of well-known antibiotics, and significantly enhances the antifungal activity of polygodial and dodecanol against the baker's yeast Saccharomyces cerevisiae and
Meher U Nessa et al.
Anticancer research, 32(11), 4843-4850 (2012-11-17)
Chemopreventative phytochemicals having antitumour and antioxidant properties can overcome problems of chemoresistance and nonspecific toxicity towards normal cells that are associated with platinum-based chemotherapy against cancer. These agents exert their effects by bringing into play numerous cellular proteins that in
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