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(E)-anethol

Chemical Structure

General Material Information

Preferred name (E)-anethol
Trivial Name trans-Anethole
Short Description trans-anethol
Formula C10 H12 O
CAS Number 4180-23-8
Deleted CAS Number 109957-71-3
FEMA Number 2086
ECHA Number 224-052-0
FDA UNII Q3JEK5DO4K
Nikkaji Number J61.645A
Beilstein Number 0636190
MDL MFCD00009284
COE Number 183
Bio Activity Summary External link
NMR Predictor External link
JECFA Food Flavoring 217 trans-anethol
FDA Patent No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm 4180-23-8 ; TRANS-ANETHOLE
Synonyms
  • trans- acintene O
  • (E)- anethol
  • trans- anethol
  • (E)- anethol (natural)
  • trans- anethol 21/22
  • anethol 21/22 FCC
  • trans- anethol 21/22 FCC
  • anethol 21/22 natural
  • anethol B21 (ex star anise)
  • anethol de synthese
  • anethol extra USP
  • anethol nat ex star anise oil
  • (E)- anethol natural
  • anethol supra 21.5
  • anethol synthetic
  • anethol USP
  • (E)- anethole
  • trans- anethole
  • trans-p- anethole
  • trans-para- anethole
  • anethole (99.5%)
  • anethole (natural)
  • anethole 20/21
  • anethole 21/22
  • anethole 21/22 extra
  • anethole 21/22 natural
  • anethole 21/22 prima
  • anethole 21/22 USP extra
  • anethole ex fennel natural
  • anethole FCC
  • anethole FCC (natural)
  • anethole N.F.
  • anethole natural (trans)
  • anethole natural (ex star anise)
  • anethole ODL (natural)
  • anethole synthetic
  • anethole USP
  • anethole-99.5%
  • anethole, natural
  • (E)- anise camphor
  • trans-1-p- anisyl propene
  • trans-1-para- anisyl propene
  • trans-1-p- anisylpropene
  • trans-1-para- anisylpropene
  • benzene, 1-methoxy-4-(1-propenyl)-, (E)-
  • benzene, 1-methoxy-4-[(1E)-1-propen-1-yl]-
  • benzene, 1-methoxy-4-[(1E)-1-propenyl]-
  • (E)-iso estragole
  • (E)-4-methoxy-1-propenyl benzene
  • 1-methoxy-4-((1E)-1-propenyl) benzene
  • 1-methoxy-4-((1E)-1-propenyl)benzene
  • 1-methoxy-4-((E)-propenyl)-benzene
  • (E)-1-methoxy-4-(1-propenyl) benzene
  • (E)-1-methoxy-4-(1-propenyl)benzene
  • 1-methoxy-4-(1-propenyl)benzene, (E)-
  • (E)-1-methoxy-4-(prop-1-en-1-yl)benzene
  • 1-methoxy-4-(prop-1(trans)-enyl)benzene
  • 1-methoxy-4-[(1E)-1-propen-1-yl]benzene
  • 1-methoxy-4-[(E)-prop-1-enyl]benzene
  • (E)-1-methoxy-4-propenyl benzene
  • (E)-1-methoxy-4-propenylbenzene
  • (E)-p- methoxy-alpha-phenyl propene
  • (E)-para- methoxy-alpha-phenyl propene
  • (E)-p- methoxy-alpha-phenylpropene
  • (E)-para- methoxy-alpha-phenylpropene
  • (E)-para- methoxy-beta-methyl styrene
  • trans-para- methoxy-beta-methyl styrene
  • (E)-1-para- methoxyphenyl propene
  • (E)-1-(4-methoxyphenyl) propene
  • trans-1-(4-methoxyphenyl)-1-propene
  • trans-1-(para- methoxyphenyl)-1-propene
  • (E)-1-(4-methoxyphenyl)propene
  • (E)-1-p- methoxyphenylpropene
  • 1-p- methoxyphenylpropene, trans-
  • (E)-p- methoxypropenyl benzene
  • (E)-para- methoxypropenyl benzene
  • (E)-p- methoxypropenylbenzene
  • (E)-para- methoxypropenylbenzene
  • methyl 4-[(1E)-prop-1-en-1-yl]phenyl ether
  • 1-( methyloxy)-4-[(1E)-prop-1-en-1-yl]benzene
  • (E)- nauli gum
  • (E)-1-propene, 1-(4-methoxyphenyl)
  • (E)-p- propenyl anisole
  • (E)-para- propenyl anisole
  • trans-para- propenyl anisole
  • (E)-p- propenyl phenyl methyl ether
  • (E)-para- propenyl phenyl methyl ether
  • trans-4-(1-propenyl) anisole
  • (E)-p- propenylanisole
  • (E)-para- propenylanisole
  • (E)-p- propenylphenylmethyl ether
  • (E)-para- propenylphenylmethyl ether
  • 1-methoxy-4-[(E)-prop-1-enyl]benzene
  • Benzene, 1-methoxy-4-(1E)-1-propen-1-yl-
  • Anisole, p-propenyl-, (E)-
  • Benzene, 1-methoxy-4-(1-propenyl)-, (E)-
  • Benzene, 1-methoxy-4-(1E)-1-propenyl-
  • 1-Methoxy-4-(1E)-1-propen-1-ylbenzene
  • trans-Anethole
  • trans-Anethol
  • trans-1-(p-Methoxyphenyl)propene
  • trans-1-(4-Methoxyphenyl)-1-propene
  • trans-p-Methoxy-β-methylstyrene
  • (E)-Anethole
  • trans-p-Anethole
  • (E)-1-(4-Methoxyphenyl)propene
  • trans-1-(p-Methoxyphenyl)-1-propene
  • trans-4-(1-Propenyl)anisole
  • trans-1-p-Anisylpropene
  • (E)-1-p-Methoxyphenylpropene
  • 1-Methoxy-4-[(1E)-1-propenyl]benzene
  • NSC 209529
  • (E)-1-Methoxy-4-(prop-1-en-1-yl)benzene
  • (E)-1-Methoxy-4-(1-propen-1-yl)benzene
  • trans-4-Methoxy-β-methylstyrene

US / EU / FDA / JECFA / FEMA / Scholar / Patents

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Other Information

(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
FDA Substances Added to Food (formerly EAFUS):View
CHEBI:View
CHEMBL:View
KEGG (GenomeNet):C10428
HMDB (The Human Metabolome Database):HMDB30837
FooDB:FDB002793
Export Tariff Code:2906.19.5000
Typical G.C.
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
Formulations/Preparations:
grades: usp (technical); fcc (food chemicals codex).

Suppliers

Advanced Biotech Alfa Biotechnology
Ambles Nature et Chimie Anhui Haibei
Aromatic and Allied Chemicals Arora Aromatics
Augustus Oils Axxence Aromatic
Berjé BOC Sciences
Bontoux Charabot
Citrus and Allied Essences Creatingperfume.com
De Monchy Aromatics Diffusions Aromatiques
ECSA Chemicals EMD Millipore
Ernesto Ventós Excellentia International
Fleurchem Foreverest Resources
Frey + Lau Fuzhou Farwell
Gem Aromatics George Uhe Company
Glentham Life Sciences Global Essence
Indenta Group Indo World Trading
Indukern F&F Jiangyin Healthway
John Kellys (London) K.L. Koh Enterprise
Lluch Essence M&U International
Mane Mentha & Allied Products
Moellhausen OQEMA
Penta International PerfumersWorld
Perfumery Laboratory Phoenix Aromas & Essential Oils
Prinova Reincke & Fichtner
Robertet Sachee
Santa Cruz Biotechnology Sensient Flavor and Fragrances
Sigma-Aldrich Silver Fern Chemical
Som Extracts SRS Aromatics
Sunaux International Symrise
Taytonn ASCC TCI AMERICA
The Good Scents Company The John D. Walsh Company
The Lermond Company United International
Vigon International WEN International
Xiamen Doingcom Chemical Advanced Biotech. Inc.
Augustus Oils Ltd Axxence Aromatic GmbH
Berje Inc. Bontoux SAS
Fleurchem, Inc. Foreverest Resources Ltd.
Glentham Life Sciences Ltd Global Essence Inc.
Indukern, S.A. F&F Ingredients Division Jiangyin Healthway International Trade Co., Ltd
Lluch Essence S.L. M&U International LLC
Moellhausen S.P.A. Penta International Corporation
PerfumersWorld Ltd. Robertet, Inc.
SRS Aromatics Ltd Symrise AG
Taytonn ASCC Pte Ltd The John D. Walsh Company, Inc
Qingdao Free Trade Zone United International Co Ltd Ernesto Ventós S.A.

PhysChem Properties

Material listed in food chemical codex Yes
Molecular weight 148.20483398438
Specific gravity @ 25 °C
Pounds per Gallon 8.18 to 8.221
Specific gravity @ 20 °C
Pounds per Gallon 8.197 to 8.256
Refractive Index 1.558 to 1.59 @ 20 °C
Melting Point 21 to 23°C @ 760 mm Hg
Boiling Point 234 to 237°C @ 760 mm Hg
Vapor Pressure 0.069 mmHg @ 25 °C
Flash Point TCC Value 90.56 °C TCC
logP (o/w) 3.39
Shelf life 24 months (or longer if stored properly.)
Storage notes Store in cool, dry place in tightly sealed containers, protected from heat and light.
Solubility
acetone Yes
ethyl acetate Yes
ethyl alcohol, 8 vol. of 80% and 1 vol of 90% alcohol Yes
paraffin oil Yes
water, 98.68 mg/L @ 25 °C (est) Yes
water No
Stability
acid cleaner Unspecified
avoid iron drums Unspecified
deo stick Unspecified
detergent perborate Unspecified
fabric softener Unspecified
hard surface cleaner Unspecified
non-discoloring in most media Unspecified
shampoo Unspecified
stable in most media Unspecified
store in light resistant containers Unspecified

Organoleptic Properties

Odor Type: Licorice
sweet, anise, licorice, mimosa, medicinal
Odor strength high , recommend smelling in a 10.00 % solution or less
Substantivity 20 hour(s) at 100.00 %
Luebke, William tgsc, (1995) At 10.00 % in dipropylene glycol. sweet anise licorice mimosa
Mosciano, Gerard P&F 22, No. 3, 47, (1997) Sweet, anise, licorice and medicinal
Flavor Type: Anise
sweet, anise, licorice, spicy
Mosciano, Gerard P&F 22, No. 3, 47, (1997) At 10.00 ppm. Sweet, anise, licorice and spicy with a lingering, sweet aftertaste
Useful in: mint, savory vegetable, savory spices, fruity red, fruity yellow, fruity tropical, fruity others, sweet others, alcoholics. Anise, sweet, liquorice, fennel
General comment Sweet, anise, licorice

Occurrences

Safety Information

Safety information

Preferred SDS: View
European information :
Most important hazard(s):
Xi N - Irritant, Dangerous for the environment.
R 43 - May cause sensitisation by skin contact.
Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
Skin sensitisation (Category 1), H317
GHS Label elements, including precautionary statements
Pictogramexclamation-mark.jpg
Signal word Warning
Hazard statement(s)
H317 - May cause an allergic skin reaction
Precautionary statement(s)
P261 - Avoid breathing dust/fume/gas/mist/vapours/spray.
P272 - Contaminated work clothing should not be allowed out of the workplace.
P280 - Wear protective gloves/protective clothing/eye protection/face protection.
P302 + P352 - IF ON SKIN: wash with plenty of soap and water.
P333 + P313 - IF SKIN irritation or rash occurs: Get medical advice/attention.
P363 - Wash contaminated clothing before reuse.
P501 - Dispose of contents/ container to an approved waste disposal plant.
Oral/Parenteral Toxicity:
oral-rat LD50 2090 mg/kg
BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: COMA
Food and Cosmetics Toxicology. Vol. 2, Pg. 327, 1964.

intraperitoneal-rat LD50 900 mg/kg
Therapie. Vol. 22, Pg. 309, 1967.

oral-mouse LD50 3050 mg/kg
BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: COMA
Food and Cosmetics Toxicology. Vol. 2, Pg. 327, 1964.

intraperitoneal-mouse LD50 650 mg/kg
Therapie. Vol. 22, Pg. 309, 1967.

oral-guinea pig LD50 2167 mg/kg
BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Food and Cosmetics Toxicology. Vol. 2, Pg. 327, 1964.

Dermal Toxicity:
skin-rabbit LD50 > 5000 mg/kg
Food and Cosmetics Toxicology. Vol. 2, Pg. 327, 1964.

Inhalation Toxicity:
Not determined

Safety in use information

Category:
flavor and fragrance agents
RIFM Fragrance Material Safety Assessment: Search
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
Recommendation for (E)-anethol usage levels up to:
10.0000 % in the fragrance concentrate.
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 3
Click here to view publication 3
average usual ppmaverage maximum ppm
baked goods: -150.00000
beverages(nonalcoholic): -11.00000
beverages(alcoholic): -1400.00000
breakfast cereal: --
cheese: --
chewing gum: -1500.00000
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: -26.00000
fruit ices: -26.00000
gelatins / puddings: --
granulated sugar: --
gravies: --
hard candy: -340.00000
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: --
milk products: --
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: --
soups: --
sugar substitutes: --
sweet sauces: --

Safety references

European Food Safety Authority (EFSA) reference(s):

Scientific Opinion on the safety and efficacy of allylhydroxybenzenes (chemical group 18) when used as flavourings for all animal species
View page or View pdf

Review of substances/agents that have direct beneficial effect on the environment: mode of action and assessment of efficacy
View page or View pdf

EPI System: View
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
Carcinogenic Potency Database:Search
EPA Substance Registry Services (TSCA):4180-23-8
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :637563
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
1-methoxy-4-[(E)-prop-1-enyl]benzene
Chemidplus:0004180238
RTECS:BZ9275000 for cas# 4180-23-8