Anethole

Anethole

Chembox new
ImageFile = Anethole-structure-skeletal.png ImageSize =
IUPACName = 1-methoxy-4-(1-propenyl)benzene
OtherNames =
Section1 = Chembox Identifiers
CASNo = 104-46-1
PubChem = 637563
SMILES = CC=CC1=CC=C(OC)C=C1
Section2 = Chembox Properties
C=10|H=12|O=1
MolarMass =
Appearance =
Density = 0.998 g/cm3
MeltingPt = 20-21 °C
BoilingPt = 234 °C; 81 °C at 2 mmHg
Solubility =
Section3 = Chembox Hazards
ExternalMSDS = [http://physchem.ox.ac.uk/MSDS/AN/anethole.html External MSDS]
FlashPt =
Autoignition =
Section8 = Chembox Related
OtherCpds = Anisole; Estragole

Anethole (or "trans"-anethole) is an aromatic compound that accounts for the distinctive "licorice" flavor of anise, fennel, star anise, and anise myrtle. It may also be referred to as p-propenylanisole, anise camphor, isoestragole, or oil of aniseed. It is unrelated to glycyrrhizic acid, the compound which makes licorice taste sweet. The full chemical name is "trans"-1-methoxy-4-(prop-1-enyl)benzene. The chemical structure is shown at right. Chemically, an aromatic, unsaturated ether.

Anethole appears as white crystals at room temperature. Its melting point is 21 °C, and its boiling point is 234 °C. It has a chemical formula of C10H12O, and is closely related to estragole, an aromatic compound found in tarragon and basil.

Anethole is distinctly sweet as well as having its flavoring properties and is measured to be 13 times sweeter than sugar. It is perceived as being pleasant to the taste even at higher concentrations.

It is slightly toxic and may act as an irritant in large quantities. It can stimulate hepatic regeneration in rats, and can also produce spasmolytic activity in high doses. It is a chemical precursor for paramethoxyamphetamine (PMA), which has been sold as ecstasy resulting in several deaths.

External links

* [http://people.ouc.bc.ca/woodcock/molecule/modelfiles/anethole.html Molecular Models from OUC: anethole]
* [http://www.seattleweekly.com/features/0502/050112_food_drfood.php Seattle Weely: Ask Dr. Food: All About Trans-Anethole]


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  • anethole — /an euh thohl /, n. Chem., Pharm. a white, crystalline powder, C10H12O, having a sweet taste, obtained from anise or fennel oils or synthesized: used chiefly in perfumes, dentifrices, flavoring, synthesis of anisaldehyde, and in medicine as an… …   Universalium

  • anethole — noun A particular aromatic compound found in anise …   Wiktionary

  • anethole — an·e·thole an ə .thōl n an ether C10H12O obtained esp. from the oils of anise and fennel in the form of soft shining scales and used in flavoring and in cosmetics * * * an·e·thole (anґə thōl) [NF] a flavoring agent for drugs, obtained… …   Medical dictionary

  • anethole — n. chemical substance used in medicine and in production of perfumes …   English contemporary dictionary

  • anethole — an·e·thole …   English syllables

  • anethole — /ˈænəθoʊl/ (say anuhthohl) noun a compound, C10H12O, found in anise and fennel oils, and used in perfumes and as an antiseptic and carminative, etc. {Greek anēthon anise (properly, dill) + ole} …  

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