Anethole
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| Anethole | |
|---|---|
| |
| IUPAC name | 1-methoxy-4-(1-propenyl)benzene |
| Identifiers | |
| CAS number | |
| SMILES | CC=CC1=CC=C(OC)C=C1 |
| Properties | |
| Molecular formula | C10H12O |
| Density | 0.998 g/cm3 |
| Melting point |
20-21 °C |
| Boiling point |
234 °C; 81 °C at 2 mmHg |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references | |
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Overview
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.
See also
External links
- Safety (MSDS) data for anethole
- Molecular Models from OUC: anethole
- Seattle Weely: Ask Dr. Food: All About Trans-Anethole
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de:Anetholnl:Anethol
Acknowledgement and Attribution Regarding Sources of Content
Some of the initial content on this page may be incorporated in part from copyleft sources in the public domain including wikis such as Wikipedia and AskDrWiki. Drug information for patients came from the The National Library of Medicine. Infectious disease information may have come from the Centers for Disease Control (CDC). Differential Diagnoses are drawn from clinicians as well as an amalgamation of 3 sources: 1.The Disease Database; 2. Kahan, Scott, Smith, Ellen G. In A Page: Signs and Symptoms. Malden, Massachusetts: Blackwell Publishing, 2004:3; 3. Sailer, Christian, Wasner, Susanne. Differential Diagnosis Pocket. Hermosa Beach, CA: Borm Bruckmeir Publishing LLC, 2002:7 .
