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Estragole

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Estragole
Estragole
Names
IUPAC name
1-allyl-4-methoxybenzene
Other names
1-methoxy-4-(3-propenyl)-benzene estragol; estragon; p-allylanisole; chavicyl methylether; methylchavicol; chavicol methylether; isoanethole.
Identifiers
3D model (JSmol)
ECHA InfoCard 100.004.935 Edit this at Wikidata
  • C=CCC1=CC=C(OC)C=C1
Properties
C10H12O
Molar mass 148.20 g/mol
Density 0.946 g/cm3
Boiling point 216 °C; 95-96 °C at 12 mmHg
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Estragole, or p-allylanisole or methyl chavicol, is a natural organic compound. Its chemical structure consists of a benzene ring substituted with a methoxy group and a propenyl group. Estragole is a double-bond isomer of anethole. It is a colorless to pale yellow liquid. It is the primary constituent of tarragon oil making up 60–75% of the oil. It is also found in basil (23–88%), pine oil, turpentine and fennelseed (Syzygium anisatum and Foeniculum vulgare).

Estragole is used in perfumes and as a food additive for flavor.

Risks

Estragole is suspected to be carcinogenic and genotoxic, as is indicated by a report of the European Union. A reduction in consumption is thus recommended. Special care is also to be taken with infant nourishment, since many teas or tea-like beverages contain estragole [1].

See also

References

  1. ^ EMEA: Public statement on the use of herbal medicinal products containing estragole [1]