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Estragole



Estragole
IUPAC name 1-methoxy-4-(2-propenyl)benzene
Identifiers
CAS number 140-67-0
SMILES C=CCC1=CC=C(OC)C=C1
Properties
Molecular formula C10H12O
Molar mass 148.20 g/mol
Density 0.946 g/cm3
Boiling point

216 °C; 95-96 °C at 12 mmHg

Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

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 Syzygium anisatum.

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 indicated. Special care is also to be taken with infant nourishment, since many teas or tea-like beverages contain estragole.

See also

  • Anethole, a double bond isomer
  • Chavicol, the phenol analog
  • Safrole, a methylenedioxy analog

References

     
    This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Estragole". A list of authors is available in Wikipedia.
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