Estragole has an odor reminiscent of anise with a corresponding sweet taste (differing from anethole)
Basil oil, methyl chavicol (estragole)-type (Réunion type, exotic type) is
obtained by steam distillation of the flowering tops or whole plants of
Ocimum basilicum L. (Lamiaceae), which was formerly grown in Réunion
and Madagascar. Today, the oil is produced in India and Vietnam on
relatively large scale (～100 and 30 t/yr, respectively) and also in Egypt, but
in small quantities. It is a light yellow liquid with a fresh, green, spicy odor
characteristic of methyl chavicol (estragole).
d2020 0.948–0.970; n20D 1.5100–1.5200; α20D ?1°to +2°; solubility: 1 vol in ≤7
vol 80% ethanol; content by GC: methyl chavicol 75–87%; linalool 0.5–3%(data for the classical “exotic” type; Indian types may contain up to
～20% linalool).
Herbaceous plant native to eastern and central Europe; it prefers shady growing sites. It grows 30 to 80 cm (12 to 31 in.) tall, with roots clustered in bundles, a branched stalk, alternate leaves and yellow flowers. Leaves are fragrant and anise-flavored. The plant flowers from July to August. The parts used are the flowering tops and leaves. Tarragon has a sweet, spicy odor and a sweet, anisic, fresh, green flavor reminiscent of basil and anise. This herb is commonly used to flavor vinegar and to season meats, soups, vegetable and fish dishes.
colourless liquid with an aniseed smell
Reported found in anise oil.
insect atttractant, skin irritant, carcinogen
4-Allylanisole has been used as a reference standard for the analysis of 4-allylanisole in essential oils by high performance liquid chromatography (HPLC) equipped with fluorometric detector and in emissions from live vegetation by solid-phase microextraction (SPME) combined with proton transfer reaction mass spectrometry (PTR-MS). It may be used as a reference standard for the determination of 4-allylanisole in food products by simultaneous distillation-extraction (SDE) followed by analyses using capillary gas chromatography (GC)-flame ionization detector (FID) and GC-MS.
In perfumes and as flavor in foods and liqueurs.
ChEBI: Estragole is an olefinic compound.
Obtained by fractional distillation of the oil of turpentine or by treating a solution of the same oil in ether with an aqueous
solution of mercuric acetate and subsequently heating the aqueous phase with zinc and sodium hydroxide; forms allyl bromide and
magnesium p-methoxy phenate in ether.
The herb is reported to contain polyacetylenic compounds (capillene; phenyl-1,3-pentadiyne; acetylenic alcohol and its glucoside; capillone and dehydrofalcarinone); coumarinic and isocoumarinic derivatives (artemidinol, artemidiol, scopoletine, herciarine); alcohols (9-hydroxygeraniol; 4-methoxybenzyl alcohol); aldehyde (CoE, 2000).
Taste characteristics at 10 ppm: sweet, licorice, phenolic, weedy, spice, celery-like
The Journal of Organic Chemistry, 61, p. 1748, 1996
DOI: 10.1021/jo9518314Synthesis, p. 701, 1983
Colorless liquid with odor of anise. Insoluble in water. Isolated from rind of persea gratissima grath. and from oil of estragon. Found in oils of Russian anise, basil, fennel turpentine, tarragon oil, anise bark oil.
Forms azeotropic mixtures with water. . Insoluble in water.
4-Allylanisole may react vigorously with strong oxidizing agents. Can react exothermically with reducing agents (such as alkali metals and hydrides) to release gaseous hydrogen. May react exothermically with both acids and bases.
ACUTE/CHRONIC HAZARDS: 4-Allylanisole is an irritant.
4-Allylanisole is combustible.
Moderate acute toxicity by many routes. A skin irritant. Questionable carcinogen with experimental carcinogenic and neoplastigenic data. Mutation data reported. Combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes. See also ALLYL COMPOUNDS. A spice used in foods, liqueurs, and perfumes.
