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Estragole

CAS No.
140-67-0
Chemical Name:
Estragole
Synonyms
ESTRAGOLE;METHYL CHAVICOL;1-Allyl-4-methoxybenzene;Terragon;Estragol;P-ALLYLANISOLE;1-METHOXY-4-(2-PROPEN-1-YL)BENZENE;Esdragol;Tarragon;Esdragole
CBNumber:
CB8429687
Molecular Formula:
C10H12O
Molecular Weight:
148.2
MDL Number:
MFCD00008653
MOL File:
140-67-0.mol
MSDS File:
SDS
Last updated:2024-11-07 21:39:59

Estragole Properties

Melting point 25°C
Boiling point 215-216 °C (lit.)
Density 0.965 g/mL at 25 °C (lit.)
vapor pressure 82-101hPa at 20-37.8℃
FEMA 2411 | ESTRAGOLE
refractive index n20/D 1.521(lit.)
Flash point 178 °F
storage temp. Sealed in dry,2-8°C
solubility 0.178g/l
form Liquid
color Clear colorless
Specific Gravity 0.965
Odor at 10.00 % in propylene glycol. sweet sassafrass anise spice green herbal fennel
Odor Type anisic
Water Solubility 177.8mg/L(25 ºC)
JECFA Number 1789
Merck 14,3705
BRN 1099454
Stability Stable. Flammable. Incompatible with strong oxidizing agents.
LogP 3.4 at 25-35℃ and pH7
Substances Added to Food (formerly EAFUS) ESTRAGOLE
FDA 21 CFR 172.515; 182.10; 182.20; 582.10; 582.20
CAS DataBase Reference 140-67-0(CAS DataBase Reference)
EWG's Food Scores 2-4
FDA UNII 9NIW07V3ET
Proposition 65 List Estragole
NIST Chemistry Reference Benzene, 1-methoxy-4-(2-propenyl)-(140-67-0)
EPA Substance Registry System Estragole (140-67-0)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
GHS07,GHS08,GHS09
Signal word  Warning
Hazard statements  H302-H315-H317-H319-H341-H351-H411
Precautionary statements  P273-P280-P301+P312-P302+P352-P305+P351+P338-P308+P313
Hazard Codes  Xn
Risk Statements  22-38-43-68-40
Safety Statements  26-36/37
RIDADR  NA 1993 / PGIII
WGK Germany  3
RTECS  BZ8225000
TSCA  Yes
HS Code  29093090
Toxicity LD50 in rats, mice (mg/kg): 1820, 1250 orally (Jenner)
NFPA 704
2
2 0

Estragole price More Price(40)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich W241105 4-Allylanisole ≥98%, FCC 140-67-0 1kg $118 2024-03-01 Buy
Sigma-Aldrich W241105 4-Allylanisole ≥98%, FCC 140-67-0 5kg $720 2024-03-01 Buy
Sigma-Aldrich PHL82205 Estragole phyproof? Reference Substance 140-67-0 100MG $250 2023-06-20 Buy
Sigma-Aldrich 05818 4-Allylanisole analytical standard 140-67-0 1ml $37.4 2022-05-15 Buy
TCI Chemical A0702 4-Allylanisole >98.0%(GC) 140-67-0 10g $24 2024-03-01 Buy
Product number Packaging Price Buy
W241105 1kg $118 Buy
W241105 5kg $720 Buy
PHL82205 100MG $250 Buy
05818 1ml $37.4 Buy
A0702 10g $24 Buy

Estragole Chemical Properties,Uses,Production

Chemical Properties

Estragole has an odor reminiscent of anise with a corresponding sweet taste (differing from anethole)

Chemical Properties

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).

Chemical Properties

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.

Chemical Properties

colourless liquid with an aniseed smell

Occurrence

Reported found in anise oil.

Uses

insect atttractant, skin irritant, carcinogen

Uses

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.

Uses

In perfumes and as flavor in foods and liqueurs.

Definition

ChEBI: Estragole is an olefinic compound.

Preparation

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.

Composition

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 threshold values

Taste characteristics at 10 ppm: sweet, licorice, phenolic, weedy, spice, celery-like

Synthesis Reference(s)

The Journal of Organic Chemistry, 61, p. 1748, 1996 DOI: 10.1021/jo9518314
Synthesis, p. 701, 1983

General Description

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.

Air & Water Reactions

Forms azeotropic mixtures with water. . Insoluble in water.

Reactivity Profile

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.

Health Hazard

ACUTE/CHRONIC HAZARDS: 4-Allylanisole is an irritant.

Fire Hazard

4-Allylanisole is combustible.

Safety Profile

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.

5720-07-0
106-95-6
140-67-0
Synthesis of Estragole from 4-Methoxyphenylboronic acid and Allyl bromide
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View Lastest Price from Estragole manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Estragole pictures 2024-11-07 Estragole
140-67-0
US $117.00 / g ≥95% 10g TargetMol Chemicals Inc.
4-Allylanisole pictures 2024-08-24 4-Allylanisole
140-67-0
US $1.20 / kg 1kg 0.99 100000 Hebei Fengjia New Material Co., Ltd
4-Allylanisole pictures 2024-04-27 4-Allylanisole
140-67-0
US $20.00 / kg 1kg 99.9% 200000kg Ouhuang Engineering Materials (Hubei) Co., Ltd
  • Estragole pictures
  • Estragole
    140-67-0
  • US $117.00 / g
  • ≥95%
  • TargetMol Chemicals Inc.
  • 4-Allylanisole pictures
  • 4-Allylanisole
    140-67-0
  • US $1.20 / kg
  • 0.99
  • Hebei Fengjia New Material Co., Ltd
  • 4-Allylanisole pictures
  • 4-Allylanisole
    140-67-0
  • US $20.00 / kg
  • 99.9%
  • Ouhuang Engineering Materials (Hubei) Co., Ltd
4-Allylanisol 4-Allylmethoxybenzene ESTRAGOLE (METHYL CHAVICOL) METHYL CHAVICOL (ESTRAGOLE) 4-ALLYLANISOLE 98+% FCC 4-ALLYLANISOLE, TERPENE STANDARD FOR GC estragole,(1-methoxy)-4-(2-propenyl)benzene,4-allylanisole Benzene, 1-methoxy-4-(2-propenyl)- PARA-ALLYLANISOLE ALLYLANISOLE Estragole 4-Methoxyallylbenzene O-Methyl-chavicol p-Allylpheny methyl ether ESTRAGOLE WITH GC 4-ALLYLANISOLE, 98% (SEE 2686) ESTRAGOLE (SEE 1704) METHYL CHAVICOL, NATURAL METHYL CHAVICOL, SYNTHETIC Chavicol methyl ether, Estragole 4-Allylanisole, Chavicol methyl ether, Estragole 4-Allylanisole, 98% 25GR 4-Allylanisole,98% ESTRAGOLE(4-ALLYLANISOL)(SG) Anisole, p-allyl- Chavicol, methyl- Chavicol, O-methyl- Chavicyl methyl ether Esdragon femanumber2411 Isoanethole NCI-C60946 o-methyl-chavico p-allyl-anisol p-Allylmethoxybenzene p-Allylphenyl methyl ether p-Methoxyallylbenzene FEMA 2411 CHAVICOL METHYL ETHER 1-METHOXY-4-(2-PROPENYL)BENZENE 4-ALLYLANISOLE 4-ALLYL-1-METHOXYBENZENE 3-(4-METHOXYPHENYL)-1-PROPENE 1-allyl-4-methoxy-benzene 1-methoxy-4-(2-propenyl)-benzen 3-(p-Methoxyphenyl)propene 4-allyl Artemisia brain Natural 4-Allylanisole 4-AL Benzene, 1-methoxy-4-(2-propen-1-yl)- 4-Allylanisole > 4-Allylanisole USP/EP/BP 1-methoxy-4-prop-2-enylbenzene Esdragol Esdragole Estragol Estragol (Methylchavicol) Ether, p-allylphenyl methyl