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trans-Anethole

trans-Anethole
trans-Anethole structure
CAS No.
4180-23-8
Chemical Name:
trans-Anethole
Synonyms
ANETHOLE;FEMA 2086;ANETHOLUM;(E)-Anethol;anethole (E);trans-anisol;(E)-anethole;Anethole,98%;anis camphor;trans-Anethol
CBNumber:
CB3228733
Molecular Formula:
C10H12O
Formula Weight:
148.2
MOL File:
4180-23-8.mol

trans-Anethole Properties

Melting point:
20-21 °C(lit.)
Boiling point:
234-237 °C(lit.)
Density 
0.988 g/mL at 25 °C(lit.)
vapor pressure 
1.33 hPa (63 °C)
FEMA 
2086 | TRANS-ANETHOLE
refractive index 
n20/D 1.561(lit.)
Flash point:
195 °F
storage temp. 
2-8°C
solubility 
Soluble in benzene, ethyl acetate, acetone, carbon disulfide.
form 
Liquid After Melting
color 
Clear colorless to pale yellow
PH
7 (H2O)
Water Solubility 
practically insoluble
Sensitive 
Light Sensitive
Merck 
14,643
JECFA Number
217
BRN 
774229
InChIKey
RUVINXPYWBROJD-ONEGZZNKSA-N
CAS DataBase Reference
4180-23-8(CAS DataBase Reference)
Substances Added to Food (formerly EAFUS)
TRANS-ANETHOLE
EWG's Food Scores
1
FDA UNII
Q3JEK5DO4K
NIST Chemistry Reference
Anethole(4180-23-8)
EPA Substance Registry System
(E)-Anethole (4180-23-8)
SAFETY
  • Risk and Safety Statements
Symbol(GHS) 
GHS07,GHS09
Signal word  Warning
Hazard statements  H317-H303-H411
Precautionary statements  P273-P261-P280g-P302+P352a-P321-P333+P313-P501a-P280
Hazard Codes  Xi,N
Risk Statements  43-51/53
Safety Statements  36/37-61
RIDADR  UN 3077 9 / PGIII
WGK Germany  2
RTECS  BZ9275000
8
TSCA  Yes
HS Code  29093090
Toxicity LD50 orally in Rabbit: 2090 mg/kg LD50 dermal Rabbit > 5000 mg/kg
NFPA 704
1
1 0

trans-Anethole price More Price(31)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.00429 trans-Anethole for synthesis 4180-23-8 100 mL $99.9 2021-03-22 Buy
Sigma-Aldrich W208604 trans-Anethole ≥99%, FCC, FG 4180-23-8 1 kg $123 2021-03-22 Buy
Sigma-Aldrich 8.00429 trans-Anethole for synthesis 4180-23-8 250 mL $138.75 2021-03-22 Buy
Sigma-Aldrich 00130595 trans-Anethole primary pharmaceutical reference standard 4180-23-8 100mg $284 2021-03-22 Buy
Sigma-Aldrich W208604 trans-Anethole ≥99%, FCC, FG 4180-23-8 5 kg $367 2021-03-22 Buy

trans-Anethole Chemical Properties,Uses,Production

Chemical Properties

trans-anethole is a clear colorless to pale yellow liquid and has a characteristic anise, sweet, spicy, warm odor and corresponding sweet taste.
Anethole
Anethole (1-methoxy-4-propenyl-benzene, isoestragole) is an alkoxypropenylbenzene derivative and an important favoring component of essential oils of more than 20 plant species. Essential oils from seeds of anise (Pimpinellaanisum L.), star anise (Illicium verum Hook.f), and sweet fennel (Foeniculum vulgare Mill. var. dulce) are the main sources used for the isolation of anethole. Two isomers of anethole occur in nature: E- or trans-anethole and Z-or cis-anethole. About 90 % of natural anethole is trans-isomer. Besides separation from natural essential oils, anethole is obtained using the rectification of crude sulfate turpentine and/or the organic synthesis starting from methylchavicol or anisole and propionic anhydride. Compared to natural compound, synthetic trans-anethole is impurified with higher amounts of cis-isomer.

Occurrence

Anethole is methyl ether of oestrone and has been found in fennel, aniseed, coriander, and many other volatile oils.

Uses

flavoring agent in food, dentifrices, etc.; in perfumery for soap, etc.; in pharmaceuticals as flavor; in photography and in embedding materials in microscopy; some perfumery uses (fennei; absinthe; Hyacinth jacinthe; detergents; magnolia). Natural occurrence: star anise

Uses

expectorant, gastric stimulant, insecticide

Uses

platelet aggregation inhibitor

Preparation

By isomerization of estragole using alcoholic potassium hydroxide as agent (Arctander, 1969).

Preparation

By esterification of p-cresol with methyl alcohol and with subsequent condensation with α-cetaldehyde (Perknis); the most common method of preparation is from pine oil. By fractional distillation of the essential oils of anise, star anise, and fennel; the anise essences contain an average of 85% anethole; fennel, from 60 to 70%.

Taste threshold values

Taste characteristics at 10 ppm: sweet, anise, licorice and spicy with a lingering, sweet aftertaste.

Synthesis Reference(s)

The Journal of Organic Chemistry, 50, p. 1797, 1985 DOI: 10.1021/jo00211a002
Tetrahedron, 24, p. 2183, 1968 DOI: 10.1016/0040-4020(68)88120-7

Anticancer Research

It is one of the major constituents of essential oil of fennel and anise and belongs tothe class of phenylpropenes. It has the capacity to block both inflammation andcarcinogenesis. It is an antioxidant and also a suppressor of NF-κB activation byIκBα degradation (Aggarwal and Shishodia 2004).

Metabolism

Anethole is metabolized by oxidation of the propenyl group and is excreted as anisic acid (Williams, 1959). The metabolism of trans-anethole used in the preparation of anis-flavoured alcoholic beverages was studied in the rabbit and rat after iv and oral administration. It was excreted rapidly from the animal regardless of the method of administration. After iv injection it was found concentrated in the liver, lungs and brain; after oral administration, absorption was slight and most of it remained in the stomach. Ethyl alcohol has no effect on the metabolism (Le Bourhis, 1968).

trans-Anethole Preparation Products And Raw materials

Raw materials

Preparation Products


trans-Anethole Suppliers

Global( 269)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 22607 55
Nanjing Finetech Chemical Co., Ltd.
025-85710122 17714198479
025-85710122 sales@fine-chemtech.com CHINA 890 55
Shanghai Zheyan Biotech Co., Ltd.
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career henan chemical co
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NINGBO INNO PHARMCHEM CO., LTD.
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Hubei Jusheng Technology Co.,Ltd.
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Hebei Aicrowe Biotech Co., Ltd
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Xiamen AmoyChem Co., Ltd
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Hubei xin bonus chemical co. LTD
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View Lastest Price from trans-Anethole manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2021-07-13 trans-Anethole
4180-23-8
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
2021-07-10 trans-Anethole
4180-23-8
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
2020-07-01 High purity trans-Anethole 4180-23-8 kf-wang(at)kf-chem.com
4180-23-8
US $20.00 / Kg/Drum 1g 99.6% 50000 Hebei Aicrowe Biotech Co., Ltd

trans-Anethole Spectrum


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