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cis-Anethol Basic information
Product Name:cis-Anethol
Synonyms:PARA ALPHA PHENYL PROPENE;P-PROPENYLBENZENE;P-PROPENYLPHENYL METHYL R;TRANS-1--4-(1-PROPENYL)BENZENE;TRANS-P-PROPENYLBENZENE;TRANS-P-PROPENYLANISOLE;FEMA 2086;(E)-1--4-(1-PROPENYL)BENZENE
CAS:104-46-1
MF:C10H12O
MW:148.2
EINECS:203-205-5
Product Categories:chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Inhibitors
Mol File:104-46-1.mol
cis-Anethol Chemical Properties
Melting point20-21 °C(lit.)
Boiling point234-237 °C(lit.)
density0.988 g/mL at 25 °C(lit.)
refractive indexn20/D 1.561(lit.)
Fp195 °F
storage temp.2-8°C
Water Solubility148.2mg/L(25 ºC)
Stability:Stable. Combustible. Incompatible with strong oxidizing agents.
CAS DataBase Reference104-46-1(CAS DataBase Reference)
NIST Chemistry ReferenceBenzene, 1--4-(1-propenyl)-(104-46-1)
EPA Substance Registry SystemAnethole (104-46-1)
Safety Information
Hazard CodesXi,Xn
Risk Statements43-36/37/38-20/21/22
Safety Statements36/37-36-26
WGK Germany2
RTECSBZ9275000
F8
Hazardous Substances Data104-46-1(Hazardous Substances Data)
MSDS Information
ProviderLanguage
cis-AnetholEnglish
ACROSEnglish
SigmaAldrichEnglish
ALFAEnglish
cis-Anethol Usage And Synthesis
DescriptionAnethole is the main component of anise, star anise and fennel oils. It is used in the food and cosmetic industries, in bleaching colors photography and as an embedding material. Is mainly a cause of intolerance to toothpaste but may cause contact dermatitis in food handlers.
Chemical PropertiesAnethole occurs both as its (Z)-[25679-28-1] and (E)-[4180-23-8] isomers in nature; however, (E)-anethole is always the main isomer. Anethole occurs in anise oil (80–90%), star anise oil (>90%), and fennel oil (80%). (E)-Anethole forms colorless crystals (mp 21.5°C) with an anise-like odor and a sweet taste. Anethole is oxidized to anisaldehyde (e.g., with chromic acid); when hydrogenated, it is converted into l--4-propylbenzene.
Chemical PropertiesWhite crystals; sweet taste; odor of oil of anise. Affected by light. Soluble in 8 vol- umes of 80% alcohol, 1 volume of 90% alcohol; almost immiscible with water.
UsesPromote the white blood cells proliferation
DefinitionChEBI: A monobenzene that is benzene substituted by a prop-1-en-1-yl group at position 4.
PreparationProduction. Anethole is isolated from anethole-rich essential oils as well as from sulfate turpentine oils or is synthesized starting from anisole.
1) Anethole can be obtained from oils in which it occurs as a major component (main source is star anise oil) by distillation and/or crystallization.
2) A fraction of American sulfate turpentine oil (0.5% of the total) consists mainly of an azeotropic mixture of anethole and caryophyllene. (E)-Anethole can be isolated from this mixture by crystallization.
3) Another fraction of American sulfate turpentine oil (1% of the total) consists
essentially of an azeotropic mixture of estragole (l--4-allylbenzene, bp101.3 kPa 216°C) and α-terpineol. Treatment with potassium hydroxide yields a mixture of anethole isomers and ??-terpineol, which can be separated by fractional distillation.
4) Synthesis from anisole and propionic acid derivatives. Anisole is converted into 4-propiophenone by Friedel–Crafts acylation with propionyl chloride or propionic anhydride. The ketone is hydrogenated to the corresponding alcohol with a copper chromite catalyst.The alcohol is dehydrated in the presence of acidic catalysts to a (Z)-/(E)-mixture of anetholes.
General DescriptionWhite crystals or a liquid. Odor of anise oil and a sweet taste.
Air & Water ReactionsSlightly water soluble .
Reactivity ProfileProtect from light .
Health HazardACUTE/CHRONIC HAZARDS: Toxic.
Fire Hazardcis-Anethol is combustible.
Contact allergensAnethole is the main component of anise, star anise, and fennel oils. It is used in perfumes, food and cosmetic industries (toothpastes), bleaching colors, and photography, and as an embedding material.
Safety ProfilePoison by ingestion. Questionable carcinogen with experimental tumorigenic data. Combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes. See also RS.
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The World Largest Manufacturer Factory Supply cis-Anethol CAS 104-46-1

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