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cis-Anethol

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cis-Anethol Basic information

Product Name:
cis-Anethol
CAS:
104-46-1
MF:
C10H12O
MW:
148.2
EINECS:
203-205-5
Mol File:
104-46-1.mol
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cis-Anethol Chemical Properties

Melting point:
20-21 °C(lit.)
Boiling point:
234-237 °C(lit.)
Density 
0.988 g/mL at 25 °C(lit.)
refractive index 
n20/D 1.561(lit.)
Flash point:
195 °F
storage temp. 
2-8°C
Water Solubility 
148.2mg/L(25 ºC)
Stability:
Stable. Combustible. Incompatible with strong oxidizing agents.
CAS DataBase Reference
104-46-1(CAS DataBase Reference)
NIST Chemistry Reference
Benzene, 1-methoxy-4-(1-propenyl)-(104-46-1)
EPA Substance Registry System
Anethole (104-46-1)
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Safety Information

Hazard Codes 
Xi,Xn
Risk Statements 
43-36/37/38-20/21/22
Safety Statements 
36/37-36-26
WGK Germany 
2
RTECS 
BZ9275000
8
Hazardous Substances Data
104-46-1(Hazardous Substances Data)

MSDS

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cis-Anethol Usage And Synthesis

Chemical Properties

White 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.

Chemical Properties

Anethole 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-methoxy-4-propylbenzene.

Uses

Promote the white blood cells proliferation

Definition

ChEBI: A monomethoxybenzene that is methoxybenzene substituted by a prop-1-en-1-yl group at position 4.

Preparation

Production. 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-methoxy-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-methoxypropiophenone 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 Description

White crystals or a liquid. Odor of anise oil and a sweet taste.

Air & Water Reactions

Slightly water soluble .

Reactivity Profile

Protect from light .

Health Hazard

ACUTE/CHRONIC HAZARDS: Toxic.

Fire Hazard

cis-Anethol is combustible.

Contact allergens

Anethole 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 Profile

Poison by ingestion. Questionable carcinogen with experimental tumorigenic data. Combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes. See also ETHERS.

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J & K SCIENTIFIC LTD.
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010-82848833- ;010-82848833-
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jkinfo@jkchemical.com;market6@jkchemical.com
3B Pharmachem (Wuhan) International Co.,Ltd.
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821-50328103-801
Email:
3bsc@sina.com
BePharm Ltd
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4001-647-117; 021-61629020
Email:
product@bidepharmatech.com
Chemfun Medical Technology(Shanghai) Co., Ltd.
Tel:
021-67220633 & 021-37212706
Email:
chemfun@chemfun.net
Nanjing Chemlin Chemical Co., Ltd
Tel:
025-83697070
Email:
info@chemlin.com.cn
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