Anethole

Anethole

Names
Preferred IUPAC name 1-Methoxy-4-[(1E)-prop-1-en-1-yl]benzene
Other names (E)-1-Methoxy-4-(prop-1-en-1-yl)benzene (E)-1-Methoxy-4-(1-propenyl)benzene para-Methoxyphenylpropene p-Propenylanisole Isoestragole trans-1-Methoxy-4-(prop-1-enyl)benzene
Identifiers
CAS Number	104-46-1 Y
3D model (Jmol)	Interactive image
ChEBI	CHEBI:35616 Y
ChEMBL	ChEMBL452630 Y
ChemSpider	553166 Y
ECHA InfoCard	100.002.914
KEGG	D02377 Y
PubChem	637563
UNII	21C2F5E8RE Y
InChI InChI=1S/C10H12O/c1-3-4-9-5-7-10(11-2)8-6-9/h3-8H,1-2H3/b4-3+ Y Key: RUVINXPYWBROJD-ONEGZZNKSA-N Y InChI=1/C10H12O/c1-3-4-9-5-7-10(11-2)8-6-9/h3-8H,1-2H3/b4-3+ Key: RUVINXPYWBROJD-ONEGZZNKBR
SMILES O(c1ccc(\C=C\C)cc1)C
Properties
Chemical formula	C10H12O
Molar mass	148.21 g·mol−1
Density	0.998 g/cm3
Melting point	20 to 21 °C (68 to 70 °F; 293 to 294 K)
Boiling point	234 °C (453 °F; 507 K) (81 °C at 2 mmHg)
Magnetic susceptibility (χ)	-96.0·10−6 cm3/mol
Hazards
Safety data sheet	External MSDS
Related compounds
Related compounds	Anisole; Estragole
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y  (what is YN ?)
Infobox references

Anethole (anise camphor) is an organic compound that is widely used as a flavoring substance. It is a derivative of phenylpropene, a type of aromatic compound that occurs widely in nature, in essential oils. It contributes a large component of the odor and flavor of anise and fennel (both in the botanical family Apiaceae), anise myrtle (Myrtaceae), liquorice (Fabaceae), camphor, magnolia blossoms, and star anise (Illiciaceae). Closely related to anethole is its isomer estragole, abundant in tarragon (Asteraceae) and basil (Lamiaceae), that has a flavor reminiscent of anise. It is a colorless, fragrant, mildly volatile liquid. Anethole is only slightly soluble in water but exhibits high solubility in ethanol. This difference causes certain anise-flavored liqueurs to become opaque when diluted with water, the ouzo effect.

Anethole is an aromatic, unsaturated ether related to lignols. It exists as both cis-trans isomers (see also E-Z notation), involving the double bond outside the ring. The more abundant isomer, and the one preferred for use, is the trans or E isomer.