Acetanisole

Acetanisole is an aromatic chemical compound with an aroma described as sweet, fruity, nutty, and similar to vanilla. In addition acetanisole can sometimes smell like butter or caramel.^[3] Its chemical names are based on considering the structure as either an acetyl (methyl-ketone) analog of anisole. Other names It can also be seen as a methyl ether analog of acetophenone.

Acetanisole

Names
Preferred IUPAC name 1-(4-Methoxyphenyl)ethan-1-one
Other names 4-Acetylanisole; para-Acetanisole; 4-Methoxyacetophenone; Linarodin; Novatone; Vananote; Castoreum anisole; 4-Methoxyphenyl methyl ketone
Identifiers
CAS Number	100-06-1 Y
3D model (JSmol)	Interactive image
ChemSpider	7196 Y
ECHA InfoCard	100.002.560
PubChem CID	7476
UNII	0IRH2BR587 Y
CompTox Dashboard (EPA)	DTXSID2044347
InChI InChI=1S/C9H10O2/c1-7(10)8-3-5-9(11-2)6-4-8/h3-6H,1-2H3
SMILES CC(=O)C1=CC=C(C=C1)OC
Properties
Chemical formula	C9H10O2
Molar mass	150.177 g·mol−1
Appearance	White to pale yellow crystals[1]
Density	1.094 g/cm3
Melting point	38.2 °C (100.8 °F; 311.3 K)[2]
Boiling point	254 °C (489 °F; 527 K)[2]
Solubility in water	2470 mg/L[1]
Hazards
Flash point	138 °C (280 °F)[3]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is YN ?) Infobox references

Acetanisole is found naturally in castoreum, the glandular secretion of the beaver.^[1]

Preparation

Acetanisole can be prepared synthetically by Friedel-Crafts acylation of anisole with acetyl chloride:

Application

It is used as a cigarette additive,^[4] a fragrance,^[1] and a flavoring in food.^[5]

Reactions

4-Methoxyacetophenone is a standard substrate or product of much research, such as transfer hydrogenation^[6] and directed arylations.^[7]