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 NumberY

3D model (JSmol)

ChemSpiderY

ECHA InfoCard

PubChem CID

UNIIY

CompTox Dashboard (EPA)

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 formulaC9H10O2

Molar mass150.177 g·mol−1

AppearanceWhite solid

Density1.094 g/cm3

Melting point38.2 °C (100.8 °F; 311.3 K)

Boiling point254 °C (489 °F; 527 K)

Solubility in water2470 mg/L

Hazards

Flash point138 °C (280 °F)

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 an organic compound with the formula CH3OC6H4C(O)CH3. It can be viewed as derivative of acetophenone and of anisole. It has an aroma described as sweet, fruity, nutty, and similar to vanilla. In addition the odor of acetanisole is sometimes described as butter-like or caramel-like. It is used commercially in some soap fragrances. It is a component of anise oil.

Preparation

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

Reactions

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