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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
3D model ( JSmol)
ChemSpider
ECHA InfoCard 100.002.560 Edit this at Wikidata
PubChem CID
UNII
  • InChI=1S/C9H10O2/c1-7(10)8-3-5-9(11-2)6-4-8/h3-6H,1-2H3
  • CC(=O)C1=CC=C(C=C1)OC
Properties
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]
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).
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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 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]

References