Acetanisole

Chemical compound From Wikipedia, the free encyclopedia

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.[4] It is used commercially in some soap fragrances. It is a component of anise oil.[1]

Quick facts Names, Identifiers ...
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
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 solid[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[3]
Hazards
Flash point 138 °C (280 °F)[4]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Preparation

Acetanisole can be prepared synthetically by Friedel-Crafts acylation of anisole with acetyl chloride:[1]

Reactions

4-Methoxyacetophenone is a standard substrate or product of much research, such as transfer hydrogenation[5] and directed arylations.[6]

References

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