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Names | |
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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
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Identifiers | |
3D model (JSmol)
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ChemSpider | |
ECHA InfoCard | 100.002.560 |
PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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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
[edit]Acetanisole can be prepared synthetically by Friedel-Crafts acylation of anisole with acetyl chloride:
Application
[edit]It is used as a cigarette additive,[4] a fragrance,[1] and a flavoring in food.[5]
References
[edit]- ^ a b c d Para-Acetanisole, The Good Scents Company
- ^ a b 4'-Methoxyacetophenone from PubChem
- ^ a b Acetanisole at Sigma-Aldrich
- ^ Tobacco Documents | Profiles | Additives | Acetanisole Archived April 11, 2008, at the Wayback Machine
- ^ 21 CFR 172.515