Acetanisole

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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.[1] 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.[2]

Preparation

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

File:Acetanisol Synthesis.svg

Application

It is used as a cigarette additive,[3] a fragrance,[2] and a flavoring in food.[4]

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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