Chemistry:Acetanisole
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:
- 500px
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
- ↑ Cite error: Invalid
<ref>tag; no text was provided for refs namedAldrich - ↑ 2.0 2.1 Cite error: Invalid
<ref>tag; no text was provided for refs namedgoodscents - ↑ Tobacco Documents | Profiles | Additives | Acetanisole
- ↑ 21 C.F.R. 172.515
- ↑ Noyori, Ryoji; Yamakawa, Masashi; Hashiguchi, Shohei (2001). "Metal−Ligand Bifunctional Catalysis: A Nonclassical Mechanism for Asymmetric Hydrogen Transfer between Alcohols and Carbonyl Compounds". The Journal of Organic Chemistry 66 (24): 7931–7944. doi:10.1021/jo010721w. PMID 11722188.
- ↑ Palucki, Michael; Buchwald, Stephen L. (1997). "Palladium-Catalyzed α-Arylation of Ketones". Journal of the American Chemical Society 119 (45): 11108–11109. doi:10.1021/ja972593s.
 |  |
