Ionone


 
 

Ionone or 4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-3-Buten-2-one or cyclocitrylideneacetone or irisone C13H20O is a chemical substance and part of the terpene family. Ionone is a aroma compound. It is a pale yellow liquid with a woody, dry, fruity, raspberry and violet smell. It is a raw material for the production of retinol

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Beta ionone (left) has a less pronounced odor than alpha ionone (right).

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Ionone can be synthesised from citral and acetone with Calcium oxide as a basic heterogeneous catalysis and serves as an example of an Aldol condensation followed by a rearrangement reaction.

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The nucleophilic addition of the carbanion 3 of acetone 1 to the carbonylgroup on citral 4 is base catalysed. The aldol condensation product 5 eliminates water through the enolate ion 6 to the pseudoionone 7.


 

Chemical substance: A chemical substance is any material substance used in or obtained by a process in chemistry:...

Terpene: Terpenes are a class of hydrocarbons, produced by many plants, particularly conifers. They are major components of resin, and of turpentine produced from resin. The name "terpene" comes from "turpentine"....

Aroma compound: An aroma compound, also known as odorant, aroma, fragrance, flavor, is a chemical compound that has a smell or odor. A chemical compound has a smell or odor when two conditions are met: the compounds needs to be volatile, so it can be transported to the olfactory system in the upper part of the nose...

~ Table of Content ~

Introduction
Organic synthesis
References
 


 

~ Related Subjects ~

Aldol condensation (2) - Chemistry (1) - Hydrocarbon (1) - Material (1) - Catalysed (1) - Eliminates (1) - Enolate ion (1) - Plant (1) - Odor (1) - Olfactory system (1) - Olfactory receptors (1) - Chemical compound (1) - Conifers (1) - Resin (1) - Turpentine (1) -
 

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