Cyclohexenone is an organic compound which is a versatile intermediate used in the synthesis of a variety of chemical products such as pharmaceuticals and fragrances.〔Podraze, K.F. ''Org. Prep. Proced. Int.'', 1991, 23, p. 217.〕 It is a clear colorless liquid in pure state but a commercially available product is mostly yellowish liquid.
Industrially, cyclohexenone is prepared from phenol by Birch reduction.〔''Organic Building Blocks of the Chemical Industry'', Harry H. Szmant, ISBN 978-0-471-85545-3〕
Cyclohexenone is a ketone, or more precisely an enone. Common reactions include nucleophilic conjugate addition with organocopper reagents, Michael reactions and Robinson annulations.〔''Tet. Lett.'' 34, 3881, (1993)〕
It is soluble in many solvents, such as alcohols, ethers, haloalkanes, esters, and also is misible with polar aprotic solvents.
Cyclohexenone reacts both ketones and alkenes. It has an electron-poor carbon-carbon double bond as a typical representative of the α, β-unsaturated carbonyl compounds.
With strong bases, the positions 4 and 6 (the two CH2-groups of the carbonyl group and the C-C double bond adjacent) are deprotonated.
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