My watch list
my.chemeurope.com  
Login  

Cyclohexenone



Cyclohexenone[1]
IUPAC name 1-Cyclohex-2-enone
Identifiers
CAS number 930-68-7
PubChem 13594
SMILES C1CC=CC(=O)C1
Properties
Molecular formula C6H8O
Molar mass 96.12712
Appearance Clear colorless liquid
Density 0.993 g/mL
Melting point

−53 °C

Boiling point

171-173 °C

Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

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.[2] It is a clear colorless liquid with a boiling point of 171-173 °C.

Additional recommended knowledge

Industrially, cyclohexenone is prepared from phenol by Birch reduction.[3]

Common reactions involving cyclohexenone include nucleophilic conjugate addition with organocopper reagents, Michael reactions and Robinson annulations.[4][5]

References

  1. ^ Cyclohexenone at Sigma-Aldrich
  2. ^ Podraze, K.F. Org. Prep. Proced. Int., 1991, 23, p. 217.
  3. ^ Organic Building Blocks of the Chemical Industry, Harry H. Szmant, ISBN 978-0471855453
  4. ^ Michael G. Organ and Paul Anderson (1996). "Carbonyl and Conjugate Additions to Cyclohexenone: Experiments Illustrating Reagent Selectivity". Journal of Chemical Education 73 (12): 1193.
  5. ^ Tet. Lett. 34, 3881, (1993)
 
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Cyclohexenone". A list of authors is available in Wikipedia.
Your browser is not current. Microsoft Internet Explorer 6.0 does not support some functions on Chemie.DE