Valerophenone Explained

Valerophenone, or butyl phenyl ketone, is an aromatic ketone with the formula C6H5C(O)C4H9. It is a colorless liquid that is soluble in organic solvents. It is usually prepared by the acylation of benzene using valeryl chloride.[1]

Selected reactions

Being prochiral, valerophenone undergoes enantioselective hydrogenation to the corresponding alcohol.[2]

Its photochemistry has been studied.[3] [4]

Valerophenone is also an inhibitor of the enzyme carbonyl reductase.[5]

See also

Notes and References

  1. 10.1021/ja00479a077. A general, selective, and facile method for ketone synthesis from acid chlorides and organotin compounds catalyzed by palladium. 1978. Milstein. D.. Stille. J. K.. Journal of the American Chemical Society. 100. 11. 3636–3638.
  2. 10.1021/ja00114a043. Practical Enantioselective Hydrogenation of Aromatic Ketones. 1995. Ohkuma. Takeshi. Ooka. Hirohito. Hashiguchi. Shohei. Ikariya. Takao. Noyori. Ryoji. Journal of the American Chemical Society. 117. 9. 2675–2676.
  3. Photochemistry of valerophenone in solid solutions. Klan P.. Janosek J.. Krz Z.. Journal of Photochemistry and Photobiology A: Chemistry. 134. 1. 2000. 37–44. 10.1016/S1010-6030(00)00244-6.
  4. J. Phys. Chem. A. 102. 28. 5716–5723. 1998. 10.1021/jp981130l . Photoreaction of Valerophenone in Aqueous Solution. R. G. Zepp. M. M. Gumz. W. L. Miller. H. Gao. amp. 1998JPCA..102.5716Z.
  5. Imamura Y, Narumi R, Shimada H . 30284545 . Inhibition of carbonyl reductase activity in pig heart by alkyl phenyl ketones . J Enzyme Inhib Med Chem . 22 . 1 . 105–9 . 2007 . 17373555 . 10.1080/14756360600954023.

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