| Verifiedfields | changed |
|---|---|
| Watchedfields | changed |
| Verifiedrevid | 470627854 |
| Pin | 1-Phenylpentan-1-one |
| Othernames | 1-Phenyl-1-pentanone Valerophenone Butyl phenyl ketone n-Butyl phenyl ketone |
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
References
- ^ Milstein, D. & Stille, J. K. (1978). "A general, selective, and facile method for ketone synthesis from acid chlorides and organotin compounds catalyzed by palladium". Journal of the American Chemical Society. 100 (11): 3636–3638. doi:10.1021/ja00479a077
- ^ Ohkuma, Takeshi; Ooka, Hirohito; Hashiguchi, Shohei; Ikariya, Takao; Noyori, Ryoji (1995). "Practical Enantioselective Hydrogenation of Aromatic Ketones". Journal of the American Chemical Society. 117 (9): 2675–2676. doi:10.1021/ja00114a043
- ^ Klan P.; Janosek J.; Krz Z. (2000). "Photochemistry of valerophenone in solid solutions". Journal of Photochemistry and Photobiology A: Chemistry. 134 (1): 37–44. doi:10.1016/S1010-6030(00)00244-6
- ^ R. G. Zepp; M. M. Gumz; W. L. Miller; & H. Gao (1998). "Photoreaction of Valerophenone in Aqueous Solution". J. Phys. Chem. A. 102 (28): 5716–5723. Bibcode:1998JPCA..102.5716Z. doi:10.1021/jp981130l
- ^ Imamura Y, Narumi R, Shimada H (2007). "Inhibition of carbonyl reductase activity in pig heart by alkyl phenyl ketones". J Enzyme Inhib Med Chem. 22 (1): 105–9. doi:10.1080/14756360600954023. PMID 17373555. S2CID 30284545. Archived from the original on 2019-09-05. Retrieved 2019-09-05.