Chemistry:Valerophenone
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| Names | |
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| Preferred IUPAC name
1-Phenylpentan-1-one | |
| Other names
1-Phenyl-1-pentanone
Valerophenone Butyl phenyl ketone n-Butyl phenyl ketone | |
| Identifiers | |
3D model (JSmol)
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| Properties | |
| C11H14O | |
| Molar mass | 162.23 g/mol |
| Density | 0.988 g/cm3 |
| Melting point | −9.4 °C (15.1 °F; 263.8 K) |
| Boiling point | 105 to 107 °C (221 to 225 °F; 378 to 380 K) at 5 mmHg |
| Hazards | |
| Safety data sheet | External MSDS |
| NFPA 704 (fire diamond) | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
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Tracking categories (test):
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. doi:10.1021/jp981130l. Bibcode: 1998JPCA..102.5716Z.
- ↑ "Inhibition of carbonyl reductase activity in pig heart by alkyl phenyl ketones". J Enzyme Inhib Med Chem 22 (1): 105–9. 2007. doi:10.1080/14756360600954023. PMID 17373555. http://reposit.lib.kumamoto-u.ac.jp/bitstream/2298/27244/1/Journal+of+Enzyme+Inhibition+and+Medicinal+Chemistry+2007+VOL22-1.pdf.
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