苯戊酮

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苯戊酮
Skeletal formula of valerophenone
Ball-and-stick model of the valerophenone molecule
别名 1-Phenyl-1-pentanone
Valerophenone
Butyl phenyl ketone
n-Butyl phenyl ketone
识别
CAS号 1009-14-9  ✓
PubChem 66093
ChemSpider 59482
SMILES
InChI
InChIKey XKGLSKVNOSHTAD-UHFFFAOYAK
ChEBI 36812
性质
化学式 C11H14O
摩尔质量 162.23 g/mol g·mol⁻¹
密度 0.988 g/cm3
熔点 -9.4 °C(264 K)
沸点 105 - 107 °C(271 K)(5 mmHg)
危险性
NFPA 704
NFPA 704.svg
1
2
0
 
若非注明,所有数据均出自一般条件(25 ℃,100 kPa)下。

苯戊酮是一种芳香,分子式为C6H5C(O)C4H9。它是一种无色液体,可溶于有机溶剂。它通常由用戊酰氯将苯酰化制备。[1]

选定的反应[编辑]

苯戊酮具有前手性,会进行对映选择性氢化生成相应的醇。[2]

它的光化学已得到研究。[3][4]

苯戊酮也是羰基还原酶英语carbonyl reductase (NADPH)抑制剂[5]

参见[编辑]

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