苯戊酮

化合物

苯戊酮(英語:Valerophenone)是一種烷基芳香酮,化學式為C6H5C(O)C4H9。它是一種無色液體,可溶於有機溶劑。它通常由用戊酰氯將苯酰化製備。[1]

苯戊酮
Skeletal formula of valerophenone
Ball-and-stick model of the valerophenone molecule
識別
CAS號 1009-14-9  checkY
PubChem 66093
ChemSpider 59482
SMILES
 
  • O=C(c1ccccc1)CCCC
InChI
 
  • 1/C11H14O/c1-2-3-9-11(12)10-7-5-4-6-8-10/h4-8H,2-3,9H2,1H3
InChIKey XKGLSKVNOSHTAD-UHFFFAOYAK
ChEBI 36812
性質
化學式 C11H14O
摩爾質量 162.23 g·mol⁻¹
密度 0.988 g/cm3
熔點 -9.4 °C(264 K)
沸點 105—107 °C(221—225 °F;378—380 K)(5 mmHg)
危險性
NFPA 704
1
2
0
 
若非註明,所有數據均出自標準狀態(25 ℃,100 kPa)下。

選定的反應

苯戊酮具有前手性,會進行對映選擇性氫化生成相應的醇。[2]

它的光化學已得到研究。[3][4]

苯戊酮也是羰基還原酶英語carbonyl reductase (NADPH)抑制劑[5]

參見

參考文獻

  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 [2022-08-06]. PMID 17373555. S2CID 30284545. doi:10.1080/14756360600954023. (原始內容存檔 (PDF)於2019-09-05).