5-hydroxy-2,2,5-trimethylheptan-3-one | 146561-97-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-hydroxy-2,2,5-trimethylheptan-3-one
• 英文别名: 5-hydroxy-2,2,5-trimethyl-heptan-3-one；5-Hydroxy-2,2,5-trimethyl-heptan-3-on
• CAS: 146561-97-9
• 化学式: C₁₀H₂₀O₂
• 分子量: 172.268
• InChiKey: NZBFSIHIPPXQBE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.15
• 重原子数：
  12.0
• 可旋转键数：
  3.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  37.3
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  5-hydroxy-2,2,5-trimethylheptan-3-one 在 草酸 作用下， 生成 cis-tert.-Butyl-(2-methyl-buten-(1)-yl)-keton-(2,4-dinitrophenylhydrazon)
  参考文献：
  名称：

  Colonge; Grenet, Bulletin de la Societe Chimique de France, 1954, p. 1304,1307

  摘要：

  DOI：
• 作为产物：
  描述：

  三甲基乙酸乙酯 在 乙醚 、 sodium hydride 、 苯 作用下， 生成 5-hydroxy-2,2,5-trimethylheptan-3-one
  参考文献：
  名称：

  THE REACTION OF CERTAIN UNSYMMETRICAL β-DIKETONES WITH ETHYLMAGNESIUM BROMIDE

  摘要：

  DOI：

  10.1021/jo01141a009

文献信息

• Aldol additions of pinacolone lithium enolate with ketones: reactivities governed predominantly by field effects
  作者：Goutam Das、Edward R. Thornton

  DOI：10.1021/ja00057a012

  日期：1993.2

  The relative reactivities of representative α- and β-heterosubstituted acyclic, cyclic (five- and six-membered), and aromatic ketones with the lithium enolate of pinacolone in diethyl ether at -78 o C were determined. The order of reactivitiesof monosubstituted acetones (MeCOCH 2 X) is X=Cl>OTBDMS>OMe>SMe>NMe 2 >CH 2 SM>H>Me and spans a range of 10 4

  测定了代表性的 α- 和 β- 杂取代的无环、环状（五元和六元）和芳香酮与频哪酮的烯醇锂在 -78 o C 的二乙醚中的相对反应性。单取代丙酮 (MeCOCH 2 X) 的反应性顺序为 X=Cl>OTBDMS>OMe>SMe>NMe 2 >CH 2 SM>H>Me，范围为 10 4
• SmI₂-Promoted Reformatsky-Type Coupling Reactions in Exceptionally Hindered Contexts
  作者：Brian A. Sparling、Ryan M. Moslin、Timothy F. Jamison

  DOI：10.1021/ol800099a

  日期：2008.3.1

  Highly substituted, very hindered enones were synthesized using a two-step procedure that utilizes a diiodosamarium-promoted Reformatsky-type coupling and dehydration using Martin sulfurane. Both alpha-chloro- and alpha-bromoketones were coupled with a variety of carbonyl nucleophiles to form the intermediate beta-hydroxyketones, occurring with excellent diastereoselectivity, favoring the syn isomer (R-1 = Me). This technique complements other methods,and enables the preparation of enones outside of the scope of current olefination methodology.
• Colonge; Grenet, Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1952, vol. 234, p. 1181,1182
  作者：Colonge、Grenet

  DOI：——

  日期：——