3-羟基-3-甲基己酸乙酯 | 24420-88-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 3-羟基-3-甲基己酸乙酯
• 英文名称: Ethyl 3-hydroxy-3-methylhexanoate
• 英文别名: 3-hydroxy-3-methyl-hexanoic acid ethyl ester；3-Hydroxy-3-methyl-capronsaeure-aethylester；3-Hydroxy-3-methyl-hexansaeure-aethylester；ethyl 3-hydroxy-3-methylcaproate；Ethyl β-methyl-β-hydroxy-hexanoat；3-Hydroxy-3-methylhexansaeureethylester
• CAS: 24420-88-0
• 化学式: C₉H₁₈O₃
• 分子量: 174.24
• InChiKey: CFWSCTDNFJINDO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-羟基-3-甲基己酸乙酯 在 phosphorus pentoxide 作用下， 84.0~90.0 ℃ 、3.47 kPa 条件下， 生成 3-甲基-2-己酸乙酯
  参考文献：
  名称：

  Zamojski,A., Roczniki Chemii, 1966, vol. 40, p. 451 - 462

  摘要：

  DOI：
• 作为产物：
  描述：

  2-戊酮 、 氯乙酸乙酯 在 tris(2,2'-bipyridine)nickel(II) tetrafluoroborate 、 四丁基溴化铵 、 zinc dibromide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以89%的产率得到3-羟基-3-甲基己酸乙酯
  参考文献：
  名称：

  Metal exchange between an electrogenerated organonickel species and zinc halide: application to an electrochemical, nickel-catalyzed Reformatsky reaction

  摘要：

  The mechanism of the electroreductive coupling of alpha-chloro esters or alpha-chloro nitriles with carbonyl compounds by the means of a sacrificial zinc anode and a nickel catalyst was elucidated by electroanalytical techniques. The mechanism involved reduction of a Ni(II) complex to a Ni(0) complex, oxidative addition of the alpha-chloro ester to the Ni(0) complex, and a Zn(II)/Ni(II) exchange, leading to an organozinc Reformatsky reagent. The electrosynthesis of various beta-hydroxy esters, beta-hydroxy nitriles, and 2,3-epoxy esters was successfully achieved under extremely mild conditions.

  DOI：

  10.1021/jo00006a012

文献信息

• Process for the preparation of hydroxy and amino compounds
  申请人：Consortium fur Elektrochemische Industrie GmbH

  公开号：US20020013501A1

  公开（公告）日：2002-01-31

  A process for the preparation of hydroxy and amino compounds, in which, in a first step, an aldehyde, ketone or imine is reacted in a Reformatsky reaction with a reactive halogen compound and zinc, in carboxylic esters as solvents, the reactive halogen compound being brought into contact with the zinc at the same time as or after contact with the aldehyde, ketone or imine, and in a second step, the reaction product of the first step is hydrolyzed.

  一种制备羟基和氨基化合物的方法，其中，在第一步中，通过在羧酸酯溶剂中，将醛、酮或亚胺与反应性卤化物和锌在Reformatsky反应中反应，使反应性卤化物与锌与醛、酮或亚胺同时或之后接触，然后在第二步中，对第一步的反应产物进行水解。
• Unique Molecular Discrimination in Europium Complex-Catalyzed Reactions of Saturated and α,β-Unsaturated Ketones with Ketene Silyl Acetals
  作者：Kiyoshi Hanyuda、Kei-ichi Hirai、Takeshi Nakai

  DOI：10.1055/s-1997-716

  日期：——

  The unique molecular discriminations are observed in the Eu(III)-catalyzed reactions of saturated ketones, α,β-enones, and α,β-ynones with ketene silyl acetals and discussed in terms of the discriminating ability of the Eu-catalyst at the complexation stage.

  在饱和酮、α,β-烯酮和 α,β-炔酮与乙烯酮甲硅烷基缩醛的 Eu(III) 催化反应中观察到独特的分子区分，并根据 Eu 催化剂在络合阶段。
• Kuhn; Loew, Hoppe-Seyler's Zeitschrift fur Physiologische Chemie, 1939, vol. 259, p. 186
  作者：Kuhn、Loew

  DOI：——

  日期：——
• Canceill,J. et al., Bulletin de la Societe Chimique de France, 1975, p. 2066 - 2072
  作者：Canceill,J. et al.

  DOI：——

  日期：——
• Canonica et al., Gazzetta Chimica Italiana, 1957, vol. 87, p. 998,1013
  作者：Canonica et al.

  DOI：——

  日期：——