potassium;2-methyl-3-oxocyclohexen-1-olate | 61109-51-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: potassium;2-methyl-3-oxocyclohexen-1-olate
• CAS: 61109-51-1
• 化学式: C₇H₉O₂*K
• 分子量: 164.246
• InChiKey: IWJNGPMDCSQQAV-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -2.62
• 重原子数：
  10.0
• 可旋转键数：
  0.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  40.13
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  potassium;2-methyl-3-oxocyclohexen-1-olate 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 二甲基亚砜 为溶剂， 反应 10.0h， 生成 7-hydroxy-6-methyl-4-(4-methylphenyl)-1-oxa-4-azaspiro[4.5]decan-3-one
  参考文献：
  名称：

  Subbaraj, A.; Ramakrishnan, V. T., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1982, vol. 21, # 6, p. 506 - 513

  摘要：

  DOI：

文献信息

• Systematic Ranking of Nucleophiles as Electron Donors.
  作者：Kim Daasbjerg、Stig R. Knudsen、Katrine N. Sonnichsen、Adalgisa R. Andrade、Steen U. Pedersen、Hiroaki Murase、Tatsuya Shono、H. Toftlund

  DOI：10.3891/acta.chem.scand.53-0938

  日期：——

  A systematic ranking of different nucleophiles (including enolates, phenolates, thiophenolates, hydroxide, cyanide) with respect to their ability to stabilise the transition state of substitution reactions has been carried out in acetonitrile and dimethyl sulfoxide. The method is based on a comparison of the rate constant, k(SUB), for the substitution reaction between a given nucleophile and benzyl chloride with the rate constant, ka(ET), for the corresponding electron transfer from an aromatic radical anion to benzyl chloride. The ratio k(SUB)/k(ET) expresses the rate enhancement due to electronic interaction in the transition state, Delta G(sta), of the substitution reaction. In this study, k(SUB)/k(ET) ratios between 5 and 10(31) were determined corresponding to Delta G(Sta)-values of 4-175 kJ mol(-1). These values cover substitution reactions going from outer-sphere electron transfer to S(N)2 with partial bond formation in the transition state. The k(SUB)/k(ET) values are round to be largest for nucleophiles such as OH- and CN- with very poor electron-donating abilities thigh oxidation potentials). When different. types of nucleophile with similar oxidation potentials are compared, a decrease in k(SUB)/k(ET) is observed going from sulfur- to carbon- and further to oxygen-centred nucleophiles. The ranking of nucleophiles in reactions involving electrophiles other than benzyl chloride is discussed with emphasis on steric hindrance and electronic effects.
• C‐Nor‐D‐homosteroide, I. C‐Nor‐D‐homoequilenin‐3‐methyläther
  作者：Günter Neef、Ulrich Eder、Gregor Haffer、Gerhard Sauer、Rudolf Wiechert

  DOI：10.1002/cber.19761090907

  日期：1976.9

  AbstractEine Synthese von C‐Nor‐D‐homoequilenin‐Derivaten wird beschrieben. Alkylierung des Kaliumsalzes von 2‐Methyl‐1,3‐cyclohexandion mit 1‐Brommethyl‐6‐methoxynaphthalin (7) führt zum Seco‐Vorläufer 8, der nach partieller Reduktion und Acetylierung (→13, 14) zu 15 cyclisiert wird. Katalytische Hydrierung von 16,10 und 17 ergibt Gemische der 14‐H‐Epimeren, die getrennt und charakterisiert werden.
• SUBBARAJ, A.;RAMAKRISHNAN, V. T., INDIAN J. CHEM., 1982, 21, N 6, 506-513
  作者：SUBBARAJ, A.、RAMAKRISHNAN, V. T.

  DOI：——

  日期：——