1-Acetyl-6,6-dimethyl-bicyclo<3.1.0>hexan | 39782-11-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-Acetyl-6,6-dimethyl-bicyclo<3.1.0>hexan
• 英文别名: 1-(6,6-Dimethyl-1-bicyclo[3.1.0]hexanyl)ethanone；1-(6,6-dimethyl-1-bicyclo[3.1.0]hexanyl)ethanone
• CAS: 39782-11-1
• 化学式: C₁₀H₁₆O
• 分子量: 152.236
• InChiKey: MBVWAERITSNENW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-Acetyl-6,6-dimethyl-bicyclo<3.1.0>hexan 在 氢氧化钾 、 肼 作用下， 以 二乙二醇 为溶剂， 生成 1-Ethyl-6,6-dimethyl-bicyclo[3.1.0]hexane 、 trans-1-ethyl-2-isopropenylcyclopentane
  参考文献：
  名称：

  Novel photochemical rearrangements of citral and related compounds at elevated temperatures

  摘要：

  DOI：

  10.1021/ja00527a041
• 作为产物：
  描述：

  3-methyl-3-(1-cyclopentenyl)-butan-2-one 在 丙酮 作用下， 生成 1-Acetyl-6,6-dimethyl-bicyclo<3.1.0>hexan
  参考文献：
  名称：

  Observation of an unprecedented heavy-atom effect on the rate of 1n,.pi. in a .beta.,.gamma.-unsaturated ketone

  摘要：

  DOI：

  10.1021/ja00399a076

文献信息

• Triplet photochemistry within zeolites through heavy atom effect, sensitization and light atom effect
  作者：K Pitchumani、M Warrier、Lakshmi S Kaanumalle、V Ramamurthy

  DOI：10.1016/s0040-4020(03)00865-2

  日期：2003.7

  rearrangement of barrelenes, oxa-di-π-methane rearrangement of β,γ-unsaturated ketones and photodimerization of acenaphthylene as probe reactions. The two methods, heavy cation effect and triplet sensitization, are well established solution techniques and these work well within zeolites. The Zimmerman rearrangement of dibenzobarrelene is enhanced even within Li+ and Na+ exchanged zeolites and these are

  已经通过利用桶烯的齐默曼重排，β，γ-不饱和酮的氧-二-π-甲烷重排和的光二聚化作为探针反应，建立了在沸石内产生三分子有机分子的方法。重阳离子效应和三重态敏化这两种方法是公认的解决方法，它们在沸石中效果很好。即使在Li +和Na +交换的沸石中，二苯并戊烯的齐默曼重排也得到增强，这被认为是减慢了从S 1向二苯并环辛酸酯的重排的结果。通过阳离子-π相互作用。本文描述的方法提供了探索沸石环境对三重态反应提供控制的机会。
• Systematic structural modifications in the photochemistry by .beta.,.gamma.-unsaturated ketones. I. Cyclic olefins
  作者：Paul S. Engel、Mary A. Schexnayder

  DOI：10.1021/ja00834a026

  日期：1975.1
• Controlling the reactive state through cation binding: photochemistry of enones within zeolites
  作者：Sundararajan Uppili、Shinsuke Takagi、R.B Sunoj、P Lakshminarasimhan、J Chandrasekhar、V Ramamurthy

  DOI：10.1016/s0040-4039(01)00100-9

  日期：2001.3

  The nature of the lowest triplet state of enones is altered by the cations present within Y zeolites. Alkali metal ions, such as Li+, are predicted to interact with the carbonyl unit of enones in a collinear fashion and significantly lower both the p-type n and pi -2 orbitals. Excited state energies, estimated at the CIS(D)/6-31+G* level, show that the lowest triplet is n-pi* in character for the enones, but switch to pi-pi* on coordination with Li+. Observed product distribution within zeolite is consistent with this theoretical prediction. (C) 2001 Elsevier Science Ltd. All rights reserved.
• Photochemistry of ketones in solution. 66. Experimental evidence for the intermediacy of singlet (S1) and triplet (T2) n,.pi.* states in the [1,3]-sigmatropic acyl shift of photoexcited 3-methyl-3-(1-cyclopentenyl)butan-2-one
  作者：David I. Schuster、Lidia T. Calcaterra

  DOI：10.1021/ja00387a041

  日期：1982.11
• Novel photochemical rearrangements of citral and related compounds at elevated temperatures
  作者：Steven Wolff、Francis Barany、William C. Agosta

  DOI：10.1021/ja00527a041

  日期：1980.3