3-chloro-2-decalone | 24516-34-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-chloro-2-decalone
• 英文别名: rac.-3-Chlor-decalon-(2)；Chlor-3-decalon-2 (a)；Chlor-3-decalon-2 (e)；3-Chlor-decal-2-on；3-Chlor-decalon-2；3-chloro-3,4,4a,5,6,7,8,8a-octahydro-1H-naphthalen-2-one
• CAS: 24516-34-5
• 化学式: C₁₀H₁₅ClO
• 分子量: 186.681
• InChiKey: NPIZOQLLSPHAKE-UHFFFAOYSA-N

物化性质

• 熔点：
  95 °C
• 沸点：
  292.8±13.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  12
• 可旋转键数：
  0
• 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：

  3-chloro-2-decalone 在 selenium 、 乙醇 作用下， 生成 苯并[b]萘并[2,3-d]噻吩
  参考文献：
  名称：

  Wilputte; Martin, Bulletin des Societes Chimiques Belges, 1956, vol. 65, p. 874,891

  摘要：

  DOI：
• 作为产物：
  描述：

  2-萘烷酮 在 三氟甲烷磺酰氯 、 lithium diisopropyl amide 作用下， 生成 3-chloro-2-decalone 、 1-chloro-2-decalone
  参考文献：
  名称：

  [4 + 3] Cycloadditions of cyclic oxyallyls and cyclic 1,3-dienes.

  摘要：

  The [4 + 3] cycloaddition of the oxyallyl intermediates, derived from 2-chlorocyclohexanone and related compounds, to cyclic 1,3-dienes under the Fohlisch conditions (Et(3)N in CF3CH2OH) has been examined to assess its scope and limitations. Effects of substitution with alkyl or alkoxy groups on the cyclohexanone ring, along with variations of the base, solvent, or ring size have been investigated. Also included is a comparison between the Fohlisch cycloaddition and the Schmid cycloaddition (utilizing alpha'-chloroenamines). These reactions of cyclic oxyallyls afford tricyclic or tetracyclic cycloadducts of considerable molecular complexity with a well-defined stereochemical outcome and, thus, represent a new synthetic route to functionalized medium-sized carbocycles and heterocycles.

  DOI：

  10.1021/ja00149a014

文献信息

• Wilputte; Martin, Bulletin des Societes Chimiques Belges, 1956, vol. 65, p. 874,891
  作者：Wilputte、Martin

  DOI：——

  日期：——
• [4 + 3] Cycloadditions of cyclic oxyallyls and cyclic 1,3-dienes.
  作者：Shu-juan Jin、Jong-Ryoo Choi、Jonghoon Oh、Dongha Lee、Jin Kun Cha

  DOI：10.1021/ja00149a014

  日期：1995.11

  The [4 + 3] cycloaddition of the oxyallyl intermediates, derived from 2-chlorocyclohexanone and related compounds, to cyclic 1,3-dienes under the Fohlisch conditions (Et(3)N in CF3CH2OH) has been examined to assess its scope and limitations. Effects of substitution with alkyl or alkoxy groups on the cyclohexanone ring, along with variations of the base, solvent, or ring size have been investigated. Also included is a comparison between the Fohlisch cycloaddition and the Schmid cycloaddition (utilizing alpha'-chloroenamines). These reactions of cyclic oxyallyls afford tricyclic or tetracyclic cycloadducts of considerable molecular complexity with a well-defined stereochemical outcome and, thus, represent a new synthetic route to functionalized medium-sized carbocycles and heterocycles.