2-(4-chlorobutyl)-2-cyclohexen-1-one | 91891-62-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(4-chlorobutyl)-2-cyclohexen-1-one
• 英文别名: 2-(4-Chlorobutyl)cyclohex-2-en-1-one
• CAS: 91891-62-2
• 化学式: C₁₀H₁₅ClO
• 分子量: 186.681
• InChiKey: KKINJPJRWFJADZ-UHFFFAOYSA-N

物化性质

• 沸点：
  294.3±29.0 °C(Predicted)
• 密度：
  1.059±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 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：

  2-(4-chlorobutyl)-2-cyclohexen-1-one 在 sodium azide 、 potassium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以84%的产率得到2-(4-azidobutyl)-2-cyclohexen-1-one
  参考文献：
  名称：

  Intramolecular 1,3-dipolar cycloaddition of alkyl azide enones and rearrangements of the triazoline intermediates. Formal total synthesis of (.+-.)-desamylperhydrohistrionicotoxin

  摘要：

  DOI：

  10.1021/jo00359a019
• 作为产物：
  描述：

  6-溴-1,4-二氧杂螺[4.5]癸-6-烯 在 叔丁基锂 、 草酸 作用下， 生成 2-(4-chlorobutyl)-2-cyclohexen-1-one
  参考文献：
  名称：

  Thermal rearrangements of α-(ω-azidoalkyl) enones

  摘要：

  The thermal rearrangement of alpha-(omega-azidoalkyl) enones has been investigated. A variety of these substrates were synthesized and subjected to thermal rearrangement to investigate the scope and generality of their transformation to bicyclic lactams. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)01077-8

文献信息

• Intramolecular 1,3-dipolar cycloaddition of alkylazide-enones and rearrangements of the triazoline intermediates
  作者：Chin-Kang Sha、Sheng-Lian Ouyang、Der-Yung Hsieh、Tzong-Hsiung Hseu

  DOI：10.1039/c39840000492

  日期：——

  The intramolecular 1,3-dipolar cycloaddition of alkylazide-enones is followed by several novel rearrangements.

  烷基叠氮化物-烯酮的分子内1,3-偶极环加成反应之后是几种新颖的重排。
• One-Pot Synthesis of Aminoenone via Direct Reaction of the Chloroalkyl Enone with NaN₃: Rapid Access to Polycyclic Alkaloids
  作者：Yu-Ming Zhao、Peiming Gu、Yong-Qiang Tu、Hai-Jun Zhang、Qing-Wei Zhang、Chun-An Fan

  DOI：10.1021/jo101226r

  日期：2010.8.6

  A new one-pot procedure for the preparation of aminoenone from chloroalkyl enone and sodium azide was demonstrated. The structure of the presumed triazoline intermediate in this process was confirmed by X-ray analysis for the first time. As the application of this methodology, the synthesis of polycyclic alkaloid hexahydroapoerysopine (1a) was achieved through an efficient synthetic route.
• Intramolecular 1,3-dipolar cycloaddition of alkyl azide enones and rearrangements of the triazoline intermediates. Formal total synthesis of (.+-.)-desamylperhydrohistrionicotoxin
  作者：Chin Kang Sha、Sheng Lian Ouyang、Der Yung Hsieh、Ruei Chih Chang、Shang Chia Chang

  DOI：10.1021/jo00359a019

  日期：1986.5
• SHA, CHIN-KANG;OUYANG, SHENG-LIAN;HSIEH, DER-YUNG;HSEU, TZONG-HSIUNG, J. CHEM. SOC . CHEM. COMMUN., 1984, N 8, 492-494
  作者：SHA, CHIN-KANG、OUYANG, SHENG-LIAN、HSIEH, DER-YUNG、HSEU, TZONG-HSIUNG

  DOI：——

  日期：——
• Thermal rearrangements of α-(ω-azidoalkyl) enones
  作者：Gary A. Molander、Christopher T. Bibeau

  DOI：10.1016/s0040-4039(02)01077-8

  日期：2002.7

  The thermal rearrangement of alpha-(omega-azidoalkyl) enones has been investigated. A variety of these substrates were synthesized and subjected to thermal rearrangement to investigate the scope and generality of their transformation to bicyclic lactams. (C) 2002 Elsevier Science Ltd. All rights reserved.