2,4,4-三甲基环己-2-烯-1-酮-3-甲腈 | 56830-39-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2,4,4-三甲基环己-2-烯-1-酮-3-甲腈
• 英文名称: 2,4,4-Trimethylcyclohex-2-en-1-one-3-carbonitrile
• 英文别名: 2,6,6-trimethyl-3-oxo-1-cyclohexenecarbonitrile；3-cyano-2,4,4-trimethyl-2-cyclohexenone；2,6,6-Trimethyl-3-oxocyclohexene-1-carbonitrile
• CAS: 56830-39-8
• 化学式: C₁₀H₁₃NO
• 分子量: 163.219
• InChiKey: INYFORYUOHLNGE-UHFFFAOYSA-N

物化性质

• 沸点：
  255.7±30.0 °C(Predicted)
• 密度：
  1.02±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  40.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,4,4-三甲基环己-2-烯-1-酮-3-甲腈 在 sodium tetrahydroborate 、 cerium(III) chloride 、 三溴化磷 、 sodium iodide 作用下， 以 甲醇 、 Petroleum ether 为溶剂， 反应 9.83h， 生成 alpha-环柠檬腈
  参考文献：
  名称：

  Kutney, James P.; Gunning, Philip J.; Clewley, Robin G., Canadian Journal of Chemistry, 1992, vol. 70, # 7, p. 2094 - 2114

  摘要：

  DOI：
• 作为产物：
  描述：

  6-甲基-5-庚烯-2-酮 在 硫酸 、 sodium hydride 、 间氯过氧苯甲酸 、 pyridinium chlorochromate 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 硝基甲烷 、 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 2.5h， 生成 2,4,4-三甲基环己-2-烯-1-酮-3-甲腈
  参考文献：
  名称：

  Synthesis and Characterization ofall-E-(4,4′-13C2)-Astaxanthin Strategies for Labelling the C15-End Groups of Carotenoids

  摘要：

  The all-E isomer of (4,4'-C-13(2))astaxanthin (1a) has been prepared by total synthesis starting from commercially available 99% C-13 enriched acetonitrile. The labelled astaxanthin was obtained in high purity and with high isotope incorporation. For this synthesis, the C-15 + C-10 + C-15 strategy was used. The central C-10-synthon, 2,7-dimethylocta-2,4,6-triene-1,8-dial (3), was coupled with C-13-enriched C-15-phosphonium salt 2a. The new synthetic scheme for the preparation of the C-15-phosphonium salt is discussed in this paper; the same scheme can be used to label all positions and combinations of positions of the C-15-phosphonium salt.

  DOI：

  10.1002/(sici)1099-0690(200003)2000:5<829::aid-ejoc829>3.0.co;2-z

文献信息

• Synthesis and Characterization ofall-E-(4,4′-13C2)-Astaxanthin Strategies for Labelling the C15-End Groups of Carotenoids
  作者：Frans Jos H. M. Jansen、Johan Lugtenburg

  DOI：10.1002/(sici)1099-0690(200003)2000:5<829::aid-ejoc829>3.0.co;2-z

  日期：2000.3

  The all-E isomer of (4,4'-C-13(2))astaxanthin (1a) has been prepared by total synthesis starting from commercially available 99% C-13 enriched acetonitrile. The labelled astaxanthin was obtained in high purity and with high isotope incorporation. For this synthesis, the C-15 + C-10 + C-15 strategy was used. The central C-10-synthon, 2,7-dimethylocta-2,4,6-triene-1,8-dial (3), was coupled with C-13-enriched C-15-phosphonium salt 2a. The new synthetic scheme for the preparation of the C-15-phosphonium salt is discussed in this paper; the same scheme can be used to label all positions and combinations of positions of the C-15-phosphonium salt.
• Kutney, James P.; Gunning, Philip J.; Clewley, Robin G., Canadian Journal of Chemistry, 1992, vol. 70, # 7, p. 2094 - 2114
  作者：Kutney, James P.、Gunning, Philip J.、Clewley, Robin G.、Somerville, John、Rettig, Steven J.

  DOI：——

  日期：——