Linalyl trifluoroacetate | 28673-26-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: Linalyl trifluoroacetate
• 英文别名: 3,7-Dimethylocta-1,6-dien-3-yl 2,2,2-trifluoroacetate；3,7-dimethylocta-1,6-dien-3-yl 2,2,2-trifluoroacetate
• CAS: 28673-26-9
• 化学式: C₁₂H₁₇F₃O₂
• 分子量: 250.261
• InChiKey: BJEWOPSTQTYFFK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Linalyl trifluoroacetate 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 以 四氢呋喃 、 乙腈 为溶剂， 以89%的产率得到(trifluoroacetato)(η5-geranyl)palladium(II)
  参考文献：
  名称：

  Vitagliano, Aldo; Akermark, Björn; Hansson, Sverker, Organometallics, 1991, vol. 10, # 8, p. 2592 - 2599

  摘要：

  DOI：
• 作为产物：
  描述：

  芳樟醇 、 三氟乙酸酐 在 吡啶 作用下， 反应 4.0h， 生成 Linalyl trifluoroacetate
  参考文献：
  名称：

  Rearrangement of linalool, geraniol, nerol and their derivatives

  摘要：

  DOI：

  10.1021/jo00358a028

文献信息

• Ni-Catalyzed Cross-Electrophile Coupling for the Synthesis of Skipped Polyenes
  作者：Catherine P. McGeough、Alexandra E. Strom、Timothy F. Jamison

  DOI：10.1021/acs.orglett.9b01019

  日期：2019.5.17

  Skipped polyenes featuring high ( E)-selectivity and varying methyl substitution patterns are synthesized using a nickel-catalyzed cross-coupling reaction between allyl trifluoroacetates and vinyl bromides. The utility of this cross-electrophile coupling is showcased in part by the synthesis of the RST fragment of the marine ladder polyether, maitotoxin. Construction of this fragment is particularly

  利用镍催化的三氟乙酸烯丙酯和溴化乙烯之间的交叉偶联反应，合成了具有高（E）选择性和变化的甲基取代模式的跳过的多烯。这种亲电交联的效用部分通过海洋梯形聚醚麦托毒素的RST片段的合成得到了证明。由于交替的甲基取代模式，该片段的构建特别具有挑战性。
• Insecticidal properties of monoterpenoid derivatives to the house fly (diptera: Muscidae) and red flour beetle (coleoptera: Tenebrionidae)
  作者：Pamela J. Rice、Joel R. Coats

  DOI：10.1002/ps.2780410305

  日期：1994.7

  AbstractMonoterpenoid derivatives were synthesized and their insecticidal activities were evaluated against red flour beetles, Tribolium castaneum (Herbst), in fumigant bioassays and against house flies Musca domestica (L.) in topical, fumigant, and ovicidal bioassays. Acetate derivatives and haloacetate derivatives were compared with each other, and with the parent monoterpenoid to determine structure‐activity relationships. Acetate derivatives were more active than the propionate derivatives of cyclic monoterpenoids in the topical, fumigant, and ovicidal bioassays. Pivalates were topically more insecticidal than acetates to adult house flies, while the acetates had the greater ovicidal activity. Acetates and pivalates were more effective than haloacetates in the topical, red flour beetle fumigation and ovicidal bioassays. Fluoroacetates of cyclic monoterpenoids were the most effective house fly fumigants, followed by acetates, and trichloroacetates. Several derivatives were produced that displayed enhanced activity relative to the parent alcohols or phenols.
• Rearrangement of linalool, geraniol, nerol and their derivatives
  作者：Osvaldo Cori、Liliana Chayet、Luz Maria Perez、Clifford A. Bunton、David Hachey

  DOI：10.1021/jo00358a028

  日期：1986.4
• Vitagliano, Aldo; Akermark, Björn; Hansson, Sverker, Organometallics, 1991, vol. 10, # 8, p. 2592 - 2599
  作者：Vitagliano, Aldo、Akermark, Björn、Hansson, Sverker

  DOI：——

  日期：——