carvyl acetate | 913815-70-0

• 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: carvyl acetate
• 英文别名: l-Carvyl acetate；[(5R)-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-yl] acetate
• CAS: 913815-70-0
• 化学式: C₁₂H₁₈O₂
• 分子量: 194.274
• InChiKey: YTHRBOFHFYZBRJ-JHJMLUEUSA-N

物化性质

• 沸点：
  300.2±0.0 °C(Predicted)
• 密度：
  0.96±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• 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：
  2

反应信息

• 作为反应物：
  描述：

  carvyl acetate 在 manganese(IV) oxide 、 sodium hydroxide 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 72.0h， 生成 (R)-Carvone
  参考文献：
  名称：

  Selective synthesis of carvone and cryptomerlone from α-pinene

  摘要：

  Carvone和cryptomerlone是通过α-蒎烯的电化学氧化选择性合成的，关键步骤是这一过程。

  DOI：

  10.1007/s10600-006-0104-8
• 作为产物：
  描述：

  sobrerol diacetate 在 乙酸酐 作用下， 生成 carvyl acetate
  参考文献：
  名称：

  Selective synthesis of carvone and cryptomerlone from α-pinene

  摘要：

  Carvone和cryptomerlone是通过α-蒎烯的电化学氧化选择性合成的，关键步骤是这一过程。

  DOI：

  10.1007/s10600-006-0104-8

文献信息

• Anisole: a further step to sustainable hydroformylation
  作者：Fábio G. Delolo、Eduardo N. dos Santos、Elena V. Gusevskaya

  DOI：10.1039/c8gc03750g

  日期：——

  Hydroformylation, also known as the “oxo” process, is a major industrial process that employs rhodium or cobalt catalysts in solution; therefore the solvent of this process is a critical issue for its sustainability. Although several innovative solutions have been proposed recently, traditional fossil-derived solvents dominate the scenario for this reaction. In this paper, we studied a series of solvents

  加氢甲酰化，也称为“羰基合成”工艺，是一种在溶液中使用铑或钴催化剂的主要工业工艺。因此，该过程的溶剂性对其可持续性至关重要。尽管最近已经提出了几种创新的解决方案，但是传统的化石衍生溶剂主导了该反应的方案。在本文中，我们研究了在一系列烯烃的加氢甲酰化反应中，在最近的等级中被认为更具可持续性的一系列溶剂。苯甲醚是具有令人印象深刻的可持续性等级且很少在加氢甲酰化中使用的溶剂，被证明是该反应的绝佳替代品。
• Practical Stannylation of Allyl Acetates Catalyzed by Nickel with Bu₃SnOMe
  作者：Kimihiro Komeyama、Yuuhei Itai、Ken Takaki

  DOI：10.1002/chem.201601515

  日期：2016.6.27

  A practical and scalable nickel‐catalyzed allylic stannylation of allyl acetates with Bu3SnOMe is described. A variety of acyclic and cyclic allyl acetates, even with base‐sensitive moieties, undergoes the stannylation by using NiBr2/4,4′‐di‐tert‐butylbipyridine (dtbpy)/Mn catalyst system to afford highly functionalized allyl stannanes with excellent regioselectivity and yields. Furthermore, the scope

  描述了一种实用且可扩展的乙酸烯丙酯与Bu 3 SnOMe的镍催化的烯丙基甲锡烷基化反应。各种无环和环状乙酸烯丙酯，即使具有碱基敏感的部分，也可通过使用NiBr 2 / 4,4'-二异氰酸酯进行甲氧基化反应-丁基联吡啶（dtbpy）/ Mn催化剂体系可提供具有出色的区域选择性和产率的高度官能化的烯丙基锡烷。此外，通过炔丙基乙酸酯的反应也扩大了方案的范围，从而产生了炔丙基或烯丙基锡烷。另外，证明了使用不同于钯的镍催化剂的独特的非对映选择性用于环状乙酸烯丙酯的甲锡烷基化。在该反应中，使用了便宜且稳定的镍络合物，丰富的还原剂（Mn）和原子经济的苯乙烯原料。
• Working together to avoid unwanted reactions: Hydroformylation/O-acylation of terpene-based hydroxyolefins
  作者：Fábio G. Delolo、Gabriel M. Vieira、Jesus A. Avendaño-Villarreal、Adelson de Oliveira Dias、Eduardo N. dos Santos、Elena V. Gusevskaya

  DOI：10.1016/j.jcat.2023.03.003

  日期：2023.5

  renewable terpenes perillyl alcohol, carveol, myrtenol, and isopulegol, as well as for isoprenol and the biomass-based nopol. The selectivity for the acetoxyaldehydes is much higher than for the analogous hydroxyaldehydes produced by hydroformylation only. Furthermore, the new products obtained through a synthetically efficient process directly from renewable resources are promising candidates to new fragrance

  将加氢甲酰化应用于含羟基的底物往往会出现问题，因为形成的醛会以不希望的方式与羟基部分反应。在此，我们描述了一种方案，其中羟基在一锅催化过程中伴随加氢甲酰化被 O-酰化，从而防止不需要的副反应。该策略适用于可再生萜烯紫苏醇、香芹酚、桃金娘醇和异胡薄荷醇，以及异戊二烯醇和基于生物质的诺醇。乙酰氧基醛的选择性远高于仅通过加氢甲酰化产生的类似羟基醛。此外，
• 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.