Menthyl trifluoroacetate | 91639-10-0

• 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: Menthyl trifluoroacetate
• 英文别名: Trifluoroacetyl-menthol；(5-methyl-2-propan-2-ylcyclohexyl) 2,2,2-trifluoroacetate
• CAS: 91639-10-0
• 化学式: C₁₂H₁₉F₃O₂
• 分子量: 252.277
• InChiKey: ATXCXBAHNZQECW-UHFFFAOYSA-N

物化性质

• 保留指数：
  1132

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.92
• 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：

  二苯甲酮 、 Menthyl trifluoroacetate 在 potassium tert-butylate 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 Alpha-(三氟甲基)二苯甲醇
  参考文献：
  名称：

  三氟乙酸衍生物作为亲核三氟甲基化试剂

  摘要：

  通过叔丁醇钾的作用，仲三氟乙酰胺和三氟乙酸烷基酯可用作对不可烯醇化的酮的亲核三氟甲基化试剂。

  DOI：

  10.1055/s-2003-36787
• 作为产物：
  描述：

  薄荷脑 、 N-trifluoroacetoxy succinimide 以 四氢呋喃 为溶剂， 反应 10.0h， 以86%的产率得到Menthyl trifluoroacetate
  参考文献：
  名称：

  A Convenient Trifluoroacetylation Reagent: N-(Trifluoroacetyl)succinimide

  摘要：

  N-(三氟乙酰基)琥珀酰亚胺，易于从三氟乙酸酐和琥珀酰亚胺制备，是一种新颖且方便的三氟乙酰化试剂。它可以对醇、酚和胺进行三氟乙酰化反应，生成三氟乙酸酯和三氟乙酰胺，产率极高，后处理过程非常高效。

  DOI：

  10.1055/s-1999-3667

文献信息

• 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.
• A Convenient Trifluoroacetylation Reagent: N-(Trifluoroacetyl)succinimide
  作者：Alan R. Katritzky、Baozhen Yang、Guofang Qiu、Zhongxing Zhang

  DOI：10.1055/s-1999-3667

  日期：——

  N-(Trifluoracetyl)succinimide, easily prepared from trifluoroacetic anhydride and succinimide forms a novel, convenient trifluoracetylating reagent. It trifluoroacetylates alcohols, phenols and amines, to generate trifluoroacetate esters, and trifluoracetamides in excellent yields with very efficient work up procedures.

  N-(三氟乙酰基)琥珀酰亚胺，易于从三氟乙酸酐和琥珀酰亚胺制备，是一种新颖且方便的三氟乙酰化试剂。它可以对醇、酚和胺进行三氟乙酰化反应，生成三氟乙酸酯和三氟乙酰胺，产率极高，后处理过程非常高效。
• Trifluoroacetic Acid Derivatives as Nucleophilic Trifluoromethylating Reagents
  作者：Thierry Billard、Bernard R. Langlois、Lukas Jablonski、Jérôme Joubert

  DOI：10.1055/s-2003-36787

  日期：——

  Secondary trifluoroacetamides and alkyl trifluoroacetates can be used as nucleophilic trifluoromethylating reagents towards non-enolizable ketones by action of potassium tert-butoxide.

  通过叔丁醇钾的作用，仲三氟乙酰胺和三氟乙酸烷基酯可用作对不可烯醇化的酮的亲核三氟甲基化试剂。