(pentafluorophenyl)methyl 2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate | 94908-35-7

• 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: (pentafluorophenyl)methyl 2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate
• 英文别名: (2,3,4,5,6-pentafluorophenyl)methyl 2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate；Pentafluorophenylmethyl 2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate；(2,3,4,5,6-pentafluorophenyl)methyl 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate
• CAS: 94908-35-7
• 化学式: C₁₇H₁₇F₅O₂
• 分子量: 348.313
• InChiKey: CWWIXCNTBBFPHX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (pentafluorophenyl)methyl 2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate 在 臭氧 作用下， 生成 (2,3,4,5,6-pentafluorophenyl)methyl 3-formyl-2,2-dimethylcyclopropanecarboxylate
  参考文献：
  名称：

  Practical and stereocontrolled syntheses of both (1R★,3S★)- and (1R★,3R★)-3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropanecarboxylates

  摘要：

  DOI：

  10.1016/s0040-4039(00)84469-x
• 作为产物：
  描述：

  菊酰氯 生成 (pentafluorophenyl)methyl 2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate
  参考文献：
  名称：

  XIYAMA, TAMEHDZIRO;FUDZITA, MAKOTO

  摘要：

  DOI：

文献信息

• Methods for producing cyclopropane carboxylates
  申请人：Sumitomo Chemical Company, Limited

  公开号：US06441220B1

  公开（公告）日：2002-08-27

  There is provided a method for producing a cyclopropanecarboxylate of formula (3): wherein R1, R2, R3, R4 and R5 each independently represent: a hydrogen atom, halogen atom, an optionally substituted alkyl group and the like; and R7 represents: an optionally substituted alkyl group, and the like, which is characterized by reacting a cyclopropanecarboxylate of the formula (1) wherein R1, R2, R3, R4 and R5 are as defined above, and R6 represents an alkyl group having 1 to 10 carbon atoms or an optionally substituted phenyl group, with a monohydroxy compound of the formula (2): R7OH   (2) wherein R7 is the same as defined above, in the presence of an alkali metal hydroxide.

  提供了一种制备式（3）的环丙烷羧酸酯的方法：其中R1、R2、R3、R4和R5分别独立地表示氢原子、卤素原子、可选择地取代的烷基基团等；以及R7表示：可选择地取代的烷基基团等，其特征在于将式（1）的环丙烷羧酸酯与式（2）的一元羟基化合物进行反应：R7OH（2），其中R7与上述定义相同，在碱金属氢氧化物存在下。
• Practical, Stereocontrolled Synthesis of Polyfluorinated Artificial Pyrethroids
  作者：Makoto Fujita、Kiyosi Kondo、Tamejiro Hiyama

  DOI：10.1246/bcsj.60.4385

  日期：1987.12

  Practical and stereocontrolled approaches to polyfluorinated synthetic pyrethroids based on aldehyde addition of CF3CCl2ZnCl are described. The zinc reagent was allowed to react with 3-formyl-2,2-dimethylcyclopropanecarboxylates (6) to give the corresponding adducts. These were acetylated and then reduced again with zinc to afford (1R*, 3S*)-3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropanecarboxylates (12). The (1R*, 3R*)-isomer was derived from 2,2-dichloro-1,1,1-trifluoro-5-methyl-4-hexen-3-ol by diazoacetylation, Cu(II)-catalyzed intramolecular carbene addition, and finally by the zinc reduction. An alternative access to 12 and its halogen homologues of the (Z)-pyrethroids involves addition of 1-halo-2,2-difluoroethenyl group across the CHO group of 6 and subsequent regio- and stereoselective halogenation.

  本文介绍了基于 CF3CCl2ZnCl 的醛加成法制备多氟合成拟除虫菊酯的实用立体控制方法。锌试剂可与 3-甲酰基-2,2-二甲基环丙烷羧酸盐 (6) 反应，生成相应的加合物。这些加合物经乙酰化后再次用锌还原，得到 (1R*，3S*)-3-(2-氯-3,3,3-三氟-1-丙烯基)-2,2-二甲基环丙烷羧酸盐 (12)。(1R*, 3R*)异构体是由 2,2-二氯-1,1,1-三氟-5-甲基-4-己烯-3-醇通过重氮乙酰化、Cu(II)催化的分子内碳烯加成，最后通过锌还原得到的。获得 12 及其 (Z)- 吡咯烷卤素同系物的另一种方法是在 6 的 CHO 基上添加 1-卤代-2,2-二氟乙烯基，然后进行区域和立体选择性卤化。
• 2,2-Dimethylcyclopropane-carboxylic acid derivatives
  申请人：Sagami Chemical Research Center

  公开号：US04864052A1

  公开（公告）日：1989-09-05

  A 2,2-dimethylcyclopropanecarboxylic acid derivative having the formula: ##STR1## wherein R.sup.1 is an alkyl group or an aryl group, R.sup.2 is a hydrogen atom, an acyl group, a sulfonyl group or an alkyl group, and each of X.sup.1 and X.sup.2 is a halogen atom.

  一种具有以下式子的2,2-二甲基环丙烷羧酸衍生物：##STR1## 其中R1是烷基或芳基，R2是氢原子，酰基，磺酰基或烷基，X1和X2中的每一个都是卤素原子。
• 2,2-Dimethylcyclopropanecarboxylic acid derivatives
  申请人：SAGAMI CHEMICAL RESEARCH CENTER

  公开号：EP0217342A1

  公开（公告）日：1987-04-08

  A 2.2-dimethylcyclopropanecarboxylic acid derivative having the formula: wherein R1 is an alkyl group or an aryl group, R2 is a hydrogen atom, an acyl group, a sulfonyl group or an alkyl group, and each of X1 and X2 is a halogen atom.

  一种 2.2-二甲基环丙烷羧酸衍生物，其式如下 其中 R1 为烷基或芳基，R2 为氢原子、酰基、磺酰基或烷基，X1 和 X2 各为卤素原子。
• HIYAMA, TAMEJIRO;FUJITA, MAKOTO
  作者：HIYAMA, TAMEJIRO、FUJITA, MAKOTO

  DOI：——

  日期：——