(RS)α-cyano-3-phenoxy-benzyl 2,2-dimethyl-3-formyl-cyclopropane-1-carboxylate | 79588-29-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (RS)α-cyano-3-phenoxy-benzyl 2,2-dimethyl-3-formyl-cyclopropane-1-carboxylate
• 英文别名: α-cyano-3-phenoxybenzyl (+/-)-cis,trans-3-formyl-2,2-dimethylcyclopropanecarboxylate；cyano(3-phenoxyphenyl)methyl 2,2-dimethyl-3-formylcyclopropanecarboxylate；α-cyano-3-phenoxy-benzyl 2,2-dimethyl-3-formyl-cyclopropane-1-carboxylate；[cyano-(3-phenoxyphenyl)methyl] 3-formyl-2,2-dimethylcyclopropane-1-carboxylate
• CAS: 79588-29-7
• 化学式: C₂₁H₁₉NO₄
• 分子量: 349.386
• InChiKey: VQNKMGQVKJNBKQ-UHFFFAOYSA-N

物化性质

• 沸点：
  481.6±45.0 °C(Predicted)
• 密度：
  1.257±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  76.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  溴代硝基甲烷 、 (RS)α-cyano-3-phenoxy-benzyl 2,2-dimethyl-3-formyl-cyclopropane-1-carboxylate 在 溶剂黄146 、 β-丙氨酸 作用下， 以 苯 为溶剂， 反应 3.0h， 以66%的产率得到α-cyano-3-phenoxybenzyl (+/-)-cis,trans-3-<(E,Z)-2-bromo-2-nitroethenyl>-2,2-dimethylcyclopropanecarboxylate
  参考文献：
  名称：

  Synthesis and Biological Evaluation of New Pyrethroids Having Halogen, Keto, or Nitro Group-Containing Substituents

  摘要：

  Thirteen pyrethroid esters, most of which contain strong electron-withdrawing groups (e.g., halomethylketo and nitro groups) in the side chain of the cyclopropane acid moiety, have been synthesized. The synthesis involved the reaction of various active methylene compounds with 3-formyl-2,2-dimethylcyclopropanecarboxylic esters of known pyrethroid alcohols. Rather than the usually employed Wittig reaction for these syntheses, the novel pyrethroid acid moieties were prepared by amino acid-catalyzed Knoevenagel condensations under mild conditions. Preliminary toxicity studies of the pyrethroid esters, against several insect and one mite species, were conducted. Two of these compounds had good repellent activity against the twospotted spider mite (Tetranychus urticae) at 100 ppm, and six of them had medium insecticidal activity against either black bean aphid (Aphis fabae) or western potato leafhopper (Empoasca abrupta) at 10 ppm.

  DOI：

  10.1021/jf00056a060
• 作为产物：
  描述：

  苯醚氰菊酯 生成 (RS)α-cyano-3-phenoxy-benzyl 2,2-dimethyl-3-formyl-cyclopropane-1-carboxylate
  参考文献：
  名称：

  HIYAMA, TAMEJIRO;FUJITA, MAKOTO

  摘要：

  DOI：

文献信息

• 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。
• XIYAMA, TAMEHDZIRO;FUDZITA, MAKOTO
  作者：XIYAMA, TAMEHDZIRO、FUDZITA, MAKOTO

  DOI：——

  日期：——
• XIYAMA, TOIROMEHDZA;FUDZITA, MAKOTO
  作者：XIYAMA, TOIROMEHDZA、FUDZITA, MAKOTO

  DOI：——

  日期：——
• Nouveaux esters de l'acide 2,2-diméthyl 3-formyl cyclopropane 1-carboxylique
  申请人：ROUSSEL-UCLAF

  公开号：EP0095794B1

  公开（公告）日：1985-09-18