2,2-二甲基-3-(2-甲基丙-1-烯基)环丙烷-1-羧酸丁酯 | 5458-66-2

• 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
• 中文名称: 2,2-二甲基-3-(2-甲基丙-1-烯基)环丙烷-1-羧酸丁酯
• 英文名称: Chrysanthemumsaeure-butylester
• 英文别名: Butyl 2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropane-1-carboxylate；butyl 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate
• CAS: 5458-66-2
• 化学式: C₁₄H₂₄O₂
• 分子量: 224.343
• InChiKey: ADZPEJQJURBWCD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2916209090

反应信息

• 作为产物：
  描述：

  菊酰氯 、 正丁醇 在 吡啶 作用下， 生成 2,2-二甲基-3-(2-甲基丙-1-烯基)环丙烷-1-羧酸丁酯
  参考文献：
  名称：

  New Organic Compounds for Use in Insect Control

  摘要：

  DOI：

  10.1021/jo01074a039

文献信息

• Optically active bisoxazoline compounds, process for production of the same and use thereof
  申请人：Itagaki Makoto

  公开号：US20060149077A1

  公开（公告）日：2006-07-06

  Optically active bisoxazoline compounds represented by the general formula (1), a process for producing the compounds, and a process for producing cyclopropanecarboxylic esters by using the same: wherein R 1 and R 2 are the same and each represents C 1-6 alkyl, substituted or unsubstituted aralkyl, or substituted or unsubstituted phenyl or R 1 and R 2 are bonded each other together with the carbon atom of oxazoline ring to which they are bonded to form a ring; R 3 is substituted or unsubstituted naphthyl; R 4 and R 5 are the same and each represent hydrogen or C 1-6 alkyl, or R 4 and R 5 are bonded each other together with the carbon atom to which they are bonded to form a cycloalkyl ring having 3 to 6 carbon atoms; and * represents an asymmetric center.

  光学活性的双噁唑啉化合物由通式（1）表示，制备该化合物的方法以及使用该化合物制备环丙烷羧酸酯的方法： 其中，R1和R2相同，分别表示C1-6烷基，取代或未取代的芳基烷基或取代或未取代的苯基，或者R1和R2相互结合形成环，与它们所连接的噁唑环的碳原子相连；R3是取代或未取代的萘基；R4和R5相同，分别表示氢或C1-6烷基，或者R4和R5相互结合形成有3至6个碳原子的环状烷基环；*表示一个不对称中心。
• A method of epimerization of alkyl chrysanthemate
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：EP0062979A1

  公开（公告）日：1982-10-20

  Cis-chrysanthemate esters are isomerized by contact with a Lewis acid, to transform the cis-chrysanthemate ester into trans-chrysanthemate ester through epimerization at C3-position. The starting cis-chrysanthemate ester may be of any optical isomer ratio of (+)-form to (-)-form, including racemic form. The process is particularly suitable for use in the preparation of a (+)-trans-chrysanthemate ester from which (+)-trans-chrysanthemic acid can readily be prepared, the latter being an important acid component of pyrethroidal insecticides.

  顺式-菊酸酯通过与路易斯酸接触进行异构化，从而通过 C3 位的表聚作用将顺式-菊酸酯转化为反式-菊酸酯。起始的顺式-菊酸酯可以是(+)-形式和(-)-形式的任意光学异构体，包括外消旋形式。该工艺尤其适用于制备(+)-反式-菊酸酯，从中可以很容易地制备(+)-反式-菊酸，后者是拟除虫菊酯类杀虫剂的重要酸成分。
• Method for racemization of chrysanthemic acid or its ester
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：EP0165070A2

  公开（公告）日：1985-12-18

  An optically active chrysanthemic acid or ester thereof is conveniently racemized with an aluminum bromide compound such as aluminum tribromide. An organic hydroperoxide should also be used for racemization of an ester, but is not always necessary for racemization of the acid.

  具有光学活性的菊酸或其酯类可方便地与溴化铝化合物（如三溴化铝）进行消旋化。 有机过氧化氢也可用于酯类的消旋化，但并不总是必须用于酸的消旋化。
• Method for racemization of optically active chrysanthemic acid or its ester
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：EP0261824A1

  公开（公告）日：1988-03-30

  Racemization of optically active chrysanthemic acid or its ester of the formula: wherein R represents hydrogen atom or an alkyl, cycloalkyl or aralkyl group of 1-20 carbon atoms and * indicates asymmetric carbon atom, is effected by contacting it with hydrogen bromide or a phosphorus bromide compound. This method may also be effected in the presence of a peroxide or an azo compound. Further, the method of the present invention can also be used for conversion of racemic cis isomer or racemic mixture of cis and trans isomers of chrysanthemic acid into corresponding racemic trans-rich isomer.

  式中光学活性菊酸或其酯的消旋化： 式中 R 代表氢原子或 1-20 个碳原子的烷基、环烷基或芳烷基，* 代表不对称碳原子。该方法也可在过氧化物或偶氮化合物存在下进行。 此外，本发明的方法还可用于将菊酸的外消旋顺式异构体或顺式和反式异构体的外消旋混合物转化为相应的外消旋富反式异构体。
• Method for racemization of optically active chrysanthemic acid or its derivatives
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：EP0299760A1

  公开（公告）日：1989-01-18

  Optically active chrysanthemic acid or its derivatives of the formula (wherein X represents a hydroxyl group, a halogen atom, a C₁₋₂₀ alkoxy group or a 2,2-dimethyl-3-isobutenyl-­cyclopropane carboxyl group and * mark shows asymmetric carbon atom) is racemized by allowing it to react with a bromine compound or a SH compound, in the presence of light.

  光学活性菊酸或其衍生物，其式为 (其中 X 代表羟基、卤素原子、C₁₋₂₀烷氧基或 2,2-二甲基-3-异丁烯基环丙烷羧基，* 标记表示不对称碳原子）在光照下与溴化合物或 SH 化合物反应，使其发生外消旋化。