α-cyano-3-(4-fluorophenoxy)benzyl 2-(4-chlorophenyl)-3-methylbutyrate | 65295-37-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: α-cyano-3-(4-fluorophenoxy)benzyl 2-(4-chlorophenyl)-3-methylbutyrate
• 英文别名: α-cyano-3-(4-fluorophenoxy)benzyl 2-(4-chlorophenyl)isovalerate；[Cyano-[3-(4-fluorophenoxy)phenyl]methyl] 2-(4-chlorophenyl)-3-methylbutanoate
• CAS: 65295-37-6
• 化学式: C₂₅H₂₁ClFNO₃
• 分子量: 437.898
• InChiKey: APTDTYOUWLWKGP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  31
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  59.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  α-cyano-3-(4-fluorophenoxy)benzyl 2-(4-chlorophenyl)-3-methylbutyrate 生成 [(S)-cyano-[3-(4-fluorophenoxy)phenyl]methyl] (2S)-2-(4-chlorophenyl)-3-methylbutanoate
  参考文献：
  名称：

  SUZUKI, YUKIO;HAYASHI, MASAHIRO;TAKUMA, KENZI

  摘要：

  DOI：

文献信息

• Preparation of insecticidal mixture of stereoisomers of alpha-cyano-3-phenoxybenzyl isovalerates
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：EP0040991A1

  公开（公告）日：1981-12-02

  The method is for preparation of a mixture of stereoisomers of a-cyano-3-phenoxybenzyl-2-(4-chlorophenyl)isovalerate or the derivative having 4-fluoro on the phenoxy nucleus. The compounds each have an asymmetric carbon atom in the alcohol and acid moieties. The starting material is a mixture of one of these esters which contains 35 to 65% of an enantiomer pair of isomers of respectively S-configuration and R-configuration on both moieties, the balance being a mixture of the other (S-R and R-S) pair. This material is dissolved in a solvent, such as an alkanol or an aliphatic or alicyclic hydrocarbon; usually seed crystals comprising the desired isomer pair (S-R and R-S) are added and crystallization thereof takes place of this pair. The crystals are removed, e.g. by filtration; residual liquid contains the desired S-S and R-R enantiomer pair which can be recovered by evaporation in vacuo. The product has high insecticidal and/or acaricidal efficacy.

  该方法用于制备 a-氰基-3-苯氧基苄基-2-(4-氯苯基)异戊酸酯或苯氧基核上有 4-氟的衍生物的立体异构体混合物。这些化合物的醇和酸分子中各有一个不对称碳原子。 起始原料是其中一种酯的混合物，它含有 35% 至 65% 的一对对映体，这对对映体分别是两个分子上的 S 构型和 R 构型，余下的是另一对对映体（S-R 和 R-S）的混合物。将这种材料溶解在溶剂中，例如烷醇或脂环族或脂环族烃类；通常会加入包含所需异构体对（S-R 和 R-S）的籽晶，并使这对异构体对结晶。通过过滤等方法除去晶体；残留液体含有所需的 S-S 和 R-R 对映体，可通过真空蒸发回收。 该产品具有很高的杀虫和/或杀螨效 果。
• Preparation of insecticidal optically active isovalerate esters
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：EP0050521A1

  公开（公告）日：1982-04-28

  The method is for preparing an isomer of an a-cyano-3-phenoxybenzyl-2-(4-chlorphenyl)isovalerate or of the derivative having 4-fluoro on the phenoxy nucleus; these compounds have two asymmetric carbon atoms. The starting material is a solution which consists of or is rich in a racemic mixture of the isomers of the compound having respectively an (S) configuration on the acid moieties and respectively an (S) or (R) configuration on the alcohol moiety; in the presence of seed crystal of substantially pure (S)-(S) isomer, the (SHS) isomer is crystallized from the solution. The solution may be heated to at least 40 °C. The seed crystal can be one obtained by recrystallization. The solvent is preferably an alcohol, aliphatic hydrocarbon and/or alicyclic hydrocarbon. A basic catalyst, e.g. ammonia or triethylamine, can be present. Preferably the solution is at a temperature and concentration so as to be supersaturated in racemic mixture. The product isomer has high insecticidal and/or acaricidal efficacy.

  该方法用于制备 a-氰基-3-苯氧基苄基-2-(4-氯苯基)异戊酸酯的异构体或在苯氧基核上具有 4-氟的衍生物；这些化合物具有两个不对称碳原子。 起始原料是一种溶液，其中包含或富含化合物异构体的外消旋混合物，这些异构体的酸基分别具有(S)构型，醇基分别具有(S)或(R)构型；在存在基本纯的(S)-(S)异构体的种子晶体的情况下，(SHS)异构体从溶液中结晶出来。溶液可加热至至少 40 °C。籽晶可以是通过重结晶得到的。溶剂最好是醇、脂肪烃和/或脂环烃。可以加入碱性催化剂，如氨或三乙胺。溶液的温度和浓度最好能使外消旋混合物达到过饱和。 产品异构体具有很高的杀虫和/或杀螨效 果。
• STABLE SOLID PESTICIDAL PREPARATION
  申请人：Sumitomo Chemical Company, Limited

  公开号：EP0304492A1

  公开（公告）日：1989-03-01

  A stable solid pesticidal preparation which contains a benzyl ester type synthetic pyrethroid having a cyano group in α-position and an organophosphate compound as effective ingredients supported on a mineral carrier, with at least one weakly acidic salt of an alkali or alkaline earth metal being incorporated therein.

  一种稳定的固体杀虫剂制剂，含有一种苄酯类合成拟除虫菊酯，其 α 位有一个氰基，以及一种有机磷化合物作为有效成分，以矿物载体为支撑，其中至少含有一种碱金属或碱土金属的弱酸性盐。
• Sustained release pesticidal or plant growth regulating composition
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：EP0646314A1

  公开（公告）日：1995-04-05

  There are discolsed a pesticidal composition containing a water-insoluble alginate, which is prepared by treating a solid composition containing (a) a pesticidally active ingredient which is a pest-controlling active ingredient or a plant growth-regulating active ingredient and (b) an alginic acid or a water-soluble alginate with an aqueous solution containing a divalent or polyvalent cation which can convert said alginic acid or water-soluble alginate into a water-insoluble alginate. Also disclosed is a pesticidal composition containing a water-insoluble alginate, which is prepared by coating a solid substance containing the pesticidally active ingredient with a water-insoluble alginate. The composition of the invention has excellent sustained-release effects of the pesticidally active ingredient.

  本发明公开了一种含有水不溶性藻酸盐的杀虫组合物，其制备方法是将含有(a) 杀虫活性成分（一种害虫控制活性成分或植物生长调节活性成分）和(b) 藻酸或水溶性藻酸盐的固体组合物用含有二价或多价阳离子的水溶液处理，该阳离子可将所述藻酸或水溶性藻酸盐转化为水不溶性藻酸盐。本发明还公开了一种含有水不溶性海藻酸盐的杀虫组合物，其制备方法是将含有杀虫活性成分的固体物质包覆在水不溶性海藻酸盐上。本发明的组合物具有优异的农药活性成分持续释放效果。
• Granular pesticidal composition
  申请人：SUMITOMO CHEMICAL COMPANY LIMITED

  公开号：EP0847691A1

  公开（公告）日：1998-06-17

  This invention relates to a granular pesticidal composition coated with a thermosetting resin. Release of the pesticidal active ingredient in the granular pesticidal composition of the present invention is suitably controlled by appropriately changing the kind and amount of a thermosetting resin depending on use occasion, and durability of effect of the pesticidal active ingredient is obtained.

  本发明涉及一种涂有热固性树脂的颗粒状杀虫组合物。 通过根据使用场合适当改变热固性树脂的种类和用量，可以适当控制本发明颗粒状杀虫组合物中杀虫活性成分的释放，并获得杀虫活性成分的持久效果。