2-(3,5-二氯苯基氨基甲酰基)-1,2-二甲基环丙烷-1-羧酸 | 71937-45-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-(3,5-二氯苯基氨基甲酰基)-1,2-二甲基环丙烷-1-羧酸
• 英文名称: 2-(3,5-Dichlorophenylcarbamoyl)-1,2-dimethylcyclopropanecarboxylic acid
• 英文别名: 2-(3,5-dichlorophenylcarbamoil)-1,2-dimethylpropane carboxylic acid；2-(3,5-Dichlorophenylcarbamoyl)-1,2-dimethylcyclopropane-1-carboxylic acid；2-[(3,5-dichlorophenyl)carbamoyl]-1,2-dimethylcyclopropane-1-carboxylic acid
• CAS: 71937-45-6
• 化学式: C₁₃H₁₃Cl₂NO₃
• 分子量: 302.157
• InChiKey: KIHJEJVWUXTXPZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  腐霉利 在 sodium hydroxide 作用下， 生成 2-(3,5-二氯苯基氨基甲酰基)-1,2-二甲基环丙烷-1-羧酸
  参考文献：
  名称：

  Mechanisms of dicarboximide ring opening in aqueous media: Procymidone, vinclozolin and chlozolinate

  摘要：

  AbstractThe hydrolysis kinetics of the dicarboximide fungicides procymidone, vinclozolin and chlozolinate in neutral and alkaline solutions of pH 60 to 13·7 at 25°C have been determined conjointly by ultraviolet spectrophotometry and by high performance liquid chromatography. Under alkaline conditions, the fungicides undergo attack by the hydroxide ion on a specific carbonyl group and the rate of hydrolysis increases proportionally to the hydroxide ion concentration. Procymidone gives quantitatively and irreversibly 2‐(3,5‐dichlorophenylcarba‐moyl)‐l,2‐dimethylcyclopropanecarboxylate. The reaction is not subject to general base catalysis and experimental data are in agreement with a rate‐determining attack by the hydroxide ion. After a rapid hydrolytic loss of the ethoxycarbonyl substituent from chlozolinate, the dicarboximide ring cleavage of the two other fungicides leads, by mechanisms which differ with respect to the type of base catalysis and the rate‐determining step, to the corresponding anilides, producing as intermediates the carbamic acids, which undergo loss of carbon dioxide. The hydrolysis of vinclozolin and chlozolinate yields, respectively, N‐(3,5‐dichloro‐phenyt)‐2‐hydroxy‐2‐methylbut‐3‐enanilide and N‐(3,5‐dichlorophenyl)‐2‐hydroxy‐propanilide.

  DOI：

  10.1002/ps.2780410206

文献信息

• Determination and identification of metabolites of the fungicides Iprodione and Procymidone in compost
  作者：Adriano Vanni、Roberta Gamberini、Adelaide Calabria、Pina Nappi

  DOI：10.1016/s0045-6535(99)00555-x

  日期：2000.11

  The main metabolites formed from Iprodione and Procymidone during the composting process have been isolated and identified by HPLC-DAD-MSD. After addition of the fungicides to the composting pile, we monitored the reaction of the two analytes and the formation of their degradation products for eight months. We verified the nature of the metabolites by comparison with those hypothesised in the literature

  已通过HPLC-DAD-MSD分离并鉴定了堆肥过程中由异丙嗪酮和嘧啶酮形成的主要代谢产物。将杀真菌剂添加到堆肥中后，我们监测了两种分析物的反应及其降解产物的形成，历时八个月。我们通过与文献中假设的代谢产物进行比较，并通过与非生物过程在pH为6的乙腈水溶液中和35摄氏度下的行为进行比较，验证了代谢产物的性质。堆肥和有机溶液，提出了降解途径，用于生物降解。
• US4496563A
  申请人：——

  公开号：US4496563A

  公开（公告）日：1985-01-29
• US5206225A
  申请人：——

  公开号：US5206225A

  公开（公告）日：1993-04-27
• US5328693A
  申请人：——

  公开号：US5328693A

  公开（公告）日：1994-07-12
• US5369118A
  申请人：——

  公开号：US5369118A

  公开（公告）日：1994-11-29