Chlorooxalyl-methyl-carbamic acid 2,2-dimethyl-2,3-dihydro-benzofuran-7-yl ester | 88241-19-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Chlorooxalyl-methyl-carbamic acid 2,2-dimethyl-2,3-dihydro-benzofuran-7-yl ester
• 英文别名: (2,2-dimethyl-3H-1-benzofuran-7-yl) N-(2-chloro-2-oxoacetyl)-N-methylcarbamate
• CAS: 88241-19-4
• 化学式: C₁₄H₁₄ClNO₅
• 分子量: 311.722
• InChiKey: YXEAMEVPRUPMEX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  72.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Chlorooxalyl-methyl-carbamic acid 2,2-dimethyl-2,3-dihydro-benzofuran-7-yl ester 在 palladium on activated charcoal 氢气 、 三乙胺 作用下， 以 乙醚 、 乙酸乙酯 为溶剂， 生成 Benzoic acid, 3-((((((2,3-dihydro-2,2-dimethyl-7-benzofuranyl)oxy)carbonyl)methylamino)oxoacetyl)oxy)-
  参考文献：
  名称：

  Synthesis and Insecticidal Activity of Novel N-Oxalyl-N-methylcarbamates

  摘要：

  A series of novel 2,3-dihydro-2,2-dimethyl-7-benzofuranyl N-oxalyl-N-methylcarbamate insecticides (N-oxalyl derivatives of carbofuran) containing carboxylic acid or carboxylate substituent were prepared. N-Oxalyl derivatives of carbofuran were examined for toxicity to white mice and a wide variety of economically important pests and for systemic activity in plants. Compared to the parent insecticide, carbofuran, the derivatives displayed significantly reduced toxicity to the white mouse. Two of the derivatives [oxamic acid, carboxymethyl-, (2,3-dihydro-2,2-dimethyl-7-benzofuranyl) ester, ester with methyl salicylate, compound 1; and oxamic acid, carboxymethyl-, (2,3-dihydro-2,2-dimethyl-7-benzofuranyl) ester, ester with methyl p-hydroxybenzoate, compound 8] showed 700-1000 times less toxicity to the mouse than the nonderivatized carbofuran on a weight basis. All of the derivatives were highly effective insecticides against a wide variety of insects. The derivatives also displayed a wide spectrum of systemic pesticide activity comparable or superior to carbofuran in the cut stem, soil, and foliar applications.

  DOI：

  10.1021/jf00040a035
• 作为产物：
  描述：

  草酰氯 、 克百威 以 1,2-二氯乙烷 为溶剂， 以100%的产率得到Chlorooxalyl-methyl-carbamic acid 2,2-dimethyl-2,3-dihydro-benzofuran-7-yl ester
  参考文献：
  名称：

  Synthesis and Insecticidal Activity of Novel N-Oxalyl-N-methylcarbamates

  摘要：

  A series of novel 2,3-dihydro-2,2-dimethyl-7-benzofuranyl N-oxalyl-N-methylcarbamate insecticides (N-oxalyl derivatives of carbofuran) containing carboxylic acid or carboxylate substituent were prepared. N-Oxalyl derivatives of carbofuran were examined for toxicity to white mice and a wide variety of economically important pests and for systemic activity in plants. Compared to the parent insecticide, carbofuran, the derivatives displayed significantly reduced toxicity to the white mouse. Two of the derivatives [oxamic acid, carboxymethyl-, (2,3-dihydro-2,2-dimethyl-7-benzofuranyl) ester, ester with methyl salicylate, compound 1; and oxamic acid, carboxymethyl-, (2,3-dihydro-2,2-dimethyl-7-benzofuranyl) ester, ester with methyl p-hydroxybenzoate, compound 8] showed 700-1000 times less toxicity to the mouse than the nonderivatized carbofuran on a weight basis. All of the derivatives were highly effective insecticides against a wide variety of insects. The derivatives also displayed a wide spectrum of systemic pesticide activity comparable or superior to carbofuran in the cut stem, soil, and foliar applications.

  DOI：

  10.1021/jf00040a035

文献信息

• Azolhaltige carbamoylierte Oxamidsäureester, Verfahren zu ihrer Herstellung sowie ihre Verwendung als Pflanzenschutzmittel
  申请人：BAYER AG

  公开号：EP0185257A1

  公开（公告）日：1986-06-25

  Es werden neue Oxamidsäureester der allgemeinen Formel (I) bereitgestellt, in welcher R' Für Wasserstoff, gegebenenfalls substituiertes Phenylethyl oder gegebenenfalls substituiertes Phenoxymethyl steht und R2 für Wasserstoff oder gegebenenfalls substituiertes Phenoxy steht. sowie ihre Säure- oder Metallsalz-Additionsprodukte. Die neuen Verbindungen der Formel (I) zeigen starke insektizide und fungizide Eigenschaften.

  提供了通式（I）的新草氨酸酯，其中 R' 为氢、任选取代的苯基乙基或任选取代的苯氧基甲基，R2 为氢或任选取代的苯氧基，以及它们的酸或金属盐加成产物。 式（I）的新化合物具有很强的杀虫和杀菌特性。
• HEYWANG, G.;KUEHLE, E.;HOMEYER, B.
  作者：HEYWANG, G.、KUEHLE, E.、HOMEYER, B.

  DOI：——

  日期：——
• ——
  作者：HEYWANG G.、 BECKER B.、 BRANDES W.、 HOMEYER B.、 REINECKE P.

  DOI：——

  日期：——
• US4616035A
  申请人：——

  公开号：US4616035A

  公开（公告）日：1986-10-07
• Synthesis and Insecticidal Activity of Novel N-Oxalyl-N-methylcarbamates
  作者：N. Moorthy Mallipudi、Anhorng Lee、Inder P. Kapoor、Gary J. Hollingshaus

  DOI：10.1021/jf00040a035

  日期：1994.4

  A series of novel 2,3-dihydro-2,2-dimethyl-7-benzofuranyl N-oxalyl-N-methylcarbamate insecticides (N-oxalyl derivatives of carbofuran) containing carboxylic acid or carboxylate substituent were prepared. N-Oxalyl derivatives of carbofuran were examined for toxicity to white mice and a wide variety of economically important pests and for systemic activity in plants. Compared to the parent insecticide, carbofuran, the derivatives displayed significantly reduced toxicity to the white mouse. Two of the derivatives [oxamic acid, carboxymethyl-, (2,3-dihydro-2,2-dimethyl-7-benzofuranyl) ester, ester with methyl salicylate, compound 1; and oxamic acid, carboxymethyl-, (2,3-dihydro-2,2-dimethyl-7-benzofuranyl) ester, ester with methyl p-hydroxybenzoate, compound 8] showed 700-1000 times less toxicity to the mouse than the nonderivatized carbofuran on a weight basis. All of the derivatives were highly effective insecticides against a wide variety of insects. The derivatives also displayed a wide spectrum of systemic pesticide activity comparable or superior to carbofuran in the cut stem, soil, and foliar applications.