octahydro-2-methylbenzofuran-4-carboxylic acid | 1261963-80-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: octahydro-2-methylbenzofuran-4-carboxylic acid
• 英文别名: 2-Methyloctahydrobenzofuran-4-carboxylic acid；2-methyl-2,3,3a,4,5,6,7,7a-octahydro-1-benzofuran-4-carboxylic acid
• CAS: 1261963-80-7
• 化学式: C₁₀H₁₆O₃
• 分子量: 184.235
• InChiKey: MUYUFORFWDXHKV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  octahydro-2-methylbenzofuran-4-carboxylic acid 在 氯化亚砜 、 sodium hydroxide 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 2.0h， 生成 N'-tert-butyl-N-octahydro-2-methylbenzofuran-4-carbohydrazide
  参考文献：
  名称：

  Synthesis, Crystal Structures, Insecticidal Activities, and Structure−Activity Relationships of Novel N′-tert-Butyl-N′-substituted-benzoyl-N-[di(octa)hydro]benzofuran{(2,3-dihydro)benzo[1,3]([1,4])dioxine}carbohydrazide Derivatives

  摘要：

  Several series of novel N'-tert-butyl-N'-substituted-benzoyl-N[di(octa)hydro]benzofuran{(2,3-dihydro)benzo[1,3]([1,4])dioxine)carbohydrazide derivatives Ia, Ib, IIa-IIg, IIIa, IIIb, and Va-Vc were designed and synthesized. Their structures were confirmed by H-1 NMR spectra, HAMS, and X-ray single-crystal structures. The larvicidal activities against oriental armyworm, beet armyworm, diamond-back moth, and corn borer of these compounds were evaluated and contrasted with those of RH-2485, JS-118, and ANS-118. The larvicidal activities against oriental armyworm indicate that monosubstituent or multisubstituents and the substituting group position cannot promote increasing activities and that the cycle region in the general structure of IIa-IIg is much more sensitive to activity than that in the general structure of Ia and Ib. The space volume of the A ring in the structure of Va cannot be too large; if it is, the activity will be decreased significantly. Stomach toxicities against beet armyworm, diamond-back moth, and corn borer of compounds Ia, Ib and IIg indicate that benzoheterocyclic analogues of N'-tert-butyl-N,N'-diacylhydrazines show significant selectivities to different lepidopterous pests.

  DOI：

  10.1021/jf104196t
• 作为产物：
  描述：

  methyl 3-(prop-2-ynyloxy)benzoate 在 palladium 10% on activated carbon 、 氢气 、 溶剂黄146 、 cesium fluoride 、 N,N-二乙基苯胺 、 sodium hydroxide 作用下， 以 水 为溶剂， 70.0 ℃ 、11.15 MPa 条件下， 反应 107.0h， 生成 octahydro-2-methylbenzofuran-4-carboxylic acid
  参考文献：
  名称：

  Synthesis, Crystal Structures, Insecticidal Activities, and Structure−Activity Relationships of Novel N′-tert-Butyl-N′-substituted-benzoyl-N-[di(octa)hydro]benzofuran{(2,3-dihydro)benzo[1,3]([1,4])dioxine}carbohydrazide Derivatives

  摘要：

  Several series of novel N'-tert-butyl-N'-substituted-benzoyl-N[di(octa)hydro]benzofuran{(2,3-dihydro)benzo[1,3]([1,4])dioxine)carbohydrazide derivatives Ia, Ib, IIa-IIg, IIIa, IIIb, and Va-Vc were designed and synthesized. Their structures were confirmed by H-1 NMR spectra, HAMS, and X-ray single-crystal structures. The larvicidal activities against oriental armyworm, beet armyworm, diamond-back moth, and corn borer of these compounds were evaluated and contrasted with those of RH-2485, JS-118, and ANS-118. The larvicidal activities against oriental armyworm indicate that monosubstituent or multisubstituents and the substituting group position cannot promote increasing activities and that the cycle region in the general structure of IIa-IIg is much more sensitive to activity than that in the general structure of Ia and Ib. The space volume of the A ring in the structure of Va cannot be too large; if it is, the activity will be decreased significantly. Stomach toxicities against beet armyworm, diamond-back moth, and corn borer of compounds Ia, Ib and IIg indicate that benzoheterocyclic analogues of N'-tert-butyl-N,N'-diacylhydrazines show significant selectivities to different lepidopterous pests.

  DOI：

  10.1021/jf104196t

文献信息

• Synthesis, Crystal Structures, Insecticidal Activities, and Structure−Activity Relationships of Novel <i>N</i>′-<i>tert</i>-Butyl-<i>N</i>′-substituted-benzoyl-<i>N</i>-[di(octa)hydro]benzofuran{(2,3-dihydro)benzo[1,3]([1,4])dioxine}carbohydrazide Derivatives
  作者：Zhiqiang Huang、Yuxiu Liu、Yongqiang Li、Lixia Xiong、Zhipeng Cui、Hongjian Song、Hongli Liu、Qiqi Zhao、Qingmin Wang

  DOI：10.1021/jf104196t

  日期：2011.1.26

  Several series of novel N'-tert-butyl-N'-substituted-benzoyl-N[di(octa)hydro]benzofuran(2,3-dihydro)benzo[1,3]([1,4])dioxine)carbohydrazide derivatives Ia, Ib, IIa-IIg, IIIa, IIIb, and Va-Vc were designed and synthesized. Their structures were confirmed by H-1 NMR spectra, HAMS, and X-ray single-crystal structures. The larvicidal activities against oriental armyworm, beet armyworm, diamond-back moth, and corn borer of these compounds were evaluated and contrasted with those of RH-2485, JS-118, and ANS-118. The larvicidal activities against oriental armyworm indicate that monosubstituent or multisubstituents and the substituting group position cannot promote increasing activities and that the cycle region in the general structure of IIa-IIg is much more sensitive to activity than that in the general structure of Ia and Ib. The space volume of the A ring in the structure of Va cannot be too large; if it is, the activity will be decreased significantly. Stomach toxicities against beet armyworm, diamond-back moth, and corn borer of compounds Ia, Ib and IIg indicate that benzoheterocyclic analogues of N'-tert-butyl-N,N'-diacylhydrazines show significant selectivities to different lepidopterous pests.