dimethyl α-hydroxypentylphosphonate | 110931-30-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: dimethyl α-hydroxypentylphosphonate
• 英文别名: Dimethyl (1-hydroxypentyl)phosphonate；1-dimethoxyphosphorylpentan-1-ol
• CAS: 110931-30-1
• 化学式: C₇H₁₇O₄P
• 分子量: 196.183
• InChiKey: JAIAQWIUDKDVLT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  dimethyl α-hydroxypentylphosphonate 在 吡啶 、 甲醇 、 sodium iodide 、 sodium hydroxide 作用下， 以 甲醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 8.0h， 生成 sodium hydrogen (1-{[2-(2,4-dichlorophenoxy)acetyl]oxy}pentyl)phosphonate
  参考文献：
  名称：

  1-(取代苯氧基乙酰氧基)烷基膦酸氢钠的合成及除草活性

  摘要：

  摘要 设计合成了一系列1-(取代苯氧基乙酰氧基)烷基膦酸氢钠。除草活性试验表明，大多数膦酸盐（8）对阔叶杂草具有优异的芽后除草活性。特别是8f和8g对油菜和苋菜的除草活性最好，抑菌率达95%以上。补充材料可用于本文。转至出版商在线版的磷、硫和硅及相关元素，查看免费的补充文件。图形概要

  DOI：

  10.1080/10426507.2012.717147
• 作为产物：
  描述：

  正戊醛 、 亚磷酸二甲酯 在 aluminum oxide 、 potassium fluoride 作用下， 生成 dimethyl α-hydroxypentylphosphonate
  参考文献：
  名称：

  1-(取代苯氧基乙酰氧基)烷基膦酸氢钠的合成及除草活性

  摘要：

  摘要 设计合成了一系列1-(取代苯氧基乙酰氧基)烷基膦酸氢钠。除草活性试验表明，大多数膦酸盐（8）对阔叶杂草具有优异的芽后除草活性。特别是8f和8g对油菜和苋菜的除草活性最好，抑菌率达95%以上。补充材料可用于本文。转至出版商在线版的磷、硫和硅及相关元素，查看免费的补充文件。图形概要

  DOI：

  10.1080/10426507.2012.717147

文献信息

• Synthesis and Herbicidal Activities of 2-Methylpropan-2-Aminium Methyl 1-(Substituted Phenoxyacetoxy) Alkylphosphonates
  作者：Ling Gao、Xiaoyan Deng、Xiaosong Tan、Qingwu Long、Hao Peng、Hongwu He

  DOI：10.1080/10426507.2012.736101

  日期：2013.8.1

  2-methylpropan-2-aminium methyl 1-(substituted phenoxyacetoxy) alkylphosphonates were selectively synthesized by reacting the corresponding dimethyl 1-(substitutedphenoxyacetoxy)alkylphosphonates with an excess of 2-methylpropan-2-amine. All the title compounds were identified by IR, 1H NMR, and 31P NMR, some of them were further analyzed by 19F NMR and 13C NMR. Their herbicidal activity was investigated and

  摘要 通过相应的1-（取代苯氧基乙酰氧基）烷基膦酸二甲酯与过量的2-甲基丙-2-胺反应，选择性地合成了一系列2-甲基丙-2-氨基甲基1-（取代苯氧基乙酰氧基）烷基膦酸酯。所有标题化合物均经IR、1H NMR和31P NMR鉴定，其中部分化合物经19F NMR和13C NMR进一步分析。研究了它们的除草活性，结果表明，大多数去甲基化的胺盐对欧洲油菜和稗子表现出显着的除草活性。补充材料可用于本文。访问出版商在线版的磷、硫和硅及相关元素，获取以下免费补充文件：附加文本、图表和表格。图形概要
• The Preparation of Dimethyl α -Hydroxyphosphonates and the Chemical Shift Non-Equivalence of Their Diastereotopic Methyl Ester Groups
  作者：Harry R. Hudson、Ramon O. Yusuf、Ray W. Matthews

  DOI：10.1080/10426500701690905

  日期：2008.6.9

  alkanals, aryl aldehydes (or aryl methyl ketones), furfuraldehyde, and 2- or 3-thiophenecarboxaldehyde, respectively, thus confirming the general utility of this synthetic procedure. The 1H and 13C nmr spectra of the products exhibit characteristic chemical shift non-equivalence of the diastereotopic methyl ester groups, for which a tentative order of non-equivalence is reported and discussed.

  通过亚磷酸二甲酯与相应的烷醛、芳基醛（或芳基甲基酮）、糠醛和 2- 或 3- 噻吩甲醛，分别，从而证实了这种合成程序的通用性。产物的 1H 和 13C nmr 光谱表现出非对映甲基酯基团的特征化学位移非等价性，对此报告和讨论了非等价性的暂定顺序。
• Synthesis and Dealkylation of 1-(Dichloro-Phenoxyacetoxy)Alkyl Phosphonates
  作者：Hongwu He、Xufeng Liu、Liming Hu、Siquan Wang、Zhaojie Liu

  DOI：10.1080/10426509908546324

  日期：1999.1.1

  Using the silylation procedure with chlorotrimethylsilane/sodium iodide followed by alcoholysis, 1-(dichlorophenoxy acetoxy)alkyl phosphonic acid dimethyl esters can be transformed into the parent phosphonic acids without influence on carboxylate ester group.

  使用三甲基氯硅烷/碘化钠的硅烷化程序，然后进行醇解，可以将 1-（二氯苯氧基乙酰氧基）烷基膦酸二甲酯转化为母体膦酸，而不会影响羧酸酯基团。
• Synthesis and Herbicidal Activities of Lithium or Potassium Hydrogen 1-(Substituted Phenoxyacetoxy)Alkylphosphonates
  作者：Hao Peng、Qingwu Long、Xiaoyan Deng、Hongwu He

  DOI：10.1080/10426507.2013.797415

  日期：2013.12.1

  Abstract A series of lithium or potassium hydrogen 1-(substituted phenoxyacetoxy)alkylphosphonates were designed and synthesized. All the title compounds were identified by IR, 1H NMR, and 31P NMR, some of them were further analyzed by MS and elemental analyses. The test for herbicidal activity indicated that most of the phosphonates (8) possessed excellent postemergence herbicidal activities against

  摘要 设计合成了一系列1-(取代苯氧基乙酰氧基)烷基膦酸锂或氢钾。所有标题化合物均通过 IR、1H NMR 和 31P NMR 进行鉴定，其中一些进一步通过 MS 和元素分析进行​​分析。除草活性试验表明，大多数膦酸盐（8）对阔叶杂草具有优异的芽后除草活性。补充材料可用于本文。转至出版商在线版的磷、硫和硅及相关元素，查看免费的补充文件。图形概要
• Synthesis and herbicidal activities of methyl-1-(2,4-dichlorophenoxyacetoxy)alkylphosphonate monosalts
  作者：Hong Wu He、Tao Wang、Jun Lin Yuan

  DOI：10.1016/j.jorganchem.2005.01.061

  日期：2005.5

  A series of 1-(2,4-dichlorophenoxyacetoxy)alkylphosphonic acid dimethyl esters 5 and its corresponding phosphonate monosalts 6 were synthesized as potential herbicide. The phosphonate monosalts can be prepared from 1-(2,4-dichlorophenoxyacetoxy)alkylphosphonic acid dimethyl esters 5, which were synthesized by the condensation of O,O-dimethyl-1-hydroxyalkylphosphonates with dichlorophenoxyacetic chloride. This method provides a simple and efficient procedure for the synthesis of phosphonate derivatives containing sensitive groups to acid, base or water such as carboxylate ester bond; and the herbicidal activity of title compounds was evaluated in a set of experiments in greenhouse. Most of the compounds exhibited notable herbicidal activity. (c) 2005 Elsevier B.V. All rights reserved.