O-isopropyl P-ethyl(hydroxymethyl)-phosphinate | 145433-24-5

• 分子结构分类: 有机化合物 - 有机磷化合物 - 有机膦酸及其衍生物
• 英文名称: O-isopropyl P-ethyl(hydroxymethyl)-phosphinate
• 英文别名: O-isopropyl P-ethyl(hydroxymethyl)phosphinate；[ethyl(propan-2-yloxy)phosphoryl]methanol
• CAS: 145433-24-5
• 化学式: C₆H₁₅O₃P
• 分子量: 166.157
• InChiKey: DMGYMALBNIHZBS-UHFFFAOYSA-N

物化性质

• 沸点：
  220.4±42.0 °C(Predicted)
• 密度：
  1.065±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 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：

  O-isopropyl P-ethyl(hydroxymethyl)-phosphinate 在 sodium hydroxide 、 苄基三乙基氯化铵 作用下， 以 二氯甲烷 为溶剂， 生成 [Ethyl(propan-2-yloxy)phosphoryl]methyl 2-ethyl-6-(trifluoromethyl)benzenesulfonate
  参考文献：
  名称：

  Synthesis and Biological Activity of Enantiomeric Pairs of Phosphosulfonate Herbicides

  摘要：

  The phosphosulfonates are a new class of soil-active herbicides which control a variety of annual grass and broadleaf weeds. Chirality at the phosphorus atom afforded the opportunity to explore stereospecific requirements for herbicidal activity. Chiral (hydroxymethyl)phosphinate intermediates were enzymatically resolved (Pseudomonas fluorescens lipase) from the racemic mixtures and then used to prepare two pairs of enantiomeric phosphosulfonates. Biological testing of the enantiomeric phosphosulfonate herbicides demonstrated that, in each case, the herbicidal activity was attributed to the (+) enantiomer and that the (+) enantiomer is more active than the racemate.

  DOI：

  10.1021/jf980527j
• 作为产物：
  描述：

  O-isopropyl P-ethylphosphonite 在 三乙胺 、 paraformaldehyde 作用下， 以 四氢呋喃 为溶剂， 生成 O-isopropyl P-ethyl(hydroxymethyl)-phosphinate
  参考文献：
  名称：

  Phosphosulfonate herbicides

  摘要：

  这项发明涉及磷磺酸酯，其一般公式为##STR1##其中Y为苯基、萘基、苄基、(C.sub.5 -C.sub.8)环烷基、5-成员杂芳环、6-成员杂芳环、融合的5,6-成员杂芳环或融合的6,6-成员杂芳环；X为氧或硫；R.sup.1和R.sup.2各自独立地选自取代或未取代的烷基、烷氧基、烷硫基、烯氧基、炔氧基、卤代烷氧基、氰基烷氧基、烷氧基烷氧基、环烷氧基、环烷基烷氧基、烷基亚胺氧基、氯、氨基、苯基或苯氧基；或R.sup.1和R.sup.2均为烷氧基，与磷原子一起形成一个6-成员含氧环；含有这些化合物的组合物及其用作除草剂。

  公开号：

  US05500405A1

文献信息

• Maier, Ludwig; Spoerri, H., Phosphorus, Sulfur and Silicon and the Related Elements, 1992, vol. 70, # 1/2, p. 49 - 58
  作者：Maier, Ludwig、Spoerri, H.

  DOI：——

  日期：——
• US5272128A
  申请人：——

  公开号：US5272128A

  公开（公告）日：1993-12-21
• US5500405A
  申请人：——

  公开号：US5500405A

  公开（公告）日：1996-03-19
• Phosphosulfonate herbicides
  申请人：Rohm and Haas Company

  公开号：US05500405A1

  公开（公告）日：1996-03-19

  This invention pertains to phosphosulfonates, having the general formula ##STR1## wherein Y is phenyl, naphthyl, benzyl, a (C.sub.5 -C.sub.8)cycloalkyl, a 5-membered heteroaromatic ring, a 6-membered heteraromatic ring, a fused 5,6-membered heteroaromatic ring, or a fused 6,6-membered heteroaromatic ring; and X is oxygen or sulfur; and R.sup.1 and R.sup.2 are each independently selected from substituted or unsubstituted alkyl, alkoxy, alkylthio, alkenyloxy, alkynyloxy, haloalkoxy, cyanoalkoxy, alkoxyalkoxy, cycloalkyloxy, cycloalkylalkoxy, alkylideneiminooxy, chloro, amino, phenyl or phenoxy; or R.sup.1 and R.sup.2 are both alkoxy, taken together with the phosphorus atom to form a 6-membered oxygen-containing ring; compositions containing these compounds and their use as herbicides.

  这项发明涉及磷磺酸酯，其一般公式为##STR1##其中Y为苯基、萘基、苄基、(C.sub.5 -C.sub.8)环烷基、5-成员杂芳环、6-成员杂芳环、融合的5,6-成员杂芳环或融合的6,6-成员杂芳环；X为氧或硫；R.sup.1和R.sup.2各自独立地选自取代或未取代的烷基、烷氧基、烷硫基、烯氧基、炔氧基、卤代烷氧基、氰基烷氧基、烷氧基烷氧基、环烷氧基、环烷基烷氧基、烷基亚胺氧基、氯、氨基、苯基或苯氧基；或R.sup.1和R.sup.2均为烷氧基，与磷原子一起形成一个6-成员含氧环；含有这些化合物的组合物及其用作除草剂。
• Synthesis and Biological Activity of Enantiomeric Pairs of Phosphosulfonate Herbicides
  作者：Lori A. Spangler、Marian Mikołajczyk、Ernest L. Burdge、Piotr Kiełbasiński、Howard C. Smith、Piotr Łyzwa、James D. Fisher、Jan Omelańczuk

  DOI：10.1021/jf980527j

  日期：1999.1.1

  The phosphosulfonates are a new class of soil-active herbicides which control a variety of annual grass and broadleaf weeds. Chirality at the phosphorus atom afforded the opportunity to explore stereospecific requirements for herbicidal activity. Chiral (hydroxymethyl)phosphinate intermediates were enzymatically resolved (Pseudomonas fluorescens lipase) from the racemic mixtures and then used to prepare two pairs of enantiomeric phosphosulfonates. Biological testing of the enantiomeric phosphosulfonate herbicides demonstrated that, in each case, the herbicidal activity was attributed to the (+) enantiomer and that the (+) enantiomer is more active than the racemate.