Phosphinic acid, phenyl-, decyl ester | 66605-97-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Phosphinic acid, phenyl-, decyl ester
• 英文别名: decyl phosphinate
• CAS: 66605-97-8
• 化学式: C₁₆H₂₇O₂P
• 分子量: 282.363
• InChiKey: VOTZCFWUWQDRMX-UHFFFAOYSA-N

物化性质

• 沸点：
  373.6±25.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.94
• 重原子数：
  19.0
• 可旋转键数：
  11.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  Phosphinic acid, phenyl-, decyl ester 、 benzyl N-benzyl-N-ethynylcarbamate 在 copper diacetate 作用下， 以 二甲基亚砜 为溶剂， 反应 24.0h， 以84%的产率得到decyl {(1E)-2-[benzyl(benzyloxycarbonyl)amino]ethenyl}phenylphosphinate
  参考文献：
  名称：

  Copper-catalyzed hydrophosphinylation of terminal ynamides with H -phosphinates

  摘要：

  A method for Cu(OAc)(2)-catalyzed hydrophosphinylation of ynamides was developed and applied to several types of terminal ynamides and H-phosphinates. The products were transformed into beta-ami-nophosphinates, which are useful for the preparation of biologically active compounds. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2017.02.010
• 作为产物：
  描述：

  癸氯 、 苯膦酸 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 0.25h， 以85%的产率得到Phosphinic acid, phenyl-, decyl ester
  参考文献：
  名称：

  Hewitt reaction revisited

  摘要：

  A range of alkyl phenylphosphonites are prepared from the reaction of phenylphosphinic acid with the corresponding alkyl chloroformates. A mechanism for this reaction is proposed. 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02647-3

文献信息

• Nickel-catalyzed C–P cross-coupling reactions of aryl iodides with H-phosphinates
  作者：Atsushi Kinbara、Momoko Ito、Tohru Abe、Takehiro Yamagishi

  DOI：10.1016/j.tet.2015.07.073

  日期：2015.10

  Synthesis of aryl phosphinates was achieved through cross-coupling reactions of aryl iodides with H-phosphinates catalyzed by nickel under mild conditions. The method was applicable to various aryl iodides and H-phosphinates having defined stereochemistry at the phosphorus atom.

  芳基次膦酸酯的合成是通过芳基碘化物与镍催化的H-次膦酸酯在温和条件下的交叉偶联反应而实现的。该方法适用于在磷原子上具有确定的立体化学的各种芳基碘化物和H-次膦酸酯。
• Nickel-catalyzed regio- and stereoselective hydrophosphinylation of internal ynamides with H-phosphinates
  作者：Atsushi Kinbara、Haruka Kasai、Kaede Sato、Yuri Watanabe、Takehiro Yamagishi

  DOI：10.1016/j.tet.2018.10.042

  日期：2018.12

  A method for the catalytic hydrophosphinylation of internal ynamides with H-phosphinates has been developed for the first time. The protocol employing the catalyst generated from NiBr2 and PPh3 could be applied to several types of ynamides and H-phosphinates, affording (E)-beta-aminovinylphosphinates in a highly regio- and stereoselective manner. (C) 2018 Elsevier Ltd. All rights reserved.