butyl (hydroxymethyl)phenyl phosphinate | 1382936-86-8

• 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: butyl (hydroxymethyl)phenyl phosphinate
• 英文别名: [Butoxy(phenyl)phosphoryl]methanol
• CAS: 1382936-86-8
• 化学式: C₁₁H₁₇O₃P
• 分子量: 228.228
• InChiKey: UHXJTBJFVNUGEN-UHFFFAOYSA-N

物化性质

• 沸点：
  330.3±44.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 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：

  butyl (hydroxymethyl)phenyl phosphinate 在 吡啶 、 氯化亚砜 、 正丁醇 作用下， 反应 20.08h， 以79%的产率得到butyl (chloromethyl)phenyl phosphinate
  参考文献：
  名称：

  Chemistry of the Versatile (Hydroxymethyl)phosphinyl P(O)CH₂OH Functional Group

  摘要：

  (Hydroxymethyl)phosphorus compounds are well-known and valuable compounds in general; however the use of (hydroxymethyl)phosphinates (RP)-P-1(O)(OR2)CH2OH in particular has been much more limited. The potential of this functionality has not yet been fully realized because the mild unmasking of the hydroxymethyl group was not available. The mild oxidative conversion of (RP)-P-1(O)(OR2)CH2OH into (RP)-P-1(O)(OR2)H using the Corey-Kim oxidation is described. Other reactions preserving the methylene carbon are also reported.

  DOI：

  10.1021/ol3013793
• 作为产物：
  描述：

  苯膦酸 在 吡啶 作用下， 以 甲苯 为溶剂， 反应 48.0h， 生成 butyl (hydroxymethyl)phenyl phosphinate
  参考文献：
  名称：

  Chemistry of the Versatile (Hydroxymethyl)phosphinyl P(O)CH₂OH Functional Group

  摘要：

  (Hydroxymethyl)phosphorus compounds are well-known and valuable compounds in general; however the use of (hydroxymethyl)phosphinates (RP)-P-1(O)(OR2)CH2OH in particular has been much more limited. The potential of this functionality has not yet been fully realized because the mild unmasking of the hydroxymethyl group was not available. The mild oxidative conversion of (RP)-P-1(O)(OR2)CH2OH into (RP)-P-1(O)(OR2)H using the Corey-Kim oxidation is described. Other reactions preserving the methylene carbon are also reported.

  DOI：

  10.1021/ol3013793

文献信息

• The phosphorus-Claisen condensation
  作者：Laurent Gavara、Fabien Gelat、Jean-Luc Montchamp

  DOI：10.1016/j.tetlet.2012.11.119

  日期：2013.2

  1,1-Bisphosphorus compounds are easily synthesized through the phosphorus-Claisen (phospha-Claisen) condensation between a phosphorus-stabilized anion and a phosphorus electrophile. The preliminary scope of this reaction is investigated in terms of employable phosphorus reagents. Valuable intermediates are conveniently prepared in a single step. Overall, the method is competitive with multistep procedures which require the preparation of PCI intermediates derived from the P(OR) reagents we instead employ directly, and it delivers complex organophosphorus compounds in moderate to good isolated yields. An example of the intramolecular version of the reaction, the phospha-Dieckmann condensation, is also reported. (C) 2012 Elsevier Ltd. All rights reserved.
• US3943170A
  申请人：——

  公开号：US3943170A

  公开（公告）日：1976-03-09
• Modular Synthesis of Polysubstituted α-Phosphorylated Arenes via the Catellani Strategy
  作者：Chen Chen、Jia-Hui Song、Lu-Yao Ding、Xiao-Xu Zhang、Kui Wang、Chunjie Ni、Jian Hu、Bolin Zhu

  DOI：10.1021/acs.orglett.4c01944

  日期：2024.7.12