hexanoyl-phosphonic acid diethyl ester | 6281-07-8

• 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: hexanoyl-phosphonic acid diethyl ester
• 英文别名: Hexanoyl-phosphonsaeure-diaethylester；Hexanoylphosphonsaeure-diethylester；Diethyl hexanoylphosphonate；1-diethoxyphosphorylhexan-1-one
• CAS: 6281-07-8
• 化学式: C₁₀H₂₁O₄P
• 分子量: 236.248
• InChiKey: KFIOCMNDARJBIZ-UHFFFAOYSA-N

物化性质

• 沸点：
  83-85 °C(Press: 0.1 Torr)
• 密度：
  1.0175 g/cm3(Temp: 30 °C)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  15
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  hexanoyl-phosphonic acid diethyl ester 在 吡啶 、 盐酸羟胺 作用下， 以 乙醇 为溶剂， 反应 12.0h， 生成 1-Hydroximinohexanephosphonic acid diethyl ester
  参考文献：
  名称：

  Enantioselective Synthesis of Quaternary α-Aminophosphonates via Conjugate Addition of α-Nitrophosphonates to Enones

  摘要：

  Enantioselective Michael addition of alpha-nitrophosphonates to enones for the synthesis of alpha-aminophosphonates is reported for the first time. The reaction proceeds in good to high yields and moderate to high selectivity in the presence of a new quinine thiourea catalyst. The quaternary nitrophosphonates were conveniently transformed to cyclic quaternary alpha-aminophosphonates via in situ reduction intramolecular cyclization or Baeyer-Villiger oxidation followed by in situ reduction intramolecular cyclization.

  DOI：

  10.1021/ol203132h
• 作为产物：
  描述：

  diethyl 1-hydroxyhexyl phosphonate 在 chromium(VI) oxide 、 aluminum oxide 作用下， 反应 0.03h， 以76%的产率得到hexanoyl-phosphonic acid diethyl ester
  参考文献：
  名称：

  A CONVENIENT AND MILD PROCEDURE FOR THE PREPARATION OF α-KETO PHOSPHONATES OF 1-HYDROXYPHOSPHONATES UNDER SOLVENT-FREE CONDITIONS USING MICROWAVE

  摘要：

  The Reactions of 1-hydroxyphosphonates on the alumina-supported CrO3 are accelerated by microwave irradiation under solvent-free conditions to afford a high yielding synthesis of alpha -keto phosphonates.

  DOI：

  10.1081/scc-100104822

文献信息

• Synthesis of<i>O</i>,<i>O</i>-Dialkyl 1-Aminoalkanephosphonates
  作者：Z. H. Kudzin、A. Kotyński

  DOI：10.1055/s-1980-29311

  日期：——
• Surface-mediated solid-phase reactions: the preparation of acyl phosphonates by oxidation of 1-hydroxyphosphonates on the solid surface
  作者：Babak Kaboudin

  DOI：10.1016/s0040-4039(00)00323-3

  日期：2000.4

  Alumina-supported CrO3, under solvent-free conditions, was found to be an efficient oxidizing reagent for the preparation of acyl phosphonates from 1-hydroxyphosphonates. This method is an easy, rapid, and high-yielding reaction for the preparation of acyl phosphonates from 1-hydroxyphosphonates. (C) 2000 Elsevier Science Ltd. All rights reserved.
• Phosphorus Derivatives of Fatty Acids. I. Preparation and Properties of Diethyl Acylphosphonates²
  作者：Bernard Ackerman、T. A. Jordan、C. Roland Eddy、Daniel Swern

  DOI：10.1021/ja01598a067

  日期：1956.9
• Preparation of 2-Alkenonitrile by Means of the Pyrolysis of Diethyl 1-Cyanoalkyl Phosphate
  作者：Yoshiki Okamoto、Tsutomu Nitta、Hiroshi Sakurai

  DOI：10.1246/bcsj.42.543

  日期：1969.2
• KUDZIN Z. H.; KOTYNSKI A., SYNTHESIS, 1980, NO 12, 1028-1032
  作者：KUDZIN Z. H.、 KOTYNSKI A.

  DOI：——

  日期：——