dipropyl butylphosphonate | 6179-67-5

• 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: dipropyl butylphosphonate
• 英文别名: Butyl-phosphonic acid dipropyl ester；1-dipropoxyphosphorylbutane
• CAS: 6179-67-5
• 化学式: C₁₀H₂₃O₃P
• 分子量: 222.265
• InChiKey: BRVAYBIWVHOUKE-UHFFFAOYSA-N

物化性质

• 沸点：
  282.6±9.0 °C(Predicted)
• 密度：
  0.964±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  14
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-碘丁烷 、 亚磷酸酯二正丙脂 生成 dipropyl butylphosphonate
  参考文献：
  名称：

  物理性质和化学组成。第XLIX部分。某些有机磷化合物的折射率，密度和表面张力

  摘要：

  亚磷酸三正烷基酯，正膦酸二正烷基酯，正烷基膦酸二正丙基酯，正磷酸三正烷基酯（丁基至庚基）的正膦酸二正烷基酯（甲基至辛基），亚磷酸三-2-正烷氧基乙基酯（甲氧基-己氧基），亚磷酸二-2-正烷氧基乙基酯（甲氧基-庚氧基-）和2-正烷氧基-4-甲基-1,3,2已经制备了-二氧杂膦酸酯（甲氧基-至己氧基-），并确定了它们在20°的折射率以及在一定温度范围内的密度和表面张力：详细测量了许多代表性化合物的红外光谱。键（P O），（P–O），（P–C），（P–H）和1,3,2-二氧杂膦环的抛物线，折射和分子折射系数已通过新的实验数据。

  DOI：

  10.1039/j19660000249

文献信息

• Microwave-Assisted Ionic Liquid-Catalyzed Selective Monoesterification of Alkylphosphonic Acids—An Experimental and a Theoretical Study
  作者：Nikoletta Harsági、Réka Henyecz、Péter Ábrányi-Balogh、László Drahos、György Keglevich

  DOI：10.3390/molecules26175303

  日期：——

  It is well-known that the P-acids including phosphonic acids resist undergoing direct esterification. However, it was found that a series of alkylphoshonic acids could be involved in monoesterification with C2–C4 alcohols under microwave (MW) irradiation in the presence of [bmim][BF4] as an additive. The selectivity amounted to 80–98%, while the isolated yields fell in the range of 61–79%. The method developed is a green method for P-acid esterification. DFT calculations at the M062X/6–311+G (d,p) level of theory (performed considering the solvent effect of the corresponding alcohol) explored the three-step mechanism, and justified a higher enthalpy of activation (160.6–194.1 kJ·mol−1) that may be overcome only by MW irradiation. The major role of the [bmim][BF4] additive is to increase the absorption of MW energy. The specific chemical role of the [BF4] anion of the ionic liquid in an alternative mechanism was also raised by the computations.

  众所周知，包括膦酸在内的P-酸不易直接酯化。然而，发现一系列烷基膦酸在微波（MW）辐射下与C2-C4醇在[bmim][BF4]存在下可以进行单酯化反应。选择性达到80-98％，而分离收率在61-79％的范围内。所开发的方法是一种绿色的P-酸酯化方法。在M062X/6-311+G(d,p)理论水平上进行的DFT计算（考虑了相应醇的溶剂效应）探索了三步机制，并证明了较高的活化焓（160.6-194.1 kJ·mol-1），只有通过MW辐射才能克服。[bmim][BF4]添加剂的主要作用是增加MW能量的吸收。计算还提出了离子液体中[BF4]阴离子的特定化学作用在另一种机制中的作用。
• Synthesis of Phosphonates with Identical and Different Alkyl Groups by the Microwave‐Assisted Alkylation of Phosphonic Ester‐Acid Derivatives
  作者：György Keglevich、Nikoletta Harsági、László Drahos、Nóra Zsuzsa Kiss

  DOI：10.1002/cplu.202200342

  日期：2023.2

  Dialkyl alkylphosphonates with identical or different alkoxy groups were synthesized by the alkylation of monoalkylphosphonic derivatives by haloalkanes in the presence of triethylamine at 135 °C under solvent-free microwave-assisted conditions. After an easy work-up comprising flash chromatography, the products were obtained in 80–93 % yields.

  在无溶剂微波辅助条件下，在三乙胺存在下，在 135 °C 下，通过卤代烷烃对单烷基膦酸衍生物进行烷基化，合成具有相同或不同烷氧基的烷基膦酸二烷基酯。经过包括快速色谱在内的简单后处理后，以 80–93% 的收率获得了产品。
• Hydrogenation catalyst composition and method for hydrogenation of conjugated diene polymer
  申请人：Tsai Chih-Kuang

  公开号：US20080146733A1

  公开（公告）日：2008-06-19

  A method for hydrogenation of a conjugated diene polymer is provided. The conjugated diene polymer in an inert organic solvent is brought into contact with hydrogen in the presence of a hydrogenation catalyst composition to selectively hydrogenate the unsaturated double bonds in the conjugated diene units of the conjugated diene polymer. The hydrogenation catalyst composition includes: (a) a titanium compound; (b) a compound represented by formula (II) or formula (III): wherein R is C 1 -C 12 alkyl, C 3 -C 12 cycloalkyl, aryl or alkyl aryl, M is C 1 -C 12 alkyl, C 1 -C 12 alkoxy, aryl, alkyl aryl, phenoxy or hydroxyl, and n=1˜3; and (c) a alkylaluminum compound.
• US4162279A
  申请人：——

  公开号：US4162279A

  公开（公告）日：1979-07-24
• US4177300A
  申请人：——

  公开号：US4177300A

  公开（公告）日：1979-12-04