(2-methylprop-1-enyl)(diphenyl)phosphine oxide | 34295-11-9

• 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: (2-methylprop-1-enyl)(diphenyl)phosphine oxide
• 英文别名: diphenyl(2-methylpropenyl)phosphine oxide；(2-methylprop-1-en-1-yl)diphenylphosphine oxide；2,2-Dimethylvinyldiphenylphosphinoxid；[2-methylprop-1-enyl(phenyl)phosphoryl]benzene
• CAS: 34295-11-9
• 化学式: C₁₆H₁₇OP
• 分子量: 256.284
• InChiKey: UFRQENCKJVHMTQ-UHFFFAOYSA-N

物化性质

• 熔点：
  147-148 °C
• 沸点：
  422.7±18.0 °C(Predicted)
• 密度：
  1.09±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  dibenzylphosphine oxide 、 (2-methylprop-1-enyl)(diphenyl)phosphine oxide 在 氢氧化钾 作用下， 以 二甲基亚砜 为溶剂， 反应 5.0h， 以80%的产率得到[benzyl-(1-diphenylphosphoryl-2-methylpropan-2-yl)phosphoryl]methylbenzene
  参考文献：
  名称：

  Synthesis of methyl- and dimethyl-substituted ethylene diphosphine dioxides and their complex-forming properties

  摘要：

  Alkylation of diphenylphosphonous acid by allyl bromide leads (depending on the reaction conditions) to the formation of both diphenylallylphosphine oxide and diphenylpropenylphosphine oxide. Addition of phosphonous acids to diphenylpropenylphosphine and diphenyl(2-methyl)propenylphosphine oxides resulted in the formation of a series of methyl- and dimethyl-substituted ethylenediphosphine dioxides. The complex forming ability of diphosphine dioxides with respect to alkali metal cations was studied. It was shown that 1-diphenylphosphinyl-2-methyl-2-dioctylphosphinylpropane (X) has the highest Li/Na selectivity (beta(Li)/beta(Na) = 50).

  DOI：

  10.1007/bf01172269
• 作为产物：
  描述：

  二苯基乙氧基膦 在 硫酸 作用下， 生成 (2-methylprop-1-enyl)(diphenyl)phosphine oxide
  参考文献：
  名称：

  Cann,P.F. et al., Journal of the Chemical Society. Perkin transactions II, 1972, p. 304 - 311

  摘要：

  DOI：

文献信息

• Copper‐Catalyzed C−P Cross‐Coupling of (Cyclo)alkenyl/Aryl Bromides and Secondary Phosphine Oxides with <i>in</i>   <i>situ</i> Halogen Exchange
  作者：Paweł Woźnicki、Marek Stankevič

  DOI：10.1002/ejoc.202100456

  日期：2021.6.25

  A protocol for copper-catalyzed halogen exchange/C−P cross-coupling between (cyclo)alkenyl/aryl bromides and secondary phosphine oxides has been developed. The addition of sodium iodide increases the yield of the cross-coupling by promoting in situ halogen exchange of organic bromides to the corresponding iodides.

  已经开发了用于（环）烯基/芳基溴化物和二级氧化膦之间的铜催化卤素交换/CP 交叉偶联的协议。碘化钠的添加通过促进有机溴化物与相应碘化物的原位卤素交换来增加交叉偶联的产率。
• Practical C–P bond formation via heterogeneous photoredox and nickel synergetic catalysis
  作者：Ernest Koranteng、Yi-Yin Liu、Si-Yue Liu、Qiang-Xian Wu、Liang-Qiu Lu、Wen-Jing Xiao

  DOI：10.1016/s1872-2067(19)63379-6

  日期：2019.12

  complexes as transition metal catalysts provided a variety of organophosphorus compounds from readily available aryl and vinyl halides, as well as aryl triflates, with generally a good-to-excellent reaction efficiency (31 examples, 46%-98% yields). The current protocol features mild reaction conditions, a broad substrate scope, recyclability of photocatalysts, and inexpensive catalysts, thus defining the practical

  摘要 利用多相光催化和镍催化相结合的协同催化策略，开发了一种高效的 C&-P 键形成反应。该平台利用硫化镉半导体作为非均相光催化剂和镍配合物作为过渡金属催化剂，从容易获得的芳基和乙烯基卤化物以及芳基三氟甲磺酸酯中提供各种有机磷化合物，通常具有良好的反应效率（31 个例子， 46%-98% 的产率）。目前的协议具有温和的反应条件、广泛的底物范围、光催化剂的可回收性和廉价的催化剂，从而定义了本催化剂系统的实用和经济特性。
• Palladium-Catalysed Synthesis of Alkenyldiphenyl- and Alkenylbenzylphenylphosphine Oxides
  作者：Yuanyao Xu、Jiazhi Xia、Huiju Guo

  DOI：10.1055/s-1986-31753

  日期：——

  Alkenyldiphenyl-and Alkenylbenzylphenyl phosphine oxides 3 were prepared by the palladium catalysed reaction of alkenyl bromides 1 with phosphine oxides 2a or 2b.

  在钯催化下，烯基溴化物 1 与膦氧化物 2a 或 2b 发生反应，制备出烯基二苯基和烯基苄基苯基膦氧化物 3。
• Synthesis of Substituted <i>P</i>-Stereogenic Vinylphosphine Oxides by Olefin Cross-Metathesis
  作者：Oleg M. Demchuk、K. Michał Pietrusiewicz、Anna Michrowska、Karol Grela

  DOI：10.1021/ol035011m

  日期：2003.9.1

  [GRAPHICS]Substituted vinylphosphine oxides have been prepared in good yield and exclusive (E)-olefin selectivity via olefin cross-metathesis using Grubbs and Hoveyda-type ruthenium catalysts. In addition, metathesis of chiral vinylphosphine oxides proceeds without racemization of the phosphorus chirality center, providing easy access to functionalized chiral nonracemic (E)-alkenylphosphine oxides.
• XU YUANYAO; XIA JIAZHI; GUO HUIJU, SYNTHESIS,(1986) N 8, 691-692
  作者：XU YUANYAO、 XIA JIAZHI、 GUO HUIJU

  DOI：——

  日期：——