ethyl hydrogen [(4-nitrophenyl)methyl]phosphonate | 72448-73-8

• 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: ethyl hydrogen [(4-nitrophenyl)methyl]phosphonate
• 英文别名: ethyl hydrogen (4-nitrobenzyl)phosphonate；ethyl p-nitrobenzylphosphonate；Aethyl-hydrogen-<4-nitro-benzylphosphonat>；Aethyl-hydrogen-(4-nitro-benzylphosphonat)；Ethoxy-[(4-nitrophenyl)methyl]phosphinic acid
• CAS: 72448-73-8
• 化学式: C₉H₁₂NO₅P
• 分子量: 245.172
• InChiKey: CCSDDMRYRITCDV-UHFFFAOYSA-N

物化性质

• 沸点：
  421.1±47.0 °C(Predicted)
• 密度：
  1.372±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  92.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl hydrogen [(4-nitrophenyl)methyl]phosphonate 在 氯化亚砜 作用下， 以99%的产率得到ethyl (4-nitrobenzyl)phosphonochloridate
  参考文献：
  名称：

  Synthetic Strategy and Performances of a UV-Curable Poly Acryloyl Phosphinate Flame Retardant by Carbene Polymerization

  摘要：

  A route to synthesize poly ethyl (4-acrylamidebenzyl) phosphinate (PPAC) was discussed and the optimal route was determined. Diethyl benzylphosphonate was synthesized by Arbuzov reaction, then, a nitryl was introduced onto the aromatic ring by the nitration reaction of ethyl benzylphosphonate. Subsequently the carbene polymerization of the product was carried out. Finally, the nitryls were reduced and amidated to introduce the acryloyl group into the prepolymer to obtain the target product (PPAC). PPAC can rapidly photopolymerize under UV light irradiation. The addition of PPAC decreased the smoke production rate (SPR), CO2 production (CO2P), and CO production (COP) of the UV-cured resin.

  DOI：

  10.1080/10426507.2015.1049741
• 作为产物：
  描述：

  苯基膦酸二乙酯 在 sodium hydroxide 、 硝酸 作用下， 以 乙醇 、 水 为溶剂， 生成 ethyl hydrogen [(4-nitrophenyl)methyl]phosphonate
  参考文献：
  名称：

  硝基苄基膦酸根离子的光化学 C-P 键断裂

  摘要：

  在紫外线照射下，对硝基苄基膦酸根离子的 C-P 键在醇水溶液中以约 0.7 的量子产率裂解，得到 1,2-双（4-硝基苯基）乙烷、对硝基甲苯、正磷酸盐和烷基磷酸二氢盐。在水溶液中，主要产物是 1,2-双（4-硝基苯基）乙烷，而在醇溶液中仅产生对硝基甲苯。这种光解可以通过从 PO32− 基团到硝基芳族部分的分子内电子转移进行，形成激发态，经过 C-P 键断裂，得到对硝基苄基阴离子和单体偏磷酸根阴离子作为中间体。对硝基苄基膦酸根离子的 C-P 键断裂比邻-和间-硝基苄基膦酸根离子更容易发生。

  DOI：

  10.1246/bcsj.60.277

文献信息

• Photochemical carbon–phosphorus bond cleavage of nitro-substituted benzylphosphonic acids
  作者：Yoshiki Okamoto、Narimasa Iwamoto、Setsuo Takamuku

  DOI：10.1039/c39860001516

  日期：——

  Upon u.v.-irradiation, the C–P bond of p-nitrobenzylphosphonate is more readily cleaved to give a monomeric metaphosphate anion as intermediate than those of o- and m-derivatives.

  在紫外线照射，的C--P键p -nitrobenzylphosphonate更容易裂解，得到单体偏阴离子作为比的中间ö -和米-衍生物。
• Selective Esterification of Phosphonic Acids
  作者：Damian Trzepizur、Anna Brodzka、Dominik Koszelewski、Ryszard Ostaszewski

  DOI：10.3390/molecules26185637

  日期：——

  proposed methodology was verified on aromatic as well as aliphatic phosphonic acids. The designed method can be successfully applied for small- and large-scale experiments without significant loss of selectivity or reaction yield. Several devoted experiments were performed to give insight into the reaction mechanism. At 30 °C, monoesters are formed via an intermediate (1,1-diethoxyethyl ester of phosphonic

  在这里，我们报告了膦酸单酯化和二酯化的直接和选择性合成程序。研究了一系列烷氧基供体，发现原乙酸三乙酯是进行转化的最佳试剂和溶剂。发现了对反应过程的重要温度影响。取决于反应温度，以合适的产率专门获得膦酸的单乙酯或二乙酯。所提出的方法的底物范围在芳香族和脂肪族膦酸上得到验证。所设计的方法可成功应用于小规模和大规模实验，而不会显着降低选择性或反应收率。进行了几次专门的实验以深入了解反应机理。在 30 °C 时，单酯通过中间体（膦酸的 1,1-二乙氧基乙酯）形成。在更高的温度下，类似的中间体形式产生二酯或稳定且可检测的焦膦酸盐，它们也被消耗以产生二酯。31 P NMR 光谱用于确定焦膦酸酯的结构并监测反应过程。不需要额外的试剂、良好的可及性和直接的纯化是所开发协议的重要方面。
• Process for Producing Polyester, Polyester Produced Using Said Process, and Polyester Molded Product
  申请人：Kageyama Katsuhiko

  公开号：US20080249280A1

  公开（公告）日：2008-10-09

  This invention provides a polyester and a polyester molded product, which, while maintaining color tone, transparency, and thermal stability, can realize a high polycondensation rate, are less likely to cause the production of polycondensation catalyst-derived undesired materials, and can simultaneously meet both quality and cost effectiveness requirements, which can exhibit the characteristic features, for example, in the fields of ultrafine fibers, high transparent films for optical use, or ultrahigh transparent molded products. These advantages can be realized by using, in the production of a polyester in the presence of an aluminum compound-containing polyester polycondensation catalyst, an aluminum compound having an absorbance of not more than 0.0132 as measured in the form of an aqueous aluminum compound solution, prepared by dissolving the aluminum compound in pure water to give a concentration of 2.7 g/liter in terms of the amount of aluminum element, under conditions of cell length 1 cm and wavelength 680 nm.

  本发明提供了一种聚酯和聚酯成型产品，可以在保持色调、透明度和热稳定性的同时，实现高聚酯化速率，不太可能引起聚酯化催化剂来源的不良材料的生产，并且可以同时满足质量和成本效益的要求，这些优点可以在超细纤维、用于光学的高透明薄膜或超高透明成型产品等领域展现出特征性能。通过在含有铝化合物聚酯聚合催化剂的聚酯生产中使用具有吸光度不超过0.0132的铝化合物，可以实现这些优点。该吸光度是在细胞长度为1厘米，波长为680纳米的条件下，将铝化合物溶解在纯水中以给定铝元素量浓度为2.7克/升形成的水溶性铝化合物溶液中测量得出的。
• POLYESTER, PROCESS FOR PRODUCTION OF POLYESTER, AND POLYESTER MOLDED ARTICLE
  申请人：Toyo Boseki Kabushiki Kaisha

  公开号：EP1932867A1

  公开（公告）日：2008-06-18

  Disclosed is a polyester produced from an aluminum compound and a phosphorus compound in the presence of a polycondensation catalyst. The polyester contains a polyester-insoluble, aluminum-containing insoluble particle in an amount of 1000 ppm or less as quantified by the method disclosed in the description, and contains an acid terminal group at a ratio of 10 to 50 eq/ton. The polyester can provide a highly transparent molded article produced through drawing (e.g., a film or hollow molded article) and is useful in the fields of highly transparent optical films, ultra-highly transparent molded articles or the like.

  本发明公开了一种在缩聚催化剂存在下由铝化合物和磷化合物制得的聚酯。该聚酯含有聚酯不溶物、含铝不溶物颗粒，按描述中公开的方法定量，其含量为 1000 ppm 或更少，并含有酸性末端基团，其比例为 10 至 50 eq/吨。该聚酯可提供通过拉丝生产的高透明模塑品（如薄膜或中空模塑品），在高透明光学薄膜、超高透明模塑品等领域非常有用。
• PROCESS FOR PRODUCING POLYESTER, POLYESTER PRODUCED USING SAID PROCESS, AND POLYESTER MOLDED PRODUCT
  申请人：Toyo Boseki Kabushiki Kaisha

  公开号：EP1842868B1

  公开（公告）日：2010-11-10