二异丙基(3,5-二叔丁基-4-羟基苄基)膦酸酯 | 980-17-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 二异丙基(3,5-二叔丁基-4-羟基苄基)膦酸酯
• 英文名称: diisopropyl (3,5-di-tert-butyl-4-hydroxybenzyl)phosphonate
• 英文别名: diisopropyl 3,5-di-tert-butyl-4-hydroxybenzylphosphonate；3.5-Di-tert.-butyl-4-hydroxy-benzylphosphonsaeure-diisopropylester；2,6-Ditert-butyl-4-(diisopropoxyphosphorylmethyl)phenol；2,6-ditert-butyl-4-[di(propan-2-yloxy)phosphorylmethyl]phenol
• CAS: 980-17-6
• 化学式: C₂₁H₃₇O₄P
• 分子量: 384.496
• InChiKey: OPYDNGQRKKKKNC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  二异丙基(3,5-二叔丁基-4-羟基苄基)膦酸酯 在 五氯化磷 作用下， 以 甲苯 为溶剂， 反应 5.0h， 以88%的产率得到isopropyl (3,5-di-tert-butyl-4-hydroxybenzyl)phosphonochloridate
  参考文献：
  名称：

  新型 O-烷基 (3,5-二叔丁基-4-羟基苄基) 膦酰氯：合成和性质

  摘要：

  The reaction of O,O-dialkyl (3,5-di-tert-butyl-4-hydroxybenzyl)phosphonates with phosphorus pentachloride affords O-alkyl (3,5-di-tert-butyl-4-hydroxybenzyl)phosphonochloridates. A transformation of O-alkyl (3,5-di-tert-butyl-4-hydroxybenzyl)phosphonochloridates into diphosphonates is discovered. Base-mediated reactions of methyl (3,5-di-tert-butyl-4-hydroxybenzyl)phosphonochloridates with aliphatic alcohols are studied. The reaction of alkyl (3,5-di-tert-butyl-4-hydroxybenzyl)phosphonochloridates with diethylamine gives the corresponding phosphonamides, whose oxidation results in new O-alkyl N,N-diethyl[3,5-(di-tert-butyl-4-oxocyclohexa-2,5-diene-1-ylidene)methyl]phosphonamides.

  DOI：

  10.1002/hc.21366
• 作为产物：
  描述：

  亚磷酸二异丙酯 、 2,6-二叔丁基-4-甲基苯酚 在 N-(naphthalen-1-yl)picolinamide 、 potassium acetate 、 silver(l) oxide 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 16.0h， 生成 二异丙基(3,5-二叔丁基-4-羟基苄基)膦酸酯
  参考文献：
  名称：

  银 (I) 促进 1-萘胺衍生物与 H-膦酸酯的 C4-H 键膦酸化

  摘要：

  描述了一种简单有效的方案，用于银促进的 1-萘胺衍生物与 H-膦酸盐的直接 C-H 膦化。该反应在 C4 位点对 1-萘胺衍生物进行顺利，为 4-膦酸化 1-萘胺衍生物提供了一条简便有效的途径。这种磷酸化可以耐受吡啶基和萘基部分的多种类型的官能团。还在 C2 和 C8 位点探索了膦酸化产物的进一步功能化，例如氟化、甲基化、甲氧基化和胺化。此外，反应中间体的 DFT 研究表明，最具亲电反应性的位点位于萘环中的 C4 位点。

  DOI：

  10.1021/acs.joc.1c00971

文献信息

• Zur Kenntnis des chinoiden Zustandes—IX
  作者：A. Rieker、H. Kessler

  DOI：10.1016/s0040-4020(01)88424-6

  日期：1968.1

  The ESR spectra of p-RCH2-substituted phenoxy radicals (1) can be interpreted in terms of a radical mechanism involving CH and (for 1g) CP hyperconjugation. Evidence for a hindered rotation around the CP bond is furnished by the temperature dependence of the ESR spectrum of 1g at −85 to +100°. The phenoxyls are dehydrogenated to p-quinone methides (2). Temperature dependent NMR spectra are only

  p -RCH 2取代的苯氧基自由基（1）的ESR光谱可以用涉及CH和（对于1g）CP超共轭的自由基机理来解释。围绕CP键旋转受阻的证据是在-85至+ 100°时1g的ESR光谱对温度的依赖性。苯氧基被脱氢为对醌甲基化物（2）。与温度相关的NMR光谱仅在直接或通过乙烯基键结合的对-双醌甲基化物2k和21中观察到。计算出绕环CC双键旋转的活化自由焓分别为2k和21时为26和20 kcal / mol 。由于旋转的结构先决条件，因此认为涉及双自由基过渡态。
• New 2,6-diaminopyridines containing a sterically hindered benzylphosphonate moiety in the aromatic core as potential antioxidant and anti-cancer drugs
  作者：Elmira Gibadullina、Thi Thu Nguyen、Anna Strelnik、Anastasiia Sapunova、Alexandra Voloshina、Igor Sudakov、Alexandra Vyshtakalyuk、Julya Voronina、Michael Pudovik、Alexander Burilov

  DOI：10.1016/j.ejmech.2019.111735

  日期：2019.12

  A series of 2,6-diaminopyridines was synthesized for the first time, containing phosphoryl sterically hindered phenolic fragments in the aromatic core. The antioxidant activity of these compounds was investigated, 2,6-diaminopyridine derivatives were shown to exhibit higher activity in comparison with their structural analogues. For dialkyl/diphenyl [(3,5-di-tert-butyl-4-hydroxyphenyl) (2,6-diaminopyridin-3-yl)

  首次合成了一系列2,6-二氨基吡啶，其芳族核中含有磷酸位阻酚酚片段。研究了这些化合物的抗氧化活性，表明2,6-二氨基吡啶衍生物与其结构类似物相比具有更高的活性。对于二烷基/二苯基[（3,5-二叔丁基-4-羟基苯基）（2,6-二氨基吡啶-3-基）甲基]膦酸酯，其结构类似物基于间苯二胺，含磷的位阻酚并已在体外以及正常人Chang肝细胞系上研究了相应的环己二酮对子宫颈上皮样癌（M-Hela）和乳腺腺癌（MCF-7）的细胞毒性。二苯基[（3,5-二叔丁基-4-羟基苯基）（2，已证明6-二氨基吡啶-3-（甲基）甲基]膦酸酯对上皮样细胞系M-Hela最有活性-IC50包含7.4μM。结果表明，先导化合物诱导的细胞凋亡沿着caspase-9激活的内部途径进行。已经确定所有研究的化合物都不具有溶血活性。
• Polyester polymerization catalyst, polyester produced by using the same, and process for producing polyester
  申请人：——

  公开号：US20030083191A1

  公开（公告）日：2003-05-01

  This invention provides a novel polymerization catalyst other than antimony compounds, polyester produced by using the same and a process for producing polyester. The polycondensation catalyst of this invention is a polyester polymerization catalyst comprising an aluminum compound and a phosphorus compound having a specific structure. Further, this invention relates to polyester produced by using this polyester polymerization catalyst and a process for producing polyester. Further, this invention relates to fibers, films and hollow molded articles mprising the polyester.

  本发明提供了一种新型聚合催化剂，除了锑化合物外，还提供了由该催化剂制备的聚酯以及制备聚酯的方法。本发明的聚酯缩聚催化剂是一种聚酯聚合催化剂，包括一种铝化合物和一种具有特定结构的磷化合物。此外，本发明还涉及使用该聚酯聚合催化剂制备的聚酯和制备聚酯的方法。此外，本发明还涉及由该聚酯制备的纤维、薄膜和空心成型制品。
• 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。
• POLYMERIZATION CATALYST FOR POLYESTER, POLYESTER PRODUCED WITH THE SAME, AND PROCESS FOR PRODUCING POLYESTER
  申请人：Toyo Boseki Kabushiki Kaisha

  公开号：EP1400549A1

  公开（公告）日：2004-03-24

  This invention provides a novel polymerization catalyst other than antimony compounds, polyester produced by using the same and a process for producing polyester. The polycondensation catalyst of this invention is a polyester polymerization catalyst comprising an aluminum compound and a phosphorus compound having a specific structure. Further, this invention relates to polyester produced by using this polyester polymerization catalyst and a process for producing polyester. Further, this invention relates to fibers, films and hollow molded articles comprising the polyester.

  本发明提供了一种除锑化合物以外的新型聚合催化剂、使用该催化剂生产的聚酯以及生产聚酯的工艺。本发明的缩聚催化剂是一种聚酯聚合催化剂，由具有特定结构的铝化合物和磷化合物组成。此外，本发明还涉及使用这种聚酯聚合催化剂生产的聚酯以及生产聚酯的工艺。此外，本发明还涉及由该聚酯组成的纤维、薄膜和中空成型品。