deuterated dimethyl methylphosphonate | 80014-34-2

• 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: deuterated dimethyl methylphosphonate
• 英文别名: dimethyl-d6 methylphosphonate；Trideuterio-[methyl-oxido-(trideuteriomethoxy)phosphaniumyl]oxymethane；trideuterio-[methyl-oxido-(trideuteriomethoxy)phosphaniumyl]oxymethane
• CAS: 80014-34-2
• 化学式: C₃H₉O₃P
• 分子量: 130.029
• InChiKey: VONWDASPFIQPDY-WFGJKAKNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  7
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  41.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  甲基膦酞二氯 、 氘代甲醇 在 吡啶 作用下， 以 乙醚 为溶剂， 反应 24.0h， 生成 deuterated dimethyl methylphosphonate
  参考文献：
  名称：

  甲基膦酸二甲酯在氧化铝表面的吸附分解

  摘要：

  练习曲，par spectroscopie electronique tunnel inlastique，de l'adsorption de methylphosphonate sur des coches minces d'alumine

  DOI：

  10.1021/ja00287a018

文献信息

• Fragmentations and reactions of three isotopically labelled dimethyl methylphosphonate ions produced by electrospray ionisation in an ion trap mass spectrometer
  作者：J. D. Barr、A. J. Bell、D. O. Konn、J. Murrell、C. M. Timperley、M. J. Waters、P. Watts

  DOI：10.1039/b111192m

  日期：2002.5.20

  In an initial investigation into the electrospray ionisation ion trap mass spectrometry (ESI/ITMS) of simple organophosphate esters we reported that in one of the collision induced fragmentation steps of protonated dimethyl methylphosphonate (DMMP), formaldehyde was eliminated with a concomitant partial scrambling of the methyl group attached to the phosphorus and a methoxy group. The present paper describes a further investigation of this reaction. Three novel isotopomers of DMMP were used for this study and their synthesis and properties are reported. A mechanism for the formaldehyde elimination and scrambling of the methyl groups is proposed and supported by a kinetic analysis of a limiting case. During this study ‘black holes’ were found to occur in one of the ITMS instruments used and it is shown that these could lead to severe distortions in the amounts of product ions observed. A brief analysis of this observation is presented

  在对简单有机磷酸酯的电喷雾电离离子阱质谱 (ESI/ITMS) 的初步研究中，我们报道了在质子化甲基膦酸二甲酯 (DMMP) 的碰撞诱导断裂步骤之一中，甲醛被消除，同时伴随着部分扰乱甲基连接至磷和甲氧基。本文描述了对该反应的进一步研究。本研究使用了 DMMP 的三种新型同位素异构体，并报告了它们的合成和性质。提出了消除甲醛和扰乱甲基的机制，并得到了极限情况的动力学分析的支持。在这项研究中，我们发现所使用的一台 ITMS 仪器中出现了“黑洞”，并且表明这可能会导致观测到的产物离子数量严重失真。对这一观察结果进行了简要分析
• Vibrational spectra and possible conformers of dimethylmethylphosphonate by normal mode analysis
  作者：R.M. Moravie、F. Froment、J. Corset

  DOI：10.1016/0584-8539(89)80062-5

  日期：1989.1
• Molecular Mechanisms of Additive Fortification in Model Epoxy Resins: A Solid State NMR Study
  作者：Christoph F. Kins、Dmytro Dudenko、Daniel Sebastiani、Gunther Brunklaus

  DOI：10.1021/ma101374m

  日期：2010.9.14

  The bulk properties of polymers are often adjusted via addition of a complex blend of compounds collectively known as additives, where so-called molecular fortifiers (or antiplasticizers) may improve the mechanical properties. In the present work, insight into molecular mechanisms of additive-fortification in model epoxy resins was obtained from multinuclear solid-state NMR analysis. In particular, we have demonstrated a "free molecule"-type behavior of DMSO-d(6) in DMSO-fortified resins similar to common inclusion compounds thereby revealing mere filling of free volume. In case of DMMP-fortified resins, however, chemical modification during postcure of the epoxy resin is observed yielding methyl methylphosphonate (MMP) and salt formation, where dynamic heterogeneities of MMP-d(3) suggest a rather complex mechanism of fortification. The interpretation of NMR data was further supported by oh initio calculations.