Selenophosphorsaeure-O,O,O-trimethylester | 152-19-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Selenophosphorsaeure-O,O,O-trimethylester
• 英文别名: O,O',O''-Trimethyl-selenophosphat；Phosphoroselenoic acid, O,O',O''-trimethyl-；trimethoxy(selanylidene)-λ5-phosphane
• CAS: 152-19-2
• 化学式: C₃H₉O₃PSe
• 分子量: 203.036
• InChiKey: YKRJDJFIOFUYHJ-UHFFFAOYSA-N

物化性质

• 沸点：
  95 °C(Press: 20 Torr)
• 密度：
  1.5387 g/cm3(Temp: 0 °C)

计算性质

• 辛醇/水分配系数(LogP)：
  0.77
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Selenophosphorsaeure-O,O,O-trimethylester 在 己硫醚 作用下， 以 甲醇 、 氯仿 为溶剂， 反应 1.0h， 以41%的产率得到磷酸三甲酯
  参考文献：
  名称：

  Oxidative desulphurisation and deselenation at pentacovalent phosphorous by photogenerated peroxidic species

  摘要：

  DOI：

  10.1016/s0040-4020(01)90324-2
• 作为产物：
  描述：

  三甲氧基磷 在 selenium 作用下， 以90%的产率得到Selenophosphorsaeure-O,O,O-trimethylester
  参考文献：
  名称：

  Spectroscopic and conformational comparative study of trimethyl chalcogenphosphates

  摘要：

  Geometrical. conformational and spectroscopical properties of three chalcogenphosphates were studied comparatively. Rotational isomerism and conformational flexibility were evaluated for trimethyl phosphate, O,O,O-trimethyl thiophosphate and O,O,O-trimethyl selenophosphate by studying the vibrational and NMR spectroscopy. Semi empirical and ab initio calculations have been carried out. Experimental and theoretical results show similar conformational behavior, founding equivalent symmetries for conformations of minimal energies, but a decrease in the conformational flexibility is observed when going from O, to S and to Se species. This result would represent a new factor to explain the higher ability of interaction of O-organophosphorus compounds in some biological active sites, in esterases for example, with respect To the analogous S-organophosphorus compounds and Se-organophosphorus compounds, (C) 2001 Elsevier Science B,V. All rights reserved.

  DOI：

  10.1016/s0022-2860(00)00873-5

文献信息

• Reactions of Selenothioic Acid<i>S</i>-Esters and Diselenoic Acid Esters with Trialkyl Phosphites Leading to<i>α</i>-Phosphoryl Sulfides and Selenides
  作者：Toshiaki Murai、Chiyoko Izumi、Shinzi Kato

  DOI：10.1246/cl.1999.105

  日期：1999.2

  The reaction of selenothioic acid S-esters with trialkyl phosphites proceeded smoothly to afford α-phosphoryl sulfides as a major product in good to high yields. The reaction was also applicable to diselenoic acid esters. On the contrary, selenothioic acid S-butyl ester underwent oxidative dimerization with triphenylphosphine to give a divinyl diselenide.

  硒代硫代酸 S-酯与亚磷酸三烷基酯的反应顺利进行，以良好到高产率提供 α-磷酰硫化物作为主要产物。该反应也适用于二硒酸酯。相反，硒代硫代酸 S-丁酯与三苯基膦发生氧化二聚反应得到二乙烯基二硒化物。
• Dimethyl phosphorothioate and phosphoroselenoate ionic liquids as solvent media for cellulosic materials
  作者：Michael Hummel、Carmen Froschauer、Gerhard Laus、Thomas Röder、Holger Kopacka、Lauri K. J. Hauru、Hedda K. Weber、Herbert Sixta、Herwig Schottenberger

  DOI：10.1039/c1gc15407a

  日期：——

  A series of novel ionic liquids comprising two asymmetric phosphate-derived anions, namely dimethyl phosphorothioate and dimethyl phosphoroselenoate, and several imidazolium and non-imidazolium-based cations was prepared via a facile synthetic route. Thermal degradation was studied by dynamic thermogravimetric analysis (TGA) revealing a slightly higher stability of the imidazolium ionic liquids and an overall low thermal stability for the phosphoroselenoate salts. Long-term moisture sorption analysis showed correlation with the polarity of the cation and differences in absorption and desorption kinetics. Finally, a Eucalyptus globulus kraft paper grade pulp was dissolved and subsequently regenerated to assess the degradation of the various molecular weight fractions by size exclusion chromatography. In addition, pre-extracted xylan was subjected to the same dissolution procedure to examine the degradation of low-molecular weight components in more detail.

  通过简便的合成路线制备了一系列新型离子液体，其中包括两种不对称磷酸盐衍生阴离子，即硫代磷酸二甲酯和硒代磷酸二甲酯，以及若干咪唑和非咪唑阳离子。通过动态热重分析（TGA）对热降解进行了研究，结果表明咪唑离子液体的稳定性略高，而磷硒酸盐的热稳定性总体较低。长期湿气吸附分析表明，这与阳离子的极性以及吸收和解吸动力学的差异有关。最后，对桉树牛皮纸级纸浆进行溶解和再生，通过尺寸排阻色谱法评估各种分子量馏分的降解情况。此外，还对预先提取的木聚糖进行了相同的溶解程序，以更详细地研究低分子量成分的降解情况。
• Ambidentate nucleophiles. Part 3. Reactions of phosphoroselenoates with molecular halides: the use of 1 J(PSe) as a structural diagnostic
  作者：Christopher Glidewell、Elaine J. Leslie

  DOI：10.1039/dt9770000527

  日期：——

  Sodium OO′-di-isopropyl phosphoroselenoate, Na[SeOP(OPri)2](Na[L]), reacts with molecular halides of carbon, silicon, germanium, tin, phosphorus, arsenic, and sulphur to give derivatives MLn. Comparison of the values of 1J(PSe) in the products with those in a number ofmodel compounds indicates that O-bonded isomers M[OP(OPri)2Se] are formed in LCOPh and PL3, that Se-bonded isomers M[SePO(OPri)2] are

  钠OO ' -二异丙基甲基膦酸酯，钠[燮（OPR我）2 ]（钠[L]），用碳，硅，锗，锡，磷，砷和硫的分子卤化物反应得到衍生物ML Ñ。将产物中的1 J（PSe）值与多种模型化合物中的1 J（PSe）值进行比较，表明在LCOPh和PL 3中形成了O键合异构体M [OP（OPr i）2 Se] ，即Se键合异构体M在LC 2 H 5，SiMe 3 L，GePh 3 L，SnPh中形成[SePO（OPr i）2 ]3 L，AsL 3，LSO 2 Ph和L 2，而SnMe 3 L，SnPh 2 L 2和SnPhL 3可能含有双齿L。酯P（OR） 3 Se（RMe或Et）对与之反应呈惰性分子卤化物。化合物P（OEt） 3 Se比PPh 3 Se弱得多，而PPh 3 Se本身比PPh 3 O弱。
• Pistschimuka, Zhurnal Russkago Fiziko-Khimicheskago Obshchestva, 1912, vol. 44, p. 1439,1442
  作者：Pistschimuka

  DOI：——

  日期：——
• Krawczyk, Ewa; Skowronnska, Aleksandra; Michalski, Jan, Journal of the Chemical Society. Perkin Transactions 2 (2001), 2000, # 6, p. 1135 - 1140
  作者：Krawczyk, Ewa、Skowronnska, Aleksandra、Michalski, Jan

  DOI：——

  日期：——