n-octyl dimethyl phosphate | 87285-95-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磷酸及其衍生物
• 英文名称: n-octyl dimethyl phosphate
• 英文别名: dimethyl octyl phosphate；Dimethyl-octylphosphate
• CAS: 87285-95-8
• 化学式: C₁₀H₂₃O₄P
• 分子量: 238.264
• InChiKey: DWXVIODBGAAGPR-UHFFFAOYSA-N

物化性质

• 沸点：
  130 °C(Press: 1.7 Torr)
• 密度：
  1.006±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  15
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  n-octyl dimethyl phosphate 在 甲烷磺酸 、 乙硫醇 作用下， 反应 52.0h， 生成 磷酸二氢辛酯
  参考文献：
  名称：

  Selective Demethylation of Mixed Alkyl Methyl Phosphates

  摘要：

  DOI：

  10.1055/s-1983-30373
• 作为产物：
  描述：

  辛醇 、 氯磷酸二甲酯 在 titanium(IV) tetrabutoxide 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以42%的产率得到n-octyl dimethyl phosphate
  参考文献：
  名称：

  An Improved Method for Lewis Acid Catalyzed Phosphoryl Transfer with Ti(t-BuO)₄

  摘要：

  Several inorganic esters have been evaluated as phosphoryl transfer catalysts. Of these, Ti(t-BuO)(4) was found to be the most effective catalyst giving excellent yields of the desired phosphate esters. The loading of the catalyst could be reduced to a little as 5 mol % for a majority of substrates with no loss in the yield of product. This methodology is significantly more versatile than using TiCl4 and is suitable for the phosphorylation of more complex carbohydrates and molecules of biological interest.

  DOI：

  10.1021/jo034331g

文献信息

• Utilization of Oxidizing Character of TeCl₄in the Reaction with Trialkyl Phosphite. A Novel Redox Phosphorylation
  作者：Yutaka Watanabe、Takashi Yamamoto、Taroh Iwasaki、Shoichiro Ozaki

  DOI：10.1246/cl.1994.1881

  日期：1994.10

  Oxidation-reduction reaction of a trialkyl phosphite with TeCl4 in the presence of an alcohol and tert-amine proceeded smoothly to afford the corresponding phosphorylation product in good yield.

  在醇和叔胺的存在下，亚磷酸三烷基酯与 TeCl4 的氧化还原反应顺利进行，得到相应的磷酸化产物，收率良好。
• Selective Hydrogenation Catalyst and Methods of Making and Using Same
  申请人：Cheung Tin-Tack Peter

  公开号：US20100228065A1

  公开（公告）日：2010-09-09

  A composition comprising a supported hydrogenation catalyst comprising palladium and an organophosphorous compound, the supported hydrogenation catalyst being capable of selectively hydrogenating highly unsaturated hydrocarbons to unsaturated hydrocarbons. A method of making a selective hydrogenation catalyst comprising contacting a support with a palladium-containing compound to form a palladium supported composition, contacting the palladium supported composition with an organophosphorus compound to form a catalyst precursor, and reducing the catalyst precursor to form the catalyst. A method of selectively hydrogenating highly unsaturated hydrocarbons to an unsaturated hydrocarbon enriched composition comprising contacting a supported catalyst comprising palladium and an organophosphorous compound with a feed comprising highly unsaturated hydrocarbon under conditions suitable for hydrogenating at least a portion of the highly unsaturated hydrocarbon feed to form the unsaturated hydrocarbon enriched composition.

  一种包括支持的氢化催化剂的组合物，其中氢化催化剂包括钯和有机磷化合物，支持的氢化催化剂能够选择性地将高度不饱和烃氢化为不饱和烃。一种制备选择性氢化催化剂的方法，包括将支持物与含钯化合物接触以形成支持的钯组合物，将支持的钯组合物与有机磷化合物接触以形成催化剂前体，并还原催化剂前体以形成催化剂。一种将高度不饱和烃选择性氢化为富含不饱和烃的组合物的方法，包括将包括钯和有机磷化合物的支持催化剂与含高度不饱和烃的进料接触，在适宜的氢化条件下至少部分氢化高度不饱和烃进料以形成富含不饱和烃的组合物。
• Visible-Light-Mediated Access to Phosphate Esters
  作者：Alya Inial、Fabrice Morlet-Savary、Jacques Lalevée、Annie−Claude Gaumont、Sami Lakhdar

  DOI：10.1021/acs.orglett.0c01409

  日期：2020.6.5

  We report herein a practically simple visible-light photocatalytic approach for the synthesis of a large variety of phosphate esters through the combination of N-alkoxypyridinium salts and phosphites under mild conditions. The scope of the reaction is broad and the protocol was successfully applied to the synthesis of biologically relevant structures. Quantum yield measurements, as well as EPR experiments

  我们在此报告了在温和条件下通过N-烷氧基吡啶鎓盐和亚磷酸酯的组合合成多种磷酸酯的一种实用的可见光光催化方法。反应的范围很广，该方案已成功地应用于生物学相关结构的合成。量子产率的测量以及EPR实验，提示了合理的反应机理。
• Isopropenyl phosphate as an atom efficient reagent for phosphorylation of alcohols with catalytic base
  作者：Jens Wéry、Igor Beckers、Dirk E. De Vos

  DOI：10.1039/d3ra02293e

  日期：——

  The atom efficient transesterification of phosphate esters with catalytic base was investigated using an isopropenyl leaving group, generating acetone as the only by-product. The reaction proceeds in good yields at room temperature, with excellent chemoselectivity towards primary alcohols. Mechanistic insights were obtained by obtaining kinetic data using in operando NMR-spectroscopy.

  使用异丙烯基离去基团研究了磷酸酯与催化碱的原子高效酯交换反应，产生丙酮作为唯一的副产物。该反应在室温下以良好的收率进行，对伯醇具有出色的化学选择性。通过使用原位核磁共振波谱法获得动力学数据，获得了机理见解。
• SELECTIVE HYDROGENATION CATALYST AND METHODS OF MAKING AND USING SAME
  申请人：Chevron Phillips Chemical Company LP

  公开号：EP3144064A2

  公开（公告）日：2017-03-22

  A composition comprising a supported hydrogenation catalyst comprising palladium and an organophosphorous compound, the supported hydrogenation catalyst being capable of selectively hydrogenating highly unsaturated hydrocarbons to unsaturated hydrocarbons.

  一种由钯和有机磷化合物组成的载体加氢催化剂组成的组合物，该载体加氢催化剂能选择性地将高度不饱和烃加氢为不饱和烃。