thiophosphoric acid O,O'-dibutyl ester S-phenyl ester | 22946-78-7

• 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: thiophosphoric acid O,O'-dibutyl ester S-phenyl ester
• 英文别名: O,O-di-n-butyl S-phenyl phosphorothioate；O,O-dibutyl S-phenyl phosphorothioate；O,O-dibutyl S-phenylphosphorothioate；Thiophosphorsaeure-O,O-dibutyl-S-phenylester；Dibutoxyphosphorylsulfanylbenzene
• CAS: 22946-78-7
• 化学式: C₁₄H₂₃O₃PS
• 分子量: 302.375
• InChiKey: QPVUQEKRZPCRCH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  19
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  60.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  Dibutoxy(phenylsulfanyl)phosphane 在 二氧化氮 作用下， 以 二氯甲烷 为溶剂， 生成 thiophosphoric acid O,O'-dibutyl ester S-phenyl ester
  参考文献：
  名称：

  Esters of tervalent phosphorus thio acids

  摘要：

  DOI：

  10.1007/bf00907045

文献信息

• Electrochemical Dehydrogenative Phosphorylation of Thiols
  作者：Chung-Yen Li、You-Chen Liu、Yi-Xuan Li、Daggula Mallikarjuna Reddy、Chin-Fa Lee

  DOI：10.1021/acs.orglett.9b02825

  日期：2019.10.4

  approach for the synthesis of organothiophosphates from phosphonates and thiols through electrochemical reaction. The reactions were conducted without the addition of oxidant, transition-metal base, or base at room temperature. This system has a good substrate scope and functional group tolerance. Aryl and alkyl thiols worked well with phosphonates to afford the corresponding organothiophosphates in good

  我们在此报道了一种通过电化学反应从膦酸酯和硫醇合成有机硫代磷酸酯的新方法。反应在不添加氧化剂，过渡金属碱或室温下进行的情况下进行。该系统具有良好的底物范围和官能团耐受性。芳基和烷基硫醇与膦酸酯的结合效果很好，以高收率提供了相应的有机硫代磷酸酯。
• N-Chlorosuccinimide-promoted synthesis of thiophosphates from thiols and phosphonates under mild conditions
  作者：Yi-Chen Liu、Chin-Fa Lee

  DOI：10.1039/c3gc41839a

  日期：——

  A very simple N-chlorosuccinimide-promoted synthesis of thiophosphates through the coupling of thiols and phosphonates is reported. Notably, the reactions were carried out in the absence of a base. Functional groups including fluoro, bromo and trifluoromethyl are all tolerated by the reaction conditions employed. Both aryl and alkyl thiols are coupled smoothly with a broad spectrum of phosphonates to afford the corresponding thiophosphates in good to excellent yields.

  本文报道了一种通过巯基和膦酸酯的偶联反应，以N-氯代琥珀酰亚胺促进的硫代磷酸酯的简便合成方法。值得注意的是，这些反应是在无碱条件下进行的。所采用的反应条件能够容忍包括氟、溴和三氟甲基在内的多种官能团。无论是芳基还是烷基巯基，均能与一系列膦酸酯顺利偶联，从而以良好的至优异的产率得到相应的硫代磷酸酯。
• Iodine-catalyzed Sulfenylation of H-phosphonates with Diaryl Disulfides under Metal, Base and Solvent-free Conditions
  作者：Xiang-Mei Wu、Yu-Xiang Hong

  DOI：10.2174/1570178614666161214153431

  日期：2017.2.13

  nitro or halogen substituents including fluoro, chloro and bromo was introduced into the S-aryl phosphorothioates without any problem by employing diaryl disulfides bearing such a group on the phenyl ring at para or meta position, and the corresponding products were between 48-80%. Conclusion: A molecular iodine-catalyzed cross-coupling reaction between phosphonates and diaryl disulfides with H2O2 as

  背景：尽管开发一种简便而有效的S-芳基硫代磷酸酯的制备方法已经引起了广泛的兴趣，但是仍然需要开发一种直接，方便，特别是环境友好的方案，以便在相对温和的条件下获得各种硫代磷酸酯。本文试图研究分子碘，一种在金属，碱和无溶剂条件下在膦酸酯和二芳基二硫化物之间的SP键的构建中的环保试剂。 方法：将二芳基二硫化物（0.5 mmol），H-膦酸酯（2.5 mmol），I2（0.1 mmol）和30％H2O2（0.5 mmol）置于空气中的25 mL两口烧瓶中。将反应混合物在80℃下搅拌12小时。加入水（20mL），然后将混合物用EtOAc（4×10mL）萃取。合并萃取液，用盐水（3×10mL）洗涤，用MgSO 4干燥，过滤，蒸发，并通过硅胶色谱法纯化，得到所需产物，乙酸乙酯/己烷（v / v ＝ 1∶3〜）。 1:10）。通过光谱和分析数据对产物进行表征，并与已知化合物进行比较。 结果：最佳反应条件的
• A Novel and General Method for the Formation of S-Aryl, Se-Aryl, and Te-Aryl Phosphorochalcogenoates
  作者：Guo Tang、Yu-Fen Zhao、Yu-Xing Gao、Yu Cao

  DOI：10.1055/s-0028-1088012

  日期：2009.4

  A new and general method for the synthesis of S-, Se-, and Te-aryl phosphorochalcogenoates (chalcogenophosphates) has been developed. S-P, Se-P, and Te-P bonds were formed by the coupling of readily available dialkyl phosphites with diaryl dichalcogenides at 30 ˚C in dimethyl sulfoxide in the presence of catalytic amounts of copper iodide and diethylamine. The reaction proceeded smoothly without exclusion of moisture or air.

  一种新的通用方法已被开发用于合成S-、Se-和Te-芳基磷硫铋酸酯（硫族磷酸盐）。通过在30℃的二甲基亚硫酰胺中，在催化量碘化铜和二乙胺存在下，将易得的二烷基磷酸酯与二芳基二硫族化合物进行耦合，形成了S-P、Se-P和Te-P键。反应顺利进行，无需排除湿气或空气。
• Free Radical Reaction of Dialkyl Phosphites and Organic Dichalcogenides: A New Facile and Convenient Preparation of Arylselenophosphates
  作者：Qing Xu、Chun-Gen Liang、Xian Huang

  DOI：10.1081/scc-120022165

  日期：2003.1.8

  Abstract Azobisisobutyronitrile-initiated free radical reaction of dialkyl phosphites with diaryl diselenides afforded arylselenophosphates in high yields. Arylthiophosphates and aryltellurophosphates can also be synthesized by similar reaction of diaryl disulfides and diaryl ditellurides with dialkyl phosphites.

  摘要 偶氮二异丁腈引发亚磷酸二烷基酯与二芳基二硒化物的自由基反应以高产率得到芳基硒代磷酸酯。芳基硫代磷酸盐和芳基碲磷酸盐也可以通过二芳基二硫化物和二芳基二碲化物与亚磷酸二烷基酯的类似反应合成。