N-叔丁基亚氨代磷酸三氯化物 | 18854-80-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: N-叔丁基亚氨代磷酸三氯化物
• 中文别名: 叔丁基亚氨基-磷酰三氯
• 英文名称: (tert-butylimino)phosphorus trichloride
• 英文别名: t-butylphosphorimidic trichloride；trichloro-tert-butyliminophosphorane；Trichlorphosphazo-tert.-butyl；tert.-Butylphosphorimidtrichlorid；N-Trichlorphosphoranyliden-tert.-butylamin；P,P,P-Trichlor-N-tert.-butyl-phosphinimid；tert-Butylimido-phosphoric trichloride；tert-butylimino(trichloro)-λ5-phosphane
• CAS: 18854-80-3
• 化学式: C₄H₉Cl₃NP
• mdl: MFCD00216687
• 分子量: 208.455
• InChiKey: KMRKEUBRWTUMDV-UHFFFAOYSA-N

物化性质

• 密度：
  1.235 g/mL at 20 °C(lit.)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  12.4
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 危险品标志：
  C
• 安全说明：
  S26,S36/37/39,S43,S45
• 危险类别码：
  R34,R37
• 海关编码：
  2931900090
• 危险品运输编号：
  UN 3265 8/PG 2

反应信息

• 作为反应物：
  描述：

  N-叔丁基亚氨代磷酸三氯化物 在 水 作用下， 以 氯苯 为溶剂， 生成 dichlorophosphoryl t-butylamine
  参考文献：
  名称：

  Zhmurova,I.N. et al., Journal of general chemistry of the USSR, 1965, vol. 35, p. 1023 - 1026

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氨基-2-甲基丙烷盐酸盐 在 五氯化磷 作用下， 以 苯 为溶剂， 生成 N-叔丁基亚氨代磷酸三氯化物
  参考文献：
  名称：

  Zhmurova,I.N.; Drach,B.S., Journal of general chemistry of the USSR, 1964, vol. 34, # 5, p. 1446 - 1450

  摘要：

  DOI：

文献信息

• Guanidinophosphazenes:  Design, Synthesis, and Basicity in THF and in the Gas Phase
  作者：Alexander A. Kolomeitsev、Ilmar A. Koppel、Toomas Rodima、Jan Barten、Enno Lork、Gerd-Volker Röschenthaler、Ivari Kaljurand、Agnes Kütt、Ivar Koppel、Vahur Mäemets、Ivo Leito

  DOI：10.1021/ja053543n

  日期：2005.12.1

  dimethylamino (or tetramethylguanidino) fragments are replaced by methylated triguanide fragments, (tmg)2C=N-. The gas-phase basicity (around 300-310 kcal/mol) of the resulting base, [(tmg)2C=N-]3P=NH, having only one phosphorus atom, is predicted to exceed the basicity of (dma)3P=NH by more than 40 powers of 10 and to surpass also the basicity of the widely used commercial [(dma)3P=N]3P=N-t-Bu (t-BuP4)

  提出了创建新一代非离子超强碱的原理。它基于使用四甲基胍或容易获得的 1,3-二甲基咪唑烷-2-亚胺将四烷基胍基、1,3-二甲基咪唑烷-2-亚氨基或双（四烷基胍基）carbimino 基团连接到亚氨基正膦基团的磷原子上。已经合成了七种新的非离子超碱性磷腈碱，四甲基胍基取代了 P 原子。它们的碱强度是通过分光光度法滴定在四氢呋喃 (THF) 溶液中确定的，并与专为本研究设计的八种参考超碱 P2- 和 P4-亚氨基正膦进行比较。几种胍基和N',N',N'',N''的气相碱度 计算了-四甲基胍基(tmg)-取代的磷腈及其环状类似物，并确定了(tmg)3P=Nt-Bu和(tmg)3P=Nt-Bu x HBF4的晶体结构。对于 THF 介质中的四甲基胍基，该原理的巨大碱度增加效果得到了实验验证：当从 (dma)3P=Nt-Bu (pKalpha = 18.9) 移动到 (tmg)3P=Nt-Bu 时，碱度增加（
• Generation and Applications of the Hydroxide Trihydrate Anion, [OH(OH ₂ ) ₃ ] ⁻ , Stabilized by a Weakly Coordinating Cation
  作者：Robin F. Weitkamp、Beate Neumann、Hans‐Georg Stammler、Berthold Hoge

  DOI：10.1002/anie.201908589

  日期：2019.10.7

  strongly basic phosphazene (Schwesinger base) with water afforded the corresponding metastable hydroxide trihydrate [OH(OH2 )3 ]- salt. This is the first hydroxide solvate that is not in contact with a cation and furthermore one of rare known water-stabilized hydroxide anions. Thermolysis in vacuum results in the decomposition of the hydroxide salt and quantitative liberation of the free phosphazene base

  强碱性磷腈（Schwesinger碱）与水反应，得到相应的亚稳氢氧化物三水合物[OH（OH2）3]-盐。这是第一个不与阳离子接触的氢氧化物溶剂化物，而且是稀有的水稳定的氢氧根阴离子。真空中的热解导致氢氧化物盐的分解和游离磷腈碱的定量释放。此方法用于阴离子交换后从其盐酸盐合成Schwesinger碱，产率高达97％以上。该去质子方法也可用于使用氟仿（HCF3）作为三氟甲基结构单元和氢氧化钠作为正式去质子化剂的磷腈基催化的Ruppert-Prakash试剂Me3 SiCF3的制备。
• Kozlov, E. S, Journal of general chemistry of the USSR, 1980, vol. 50, # 11, p. 1958 - 1967
  作者：Kozlov, E. S

  DOI：——

  日期：——
• Higher-Order Cyclopropenimine Superbases: Direct Neutral Brønsted Base Catalyzed Michael Reactions with α-Aryl Esters
  作者：Eric D. Nacsa、Tristan H. Lambert

  DOI：10.1021/jacs.5b05033

  日期：2015.8.19

  The synthesis and characterization of six new classes of higher-order superbases, including five that incorporate cyclopropenimine functionality, has been achieved. We propose a nomenclature that designates these as the CG(2), GC(2), PC3, PC1, C-3, and GP(2) classes of superbases. The pK(BH+) values were measured to be between 29.0 and 35.6 in acetonitrile. Linear correlations of ten superbase basicities vs that of their substituents demonstrated the insulating effect of the cyclopropenimine core. The molecular structures of several of these materials were obtained by single-crystal X-ray analysis, revealing interesting aspects of conformational bias and non-covalent organization. The types of superbasic cores and substituents were each reliably shown to affect selectivity for deprotonation over alkylation. Higher-order cyclopropenimine and guanidine superbase stability to hydrolysis was found to correlate to basicity. Finally, a GC(2) base was found to catalyze conjugate additions of alpha-aryl ester pronudeophiles, representing the first report of a neutral Bronsted base to catalyze such reactions.
• Schwesinger, Reinhard; Schlemper, Helmut; Hasenfratz, Christian, Liebigs Annalen, 1996, # 7, p. 1055 - 1081
  作者：Schwesinger, Reinhard、Schlemper, Helmut、Hasenfratz, Christian、Willaredt, Juergen、Dambacher, Tim、Breuer, Thomas、Ottaway, Carol、Fletschinger, Michael、Boele, Joachim、Fritz, Hans、Putzas, Dietmar、Rotter, Heinz W.、Bordwell, Frederick G.、Satish, Amruthur V.、Ji, Guo-Zen、Peters, Eva-Maria、Peters, Karl、Von Schnering, Hans Georg、Walz, Leonhard

  DOI：——

  日期：——