methylene-bis(dimethylaminochlorophosphane) | 121503-58-0

• 分子结构分类: 有机化合物 - 有机磷化合物
• 英文名称: methylene-bis(dimethylaminochlorophosphane)
• 英文别名: N-[chloro-[[chloro(dimethylamino)phosphanyl]methyl]phosphanyl]-N-methylmethanamine
• CAS: 121503-58-0；147493-19-4；147493-28-5
• 化学式: C₅H₁₄Cl₂N₂P₂
• 分子量: 235.033
• InChiKey: KEPHAWSGUJWDOY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.17
• 重原子数：
  11.0
• 可旋转键数：
  4.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  6.48
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  methylene-bis(dimethylaminochlorophosphane) 在 硼烷四氢呋喃络合物 作用下， 以 正己烷 为溶剂， 生成
  参考文献：
  名称：

  2,3-Dihydro-1H-naphtho[1,8-de][1,3]diphosphinines

  摘要：

  The reactions of 1,3-diphosphaphenalene 3 with sulfur, borane-tetrahydrofuran, and transition metal carbonyls are reported.

  DOI：

  10.1080/10426507.2010.514684
• 作为产物：
  描述：

  N,N-二甲基三甲基硅胺 、 双(二氯磷氢基)甲烷 以 Petroleum ether 为溶剂， 以60%的产率得到methylene-bis(dimethylaminochlorophosphane)
  参考文献：
  名称：

  Synthesis of 1,3‐Diphospha‐2,3‐dihydro‐1 H ‐phenalenes

  摘要：

  AbstractThe reaction of 1,8‐dilithionaphthalene (1) with methylenebis[(dialkylamino)chlorophosphanes] [R2N(Cl)PCH2P(Cl)NR2; R = Me (2a), Et (2b)] leads to the formation of new heterocyclic compounds, 1,3‐diphospha‐2,3‐dihydro‐1H‐phenalenes 3a,b as a mixture of cis and trans isomers. DFT calculations indicate that the cis isomers are thermodynamically more stable by about 1–3 kcal/mol than the trans isomers. Compounds 3a,b can be converted into dithio the derivatives 5a,b and the borane complexes 6a,b, which were characterized by NMR spectroscopy and investigated by X‐ray diffraction analysis. The dialkylamino groups in 3 can be substituted by chlorine to give the chlorophosphane 7.

  DOI：

  10.1002/ejic.200901033

文献信息

• An Unusual Oxidation of 1,5-Dimethyl-2,4-bis(dialkylamino)-1,5-diaza-2,4-diphosphinan-6-one with Hexafluoroacetone
  作者：Igor V. Shevchenko、Rostislav N. Mikolenko、Alexander N. Chernega、Eduard B. Rusanov、Hansjoerg Grützmacher

  DOI：10.1002/1099-0682(20011)2001:1<195::aid-ejic195>3.0.co;2-z

  日期：2001.1

  The oxidation of heterocycles 5a,b, or 9 containing a methylenediphosphane unit, with hexafluoroacetone does not lead to the expected dioxaphospholane heterocycles, but yields unstable carbodiphosphoranes 6a,b or ylide 10 respectively, which then react easily with HFA to give the stable intermediate products 7a,b or 11 of the Wittig reaction.

  含有亚甲基二膦单元的杂环 5a、b 或 9 用六氟丙酮氧化不会产生预期的二氧杂膦杂环，但分别产生不稳定的碳二正膦 6a、b 或叶立德 10，然后它们很容易与 HFA 反应得到稳定的中间产物Wittig 反应的 7a、b 或 11。
• The Synthesis and Structure of P−C−P Bridged Ferrocene
  作者：Igor Shevchenko、Dmitrii Shakhnin、Hongming Zhang、Michael Lattman、Gerd‐Volker Röschenthaler

  DOI：10.1002/ejic.200390150

  日期：2003.3

  dilithioferrocene 12 with methylene-bis(dialkylaminochlorophosphanes) 13a,b (a = CH3, b = C2H5) leads to the formation of compounds 14a,b in which the two cyclopentadiene rings are bridged by a P−C−P chain. Because of the cyclic structure, cis- and trans-isomerism is expected. The cis- and trans-isomers of the sulfur derivative 16b have been separated by column chromatography. (© Wiley-VCH Verlag GmbH & Co.

  二锂硫二茂铁 12 与亚甲基-双（二烷基氨基氯膦）13a、b（a = CH3、b = C2H5）的反应导致形成化合物 14a、b，其中两个环戊二烯环由 P-C-P 链桥接。由于环状结构，预计会出现顺式和反式异构现象。硫衍生物16b的顺式和反式异构体已通过柱色谱分离。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)
• Shevchenko, I. V.; Furmanova, M. V.; Kukhar, V. P., Zeitschrift fur Naturforschung, B: Chemical Sciences, 1992, vol. 47, # 2, p. 258 - 262
  作者：Shevchenko, I. V.、Furmanova, M. V.、Kukhar, V. P.、Schmutzler, R.

  DOI：——

  日期：——
• Hietkamp, Sibbele; Sommer, Herbert; Stelzer, Othmar, Chemische Berichte, 1984, vol. 117, # 12, p. 3400 - 3413
  作者：Hietkamp, Sibbele、Sommer, Herbert、Stelzer, Othmar

  DOI：——

  日期：——
• Bitterer, Frank; Brauer, David J.; Doerrenbach, Frank, Zeitschrift fur Naturforschung, B: Chemical Sciences, 1992, vol. 47, # 11, p. 1529 - 1540
  作者：Bitterer, Frank、Brauer, David J.、Doerrenbach, Frank、Fischer, Joerg、Stelzer, Othmar

  DOI：——

  日期：——