2,5-二氯-2,5-二甲基-2,5-二硅杂-3-己炔 | 18156-91-7

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 中文名称: 2,5-二氯-2,5-二甲基-2,5-二硅杂-3-己炔
• 英文名称: bis(chlorodimethylsilyl)acetylene
• 英文别名: 1,2-bis(dimethylchlorosilyl)ethyne；Si,Si'-dichloro-Si,Si,Si',Si'-tetramethyl-Si,Si'-ethynediyl-bis-silane；Bis-(chlor-dimethyl-silyl)-acetylen；Si,Si'-Dichlor-Si,Si,Si',Si'-tetramethyl-Si,Si'-aethindiyl-bis-silan；chloro-[2-[chloro(dimethyl)silyl]ethynyl]-dimethylsilane
• CAS: 18156-91-7
• 化学式: C₆H₁₂Cl₂Si₂
• 分子量: 211.238
• InChiKey: ONPUQFXWWSFDGE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.96
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• 海关编码：
  2931900090

反应信息

• 作为反应物：
  描述：

  2,5-二氯-2,5-二甲基-2,5-二硅杂-3-己炔 在 lithium aluminium tetrahydride 、 溴 作用下， 以 乙醚 为溶剂， 生成 tetrakis(dimethylsilyl)ethylene
  参考文献：
  名称：

  Tris(t-butyldimethylsilyl)trimethylsilylethylene and Tetrakis(dimethylsilyl)ethylene. The Most Twisted and Untwisted Tetrasilylethylenes

  摘要：

  制备了三(叔丁基二甲基硅烷基)三甲基硅基乙烯和四(二甲基硅烷基)乙烯。通过 X 射线衍射确定了这些最扭曲和非扭曲烯烃的结构。

  DOI：

  10.1246/cl.1988.965
• 作为产物：
  描述：

  1,2-Bis-(hydroxy-dimethyl-silyl)-acetylen 在 吡啶 、 氯化亚砜 作用下， 生成 2,5-二氯-2,5-二甲基-2,5-二硅杂-3-己炔
  参考文献：
  名称：

  Oxygen-containing organosilicon compounds communication 7. Acetylenic and enynic silanols and their reactions

  摘要：

  DOI：

  10.1007/bf00846955

文献信息

• Formation of a 1-Zircona-2,5-disilacyclopent-3-yne: Coordination of 1,4-Disilabutatriene to Zirconocene?
  作者：Martin Lamač、Anke Spannenberg、Haijun Jiao、Sven Hansen、Wolfgang Baumann、Perdita Arndt、Uwe Rosenthal

  DOI：10.1002/anie.201000021

  日期：2010.4.6

  Alkyne under stress: A novel metallacycle containing one Zr atom, two Si atoms, and a CC bond has been prepared and its structure elucidated (Zr green, Si blue, C gray). According to X‐ray data, spectral properties, and DFT calculations, the bonding situation in this compound is characterized as a 1‐metalla‐2,5‐disilacyclopent‐3‐yne with a weak metal–triple‐bond interaction.

  应力下的炔烃：制备了一种新型金属环，该金属环包含一个Zr原子，两个Si原子和一个CC键，并阐明了其结构（Zr绿色，Si蓝色，C灰色）。根据X射线数据，光谱性质和DFT计算，该化合物的键合情况表征为1-金属1,2,5-二硅环戊基-3炔，具有弱的金属-三键相互作用。
• Nature Chooses Rings: Synthesis of Silicon-Containing Macrocyclic Peroxides
  作者：Ashot V. Arzumanyan、Roman A. Novikov、Alexander O. Terent’ev、Maxim M. Platonov、Valentin G. Lakhtin、Dmitry E. Arkhipov、Alexander A. Korlyukov、Vladimir V. Chernyshev、Andrew N. Fitch、Alexander T. Zdvizhkov、Igor B. Krylov、Yury V. Tomilov、Gennady I. Nikishin

  DOI：10.1021/om500095x

  日期：2014.5.12

  The reactions of 1,2-bis(dimethylchlorosilyl)ethane (1), 1,2-bis(dimethylchlorosilyl)ethene (6), and 1,2-bis(dimethylchlorosilyl)ethyne (7) with gem-bis-(hydroperoxides) 2a-h and 1,1'-bis( hydroperoxy)bis-(cycloalkyl)peroxides 4a-c were found to proceed in an unusual way. Thus, the reactions do not give the expected polymeric peroxides; instead, they produce cyclic silicon-containing peroxides containing 2, 4, or 6 silicon atoms in the ring: 9- (3a-h), 12- (5a-c), 18- (8, 12), 24- (9, 10), 27- (13), and 36-membered (11) compounds. The size of the rings produced in the reactions increases in the series 1,2-bis(dimethylchlorosilyl)ethane < 1,2-bis(dimethylchlorosilyl)ethene < 1,2-bis(dimethylchlorosilyl)ethyne. The resulting 9- and 12-membered cyclic peroxides are stable under ambient conditions. These compounds were isolated by chromatography and characterized by H-1, C-13, and Si-29 NMR spectroscopy, X-ray diffraction, elemental analysis, and high-resolution mass spectrometry. The yields vary from 77 to 95%. Structures of the larger-size rings (18-, 24-, 27-, and 36-membered peroxides) were confirmed by H-1, C-13, and Si-29 NMR spectroscopy using 2D (COSY, HSQC, and HMBC), 2D DOSY H-1, 3D H-1-Si-29 HMBC-DOSY NMR experiments, and elemental analysis.
• Acetylenic Silicon Derivatives^*
  作者：Kurt C. Frisch、Robert B. Young

  DOI：10.1021/ja01139a035

  日期：1952.10
• Sheludyakov, V. D.; Korshunov, A. I.; Lakhtin, V. G., Journal of general chemistry of the USSR, 1986, vol. 56, # 12, p. 2429 - 2435
  作者：Sheludyakov, V. D.、Korshunov, A. I.、Lakhtin, V. G.、Timofeev, V. S.、Slyusarenko, T. F.、et al.

  DOI：——

  日期：——
• Cobalt carbonyl complexes of functional ethynylsilanes. Reactivity at the silicon atom
  作者：Robert J. P. Corriu、Joel J. E. Moreau、Herve. Praet

  DOI：10.1021/om00114a007

  日期：1989.12.1