1,1,2,2-tetramethyl-1,2-di-1-propynyl-disilane | 167393-93-3

• 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
• 英文名称: 1,1,2,2-tetramethyl-1,2-di-1-propynyl-disilane
• 英文别名: 1,2-dipropynyl-1,1,2,2-tetramethyldisilane；1,1,2,2-Tetramethyldi(1-propynyl)disilane；1,2-di(1-propynyl)tetramethyldisilane；[Dimethyl(prop-1-ynyl)silyl]-dimethyl-prop-1-ynylsilane
• CAS: 167393-93-3
• 化学式: C₁₀H₁₈Si₂
• 分子量: 194.424
• InChiKey: AAVQMXLXMKYAQD-UHFFFAOYSA-N

物化性质

• 沸点：
  197.7±23.0 °C(Predicted)
• 密度：
  0.839±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.61
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  二氯二茂锆 、 1,1,2,2-tetramethyl-1,2-di-1-propynyl-disilane 在 C₄H₉Li 作用下， 以 not given 为溶剂， 以100%的产率得到
  参考文献：
  名称：

  Zirconocene Coupling Route to 1,2-Disilacyclobutanes

  摘要：

  锆烯介导的双（甲氧基乙炔基）二硅烷（1a 和 1e–g）的偶联反应生成了锆环（2a 和 2e–g），随后通过质子解离和与锡的转金属反应，再进行迪尔斯–阿尔德反应，转化为3,4-二烷基烯和3,4-苯基-1,2-二硅环丁烷（3a 和 6e–g）。它们的硅-硅键对钯催化剂具有反应性，生成了双硅化和硅基-赫克产物（8, 9 和 10）。

  DOI：

  10.1246/cl.2000.1082
• 作为产物：
  描述：

  1,2-二氯四甲基二硅烷 、 丙炔 在 正丁基锂 作用下， 以 正己烷 为溶剂， 反应 12.0h， 以80%的产率得到1,1,2,2-tetramethyl-1,2-di-1-propynyl-disilane
  参考文献：
  名称：

  Organo‐Substituted 1,2‐Dihydro‐1,2,5‐Disilaborepines

  摘要：

  Abstract1,2‐Di‐1‐propynyl‐tetramethyldisilan (1) reacts with triorganoboranes R3B [R = Et (2a), CH2Ph (2c), 2‐thienyl (2d)], 9‐ethyl‐9‐borabicyclo[3.3.1]nonane (3), and diethyl(N‐pyrrolyl)borane (4) by twofold 1,1‐organoboration to give selectively the respective organo‐substituted 1,2‐dihydro‐1,2,5‐disilaborepines 5a‐d,6, and 7 in high yields. The compounds 5–7 were characterized by 1H‐, 11B‐, 13C‐, and 29Si‐NMR spectroscopy in solution. The molecular structures of the distance 1 and of the heterocycle 5c were determined by X‐ray structure analysis.

  DOI：

  10.1002/cber.19971300928

文献信息

• Cyclopolymerization of 1,2-Diethynylperalkyldisilanes Using Molybdenum Alkylidene Initiators
  作者：Jennifer L. Maciejewski、Guillermo C. Bazan、George Rodriguez

  DOI：10.1021/om00007a041

  日期：1995.7

  1,2-Diethynyl-1,1,2,2-tetraalkyldisilanes were polymerized using only the most active Schrock molybdenum alkylidene initiators (Mo(NAr)(CHCMe(2)Ph)(OR)(2) (OR = OC(CF3)(2)Me, Ar = 2,6-C6H3-i-Pr-2-or 2,6-C6H3-Me(2))). Other less active initiators (Mo(NAr)(CHCMe(2)Ph)-(OCMe(3))(2)) and monomers (1,2-dipropynyl-1,1,2,2-tetramethyldisilane) yielded monoinserted products that give insight into factors controlling the mechanism of these reactions.
• 1-Boraadamantane: Reactivity Towards Di(1-alkynyl)silicon and -tin Compounds: First Access to 7-Metalla-2,5-diboranorbornane Derivatives
  作者：Bernd Wrackmeyer、Wolfgang Milius、Elena V. Klimkina、Yuri N. Bubnov

  DOI：10.1002/1521-3765(20010216)7:4<775::aid-chem775>3.0.co;2-v

  日期：2001.2.16

  1-Boraadamantane (1) reacts with di(l-alkynyl)silicon and -tin compounds 2 (Me2M(C=CR)(2): M = Si. R = Me (a), tBu (b), SiMe3 (c): M = Sn, R = SiMe3 (e)) in a 1:1 ratio by intermolecular 1,1-alkylboration, followed by intramolecular 1,1-vinylboration, to give siloles 5a-c and the stannole 5e, respectively, in which the tricyclic 1-boraadamantane system is enlarged by two carbon atoms. Owing to the high reactivity of 1, a second fast intermolecular 1,1-alkylboration competes with the intramolecular 1,1-vinylboration as the second major step in the reaction if the substituent R at the C=C bond is small (2a) and/or if the M-Cr bond is also highly reactive, as in 2d (M = Sn, R = Me) and 2e (M = Sn, R = SiMe3). This leads finally to the novel octacyclic 7-metalla-2,5-diboranorbornane derivatives 8a, 8d, and 8e, of which 8e was characterized by X-ray analysis in the solid state, 1. 1,2,2-Tetramethyldi(1-propynyl)disilane, MeC=C-SiMe2SiMe2-C=CMe (3), re acts with 1 to give mainly a 1,2-dihydro-1,2.5-disilaborepine derivative 9 and the octacyclic compound 11, which is analogous to 8a but with an Me4Si2 bridge. All new products were characterized in solution by H-1, B-11, C-13,Si-29, and Sn-119 NMR spectroscopy. For 8 and 11, highly resolved Si-29 and Sn-119 NMR spectra revealed the first two-bond isotope-induced chemical shifts, (2)Delta B-10/11(Si-29) and (2)Delta B-10/11(Sn-119) respectively, to be reported.
• Reaction of 1-alkynylsilanes with triallylborane—competition between 1,1- and 1,2-allylboration
  作者：Bernd Wrackmeyer、Oleg L. Tok、Yuri N. Bubnov

  DOI：10.1016/s0022-328x(98)01152-8

  日期：1999.5

  The reaction of triallylborane (All(3)B, 1) with various 1-alkynylsilanes of the type Me3Si-C=CR1 [R-1 = H (2a), Me (2b), Ph (2c), C=C-SiMe3 (2d), SiMe3 (2e)], Ph3Si-C=CPh (3) MeC=C-SiMe2SiMe2-C=CMe (4) and Me2Si(Cl)-C=CPh (5) was studied. Triallylborane 1 turned out to be much more reactive than other triorganoboranes R3B (e.g. R = Et, Ph). In the cases of 2 and 5, the products are organometallic-substituted alkenes 6 and 11, respectively, with the boryl and silyl group in cis-positions as the result of selective 1,1-allylboration (via cleavage of the Si-CE bond) or mixtures of such and other alkenes 7 or 8 because of competition between 1,1- and 1,2-allylboration (the composition of these mixtures depends on the polarity of the solvent). In the case of 4, the 1,2-dihydro-1,2-disilaborepine derivative 12 is formed selectively (twofold 1,1-allylboration). The alkyne 3 did not react with 1. The products were characterised by H-1-, B-11-, C-13- and Si-29-NMR spectroscopy. (C) 1999 Elsevier Science S.A. All rights reserved.