1-Trimethylsiloxy-2-phenyl-2,3,3,3-tetramethyl-disilan | 67741-10-0

• 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-Trimethylsiloxy-2-phenyl-2,3,3,3-tetramethyl-disilan
• 英文别名: 1,1,1,2-Tetramethyl-2-phenyl-2-[(trimethylsilyl)oxy]disilane；trimethyl-(methyl-phenyl-trimethylsilyloxysilyl)silane
• CAS: 67741-10-0
• 化学式: C₁₃H₂₆OSi₃
• 分子量: 282.605
• InChiKey: FCDSFCSUUOTCAW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.74
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  甲基苯基二氯硅烷 在 lithium 作用下， 以 四氢呋喃 、 乙醚 、 正戊烷 为溶剂， 反应 26.0h， 生成 1-Trimethylsiloxy-2-phenyl-2,3,3,3-tetramethyl-disilan
  参考文献：
  名称：

  Reaktionen von Trimethylsiloxychlorsilanen (Me3SiO)Me2−nPhnSiCl (n=0,1,2) mit Lithium—Bildung von Trimethylsiloxy-substituierten Silyl- und Disilanyllithiumver- bindungen sowie Di- und Trisilanen

  摘要：

  The trimethylsiloxychlorosilanes (Me3SiO)Me2-nPhnSiCl (1: n = 0; 2: n = 1; 3: n = 2) were allowed to react with lithium metal in tetrahydrofuran (THF) and in a mixture of THF-diethylether-n-pentane in volume ratio 4:1:1 (Trapp mixture). The reaction of 1 with lithium metal in TNF under refluxing leads to the home-coupling product [(Me3SiO)Me2Si](2) (4). A mixture of 1 and Me3SiCl in molar ratio 1:2 reacts with lithium metal in THF to give 4 and the cross-coupling product (Me3SiO)Me2SiSiMe3 (7). The silyllithium derivatives Me3SiO(SiMePh)(n)Li (8: n= 1; 9: n = 2; 10: n = 3) and Me3SiSiMePhLi (11) are formed in the reaction of 2 with lithium metal in THF at - 78 degrees C and in the Trapp mixture at - 110 degrees C. Main product in both cases is 9. 8-11 are trapped by Me3SiCl and HMe2SiCl. The trapping products (Me2SiO)SiMePhSiMe3 (13a), Me3SiO(SiMePh)(2)SiMe2R (14a, 14b; a: R = Me, b: R = H), Me3SiO(SiMePh)(3)SiMe2R (15a, 15b) and Me3SiSiMePhSiMe2R (16a, 16b) are obtained. The reaction of 3 with lithium metal like 2 produces the silyllithium derivatives Me3SiO(SiPh2)(n)Li (18: n = 1, 19: n = 2) and Me3SiSiPh2Li (20), wich are frapped by Me3SiCl and HMe2SiCl to give the corresponding disilanes (Me3SiO)SiPh2SiMe2R (23a, 23b) and trisilanes Me3SiO(SiPh)(2)SiMe2R (24a, 24b) as well as Me3SiSiPh2SiMe2R (25a, 25b). In addition to 18, 19 and 20 LiSiPh2SiPh2Li (21) is formed in a small amount in the reaction of 3 with lithium metal at - 78 degrees C to afford tetrasilanes [RMe2SiPh2Si](2) (26a, 26b) after trapping by Me3SiCl and HMe2SiCl. The disilane (Me3SiO)SiMeR'SiMe3 (17) (R' = 3,4,5,6-tetrakis(trimethylsilyl)cyclohex-1-enyl) is produced by reaction of a mixture of 2 and Me3SiCl in molar ratio 1:6 with 6 equivalents of lithium at - 78 degrees C in THF. The reaction of a mixture of 3 and Me3SiCl in the molar ratio 1:10 with 11 equivalents of lithium under the same conditions gives (Me3SiO)SiR'2SiMe3 (27).

  DOI：

  10.1016/s0022-328x(99)00501-x

文献信息

• Photolysis of heptamethyl-2-phenyltrisilane and octamethyl-2,3-diphenyltetrasilane in the presence of dimethyl sulfoxide
  作者：Hiroshige Okinoshima、William P. Weber

  DOI：10.1016/s0022-328x(00)93288-1

  日期：1978.8

  Photolysis of heptamethyl-2-phenyltrisilane and of octamethyl-2,3-diphenyltetrasilane in the presence of dimethyl sulfoxide (DMSO) occurs by two major pathways. The first involves loss of methylphenylsilylene, which reacts with DMSO to yield methylphenylsilanone and dimethyl sulfide. Methylphenylsilanone has been trapped by reaction with hexamethylcyclotrisiloxane (VII) to yield heptamethylphenylcyclotetrasiloxane

  在二甲基亚砜（DMSO）存在下，七甲基-2-苯基三硅烷和八甲基-2,3-二苯基四硅烷的光解发生通过两个主要途径。第一个涉及甲基苯基亚甲硅的损失，该甲基苯基亚甲硅与DMSO反应生成甲基苯基硅酮和二甲基硫醚。甲基苯基硅酮已通过与六甲基环三硅氧烷（VII）反应生成七甲基苯基环四硅氧烷和1,1,3,3-四甲基-2-氧杂-1,3-二硅环戊烷（XIII）反应生成1,1,3,5,5-五甲基-3-苯基-2,4-二氧代-1,3,5-三硅杂环庚烷。第二种途径涉及DMSO的氧对苯基取代的硅原子的亲核攻击，导致苯基迁移至相邻的硅原子，并形成甲基（三甲基甲硅烷基）硅酮和二甲基硫醚。通过与反应生成七甲基（三甲基硅烷基）环四硅氧烷，通过XIII生成1,1,3,5,5-五甲基-3-三甲基硅烷基-2,4-二氧杂-1,3，从而捕获了甲基（三甲基硅烷基）硅酮。 5-三硅环庚烷。考虑了这些反应的可能机制。
• Razuvaev, G. A.; Brevnova, T. N.; Semenov, V. V., Journal of general chemistry of the USSR, 1987, vol. 57, p. 323 - 330
  作者：Razuvaev, G. A.、Brevnova, T. N.、Semenov, V. V.、Kornev, A. N.、Lopatin, M. A.、Egorochkin, A. N.

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  作者：Semenov, V. V.、Brevnova, T. N.、Khorshev, S. Ya.

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  作者：Semenov, V. V.、Kornev, A. N.、Brevnova, T. N.、Razuvaev, G. A.

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• OKINOSHIMA H.; WEBER W., J. ORGANOMETAL. CHEM., 1978, 155, NO 2, 165-173 D2#2#
  作者：OKINOSHIMA H.、 WEBER W.

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