trichloro(mesityl)stannane | 108343-64-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: trichloro(mesityl)stannane
• 英文别名: mesityltin trichloride；MesSnCl3；Trichloro-(2,4,6-trimethylphenyl)stannane
• CAS: 108343-64-2
• 化学式: C₉H₁₁Cl₃Sn
• 分子量: 344.255
• InChiKey: BRZAAZGKKYVZKR-UHFFFAOYSA-K

物化性质

• 熔点：
  80-80.5 °C
• 沸点：
  115-117 °C(Press: 0.04 Torr)

计算性质

• 辛醇/水分配系数(LogP)：
  3.47
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  trichloro(mesityl)stannane 、 1-溴-2,4,6-三叔丁基苯 以 petroleum ether 为溶剂， 生成 (S)-7-(2-(3,5-di-tert-butylphenyl)-2-methylpropyl)-3,5-dimethyl-7-(2,4,6-tri-tert-butylphenyl)-7-stannabicyclo[4.2.0]octa-1(6),2,4-triene
  参考文献：
  名称：

  Verbindungen des Germaniums und Zinns

  摘要：

  Reaction of trichloro(mesityl)stannane with 2,4,6-tri-t-butylphenyllithium (ArLi) in a 1/2 molar ratio, by rearrangement of one aryl group leads to chloro(mesityl)-2,4,6-tri-t-butylphenyl-[2-methyl-2(3,5-di-t-butylphenyl)propyl]stannane (3). Treatment of 3 with t-butyllithium gives the sterically congested stannacyclobutene derivative 4 which is fully characterized including an X-ray structure analysis.

  DOI：

  10.1016/0022-328x(91)80134-6
• 作为产物：
  描述：

  双(2,4,6-三甲基苯基)汞 以 乙腈 为溶剂， 生成 trichloro(mesityl)stannane
  参考文献：
  名称：

  Berwe, Hermann; Haas, Alois, Chemische Berichte, 1987, vol. 120, p. 1175 - 1182

  摘要：

  DOI：

文献信息

• Selective and Mild Synthesis of Mono- and Diarylated Group 13−15 Halides Using [CuMes]<i>_n</i>, a Readily Available, Thermally Stable Organocopper(I) Reagent
  作者：Frieder Jäkle、Ian Manners

  DOI：10.1021/om9901224

  日期：1999.7.1

  an alternative to less selective organolithium and Grignard reagents or toxic mercury, tin, and organozinc compounds. [CuMes]5·toluene (1) was found to readily react with various main group metal halides MXn and RMXn (M = B, Sn; X = Cl, Br; R = nBu, Ph, 1,1‘-fc) to give, depending on the stoichiometry of the reactions, monoarylated, diarylated, or mixed substituted species MesMXn-1, Mes2MXn-2, and

  有人研究了使用MESitylcopper（一种可溶性的，热稳定的芳基铜化合物）替代选择性较低的有机锂和格氏试剂或有毒的汞，锡和有机锌化合物的方法。[CuMES] 5 ·甲苯（1）易于与各种主族金属卤化物MX n和RMX n反应（M = B，Sn； X = Cl，Br； R = n Bu，Ph，1,1'- FC），得到，这取决于反应的化学计量，monoarylated，diarylated，或混合取代的物种MESMX ñ - 1，MES 2 MX ñ - 2，和MESRMX ñ - 1（2 -5）高产。
• Reverse Kocheshkov reaction – Redistribution reactions between RSn(OCH2CH2NMe2)2Cl (R=Alk, Ar) and PhSnCl3: Experimental and DFT study
  作者：Ivan A. Portnyagin、Valery V. Lunin、Mikhail S. Nechaev

  DOI：10.1016/j.jorganchem.2008.09.043

  日期：2008.12

  A series of organotin compounds bearing two intramolecular N -> Sn coordination bonds RSn(OCH2CH2NMe2)(2)Cl (R = Me (4), n-Bu (5), Mes (6)) were synthesized in good yields. These compounds as well as 2 (R = Ph) react with PhSnCl3 to give redistribution products RPhSnCl2 and (Me2NCH2CH2O)(2)SnCl2 (3). The direction of redistribution reactions is reverse to Kocheshkov reaction. DFT calculations have shown that the driving force of the reactions is formation of intramolecular N? Sn coordination bonds in (RO)(2)SnCl2 (3), the Lewis acid stronger than RSn(OR)(2)Cl (2, 4-6). The mechanism of the redistribution reaction between 2 and PhSnCl3 consists of two steps: (1) initial exchange of OCH2CH2NMe2 and Cl to give PhSn(OCH2CH2NMe2)Cl-2 (7) followed by (2). Ph and OCH2CH2NMe2 exchange. (C) 2008 Elsevier B.V. All rights reserved.
• Sterically hindered organotin compounds
  作者：Paul Brown、Mary F. Mahon、Kieran C. Molloy

  DOI：10.1016/0022-328x(92)83397-z

  日期：1992.9

  Reaction of mesityllithium with SnCl4 (2:1) gives (mesityl)2SnCl2, While the corresponding reaction using mesitylmagnesium bromide gives a mixture of halogenato-products (MeSityl)2SnCl2, (mesityl)2SnBr2 and (mesityl)2SnClBr. Reaction of this latter mixture with SnCl4 (1:1) gives the full range of (mesityl)SnXnY3-n (X = Cl, Y = Br). In contrast, the more sterically demanding carbanion source 2,4,6-iPr3C6H2Li reacts with SnCl4 or SnBr4 (1:1) to give the coupled ditin product (2,4,6-iPr3C6H2)4Sn2(hal)2. The structure of the bromide, [(2,4,6-iPr3C6H2)4Sn2Br2] (Sn-Sn) has been determined and shown to consist of molecular units in an approximately staggered conformation, with an Sn-Sn distance of 2.841(1) angstrom. The molecule is highly sterically congested, leading to non-equivalence of methyl groups in some isopropyl units owing to hindered rotation about C-C and C-Sn bonds.
• Haas, Alois, Pure and Applied Chemistry, 1991, vol. 63, p. 1577 - 1590
  作者：Haas, Alois

  DOI：——

  日期：——
• BERWE H.; HAAS A., CHEM. BER., 120,(1987) N 7, 1175-1182
  作者：BERWE H.、 HAAS A.

  DOI：——

  日期：——