1-methoxy-1-methyl-1-silacyclobutane | 20434-57-5

• 分子结构分类: 有机化合物
• 英文名称: 1-methoxy-1-methyl-1-silacyclobutane
• 英文别名: 1-methoxy-1-methylsilacyclobutane；1-methoxy-1-methyl-siletane；1-Methyl-1-methoxy-silacyclobutan；Methoxy-1-methyl-1-silacyclobutan；1-Methoxy-1-methylsilacyclobutan；1-Methoxy-1-methylsiletane
• CAS: 20434-57-5
• 化学式: C₅H₁₂OSi
• 分子量: 116.235
• InChiKey: SZMPOTNSNKYZSC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.61
• 重原子数：
  7
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-methoxy-1-methyl-1-silacyclobutane 在 二氧化硫 作用下， 反应 240.0h， 生成 6-methoxy-6-methyl-[1,2,6]oxathiasilinane 2-oxide
  参考文献：
  名称：

  Sultones et sultines有机金属盐VII。酸酐的插入反应碳化硅—碳：Sultines的有机硅

  摘要：

  研究了一些取代的硅杂环丁烷相对于二氧化硫的行为。甲硅烷基环丁烷的烷基化，芳基化和烷氧基化衍生物与SO 2反应，生成第一个“西拉苏啶”（2-oxo-4-sila-1,2-oxathianes）。通过化学和物理化学方法证明了插入产物的结构和构型分析。讨论了SO 2插入的机理。

  DOI：

  10.1016/s0022-328x(00)88668-4
• 作为产物：
  描述：

  甲醇 、 1-氯-1-甲基硅杂环丁烷 在 喹啉 作用下， 以 正戊烷 为溶剂， 生成 1-methoxy-1-methyl-1-silacyclobutane
  参考文献：
  名称：

  Sultonesorganicmétalliques：IV。磺化反应

  摘要：

  研究了一些取代的硅杂环丁烷相对于三氧化硫和其他磺化剂（SO 3 /二恶烷，三甲基甲硅烷基氯磺酸盐）的行为。硅环丁烷，2-甲基硅环丁烷和3-甲基硅环丁烷的1,1-二烷基化衍生物以及（CH 2）n Si（CH 2）3（n = 4或5）类型的螺环与三氧化硫反应生成4 -sila-1,4-丁磺酸内酯。另一方面，烷氧基化或二烷基胺化的衍生物通过官能团固定SO 3，从而得到XSO 2 O（R）Si（CH 2）3类型的硅烷基环丁烷基硫酸盐或氨基硫酸盐。（X = OR'，NR' 2）。1-甲基-1-苯基硅烷基环丁烷的磺化除预期的磺内酯外，主要导致1-甲基-1-硅烷基环丁苯磺酸盐。从Si 3 C，Si 3 N，Si 3 O和Si 3 Cl键中SO 3的插入产物的结构是由它们的红外和质子共振光谱推导出来的。考虑允许确定取代基在三氧化硫的插入方式上的作用和环丁烷Si 3 C键的反应性的反应机理。

  DOI：

  10.1016/s0022-328x(00)87837-7

文献信息

• Reactions of strained organosilicon heterocycles with nonacarbonyldi-iron(0). Part 2. Preparation and reactions of silaferracyclopentanes
  作者：Colin S. Cundy、Michael F. Lappert

  DOI：10.1039/dt9780000665

  日期：——

  The formation of silaferracyclopentanes, by the reaction of silacyclobutanes with iron carbonyls, is described and their properties and reactions are discussed. The parent complex, 2,2,2,2-tetracarbonyl-1,1 -dimethyl-1 -sila-2- ferracyclopentane, has been prepared by the reaction of Me2[graphic omitted]CH2 with [Fe(CO)9](the preferred route) or, under u.v. irradiation, with [Fe(CO)5] or [Fe3(CO)12];

  描述了通过硅烷基环丁烷与羰基铁反应形成硅烷基环戊烷的过程，并讨论了它们的性质和反应。母体络合物2,2,2,2-四羰基-1,1-二甲基-1 -sila-2-亚铁环戊烷已通过Me 2 [CH2Cl2] CH 2与[Fe（CO）9 ]（首选路线），或在uv照射下用[Fe（CO）5 ]或[Fe 3（CO）12 ]照射；它也由Na 2 [Fe（CO）4 ]和SiMe 2（CH 2 CH 2 CH 2Cl）Cl。描述了在硅上具有芳基，烷氧基或氯取代基的类似物，以及1,1,3,3-四甲基-1,3-二硅环丁烷和两个硅苯并环丁烯的衍生物。讨论了红外，1 H和13 C nmr以及质谱数据。硅烷四环戊烷的化学性质与母体硅环丁烷的化学性质形成对比。络合物SiMe 2）（CO）4显示出一些作为氢化硅烷化催化剂的活性。
• The one- and two-photon photochemistry of benzylsilacyclobutanes, acyclic benzylsilanes, and 1,1,2-triphenylsilacyclobutane
  作者：William J Leigh、Thomas R Owens

  DOI：10.1139/v99-249

  日期：2000.11.1

  The photochemistry of several α-silylbenzyl compounds has been investigated in hexane and in methanol solution. Direct photolysis of 1-benzyl-1-methylsilacyclobutane (1) in methanolic hexane solution produces 1-propyl-1-methyl-2,3-benzosilacyclobutene (6) in quantitative yield, by a sequential two-photon process involving the photoactive isotoluene derivative 1-methylene-6-(1-methylsilacyclobutyl)-2,4-cyclohexadiene (13a), which has been identified on the basis of its ¹H NMR and UV absorption spectra. In contrast, direct irradiation of 1-benzyl-1-phenylsilacyclobutane (2) under similar conditions results in the formation of a complex mixture of products consistent with the competing formation of 1-benzyl-1-phenylsilene and benzyl- and 1-phenylsilacyclobutyl radicals. The silene is a transient which has been detected directly by laser flash photolysis of 2 (λ_max = 315 nm, τ ~ 4.5 µs). Free radical formation is shown to be due to secondary photolysis of a second primary product, 1-methylene-6-(1-phenylsilacyclobutyl)-2,4-cyclohexadiene (13b), which has also been detected and identified by static UV absorption (λ_max = 335 nm) and ¹H NMR spectroscopy. In a reaction with some analogy to the acid-catalyzed desilylation of allylsilanes, both 13a and 13b can be intercepted in neutral or acidic methanol solution to yield toluene and 1-methyl- or 1-phenyl-1-methoxysilacyclobutane, respectively. Direct photolysis of benzyldimethylphenylsilane (4) also leads to the formation of the corresponding isotoluene derivative, while benzyltrimethylsilane (3) exhibits negligible photoreactivity. The endocyclic benzylsilane 1,1,2-triphenylsilacyclobutane (5) is shown to undergo competing [2 + 2]-cycloreversion and [1,3]-silyl migration to yield a bicyclic isotoluene analogue, which reacts rapidly with methanol to yield the acyclic methoxysilane reported previously to be the main product of photolysis of this silacyclobutane in methanol solution. Relative quantum yields for isotoluene formation from photolysis of 1-4 and absolute rate constants for methanolysis of several of these compounds under neutral and acidic conditions have also been determined.Key words: photochemistry, organosilicon, benzylsilane, silacyclobutane, silene, kinetics, isotoluene.

  已完成。
• Reactions of alkoxy and amino derivatives of silacyclobutane with amino alcohols
  作者：V. A. Pestunovich、N. F. Lazareva、A. I. Albanov、E. N. Buravtseva、L. E. Gusel’nikov

  DOI：10.1134/s1070363206060132

  日期：2006.6

  2-(NN-Dimethylamino)ethanol readily replaces the MeO and Et2N groups in 1-methoxy-1-methyl-, 1,1-dimethoxy-, 1-diethylamino-1-methyl- and 1,1-bis(diethylamino)-1-silacyclobutanes to form dimethylaminoethoxy derivatives. Triethanolamine and NN-bis(2-hydroxyethyl)glycinamide split the silacyclobutane ring in 1,1-dimethoxy-1-silacyclobutane to form 1-propylsilathrane and 1-propyl-2-azasilathran-3one, respectively.