N,N-dimethylsilylamine | 2875-98-1

• 分子结构分类: 有机化合物 - 有机盐 - 有机金属盐
• 英文名称: N,N-dimethylsilylamine
• 英文别名: dimethylaminosilane；dimethyl-silanyl-amine；Dimethyl-silyl-amin；Dimethylamino-silan；N-Silyldimethylamin；(Dimethylamino)-silane；N-methyl-N-silylmethanamine
• CAS: 2875-98-1
• 化学式: C₂H₉NSi
• 分子量: 75.1857
• InChiKey: AHJCYBLQMDWLOC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.17
• 重原子数：
  4
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N,N-dimethylsilylamine 393.0 ℃ 、13.33 kPa 条件下， 生成 bis(dimethyl amino) silane
  参考文献：
  名称：

  Kinetics of Silylene Insertion into N−H Bonds and the Mechanism and Kinetics of the Pyrolysis of Dimethylsilylamine

  摘要：

  Product and kinetic data on the copyrolysis of silane with ammonia and of silane with dimethylamine are reported. The main products of the SiH4/NH3 reaction are disilane and silylamine, and the main products of the SiH4/Me2NH reaction are Si2H6 and Me2NSiH3. The silylamine products are produced by SiH2 insertions into the N-H bonds of the amine reactants, and rate constants for this insertion lie in the k(2) similar to 2 x 10(9) M-1 s(-1) range, with no temperature dependence within the errors. Kinetic and product data on the pyrolysis of dimethysilylamine are also presented. Reactant loss followed reasonable first-order kinetics and produced rate constants consistent with Arrhenius parameters of log A(sec(-1)) = 12.64 +/- 0.98 and E = 48.02 +/- 3.1 kcal/mol. A mechanism of reaction, based on the kinds of silylene intermediate reactions expected, is presented. Comparisons of mechanistic expectations with the product data, however, indicate a more complex reaction system.

  DOI：

  10.1021/jp981436s
• 作为产物：
  描述：

  二甲胺 在 溴硅 作用下， 生成 N,N-dimethylsilylamine
  参考文献：
  名称：

  Sujishi; Witz, Journal of the American Chemical Society, 1954, vol. 76, p. 4634

  摘要：

  DOI：

文献信息

• The reactions of some silylamines with carbon dioxide and related molecules
  作者：E. A. V. Ebsworth、G. Rocktäschel、J. C. Thompson

  DOI：10.1039/j19670000362

  日期：——

  Trisilylamine and N-methyldisilylamine do not react with carbon dioxide, carbon disulphide, or carbon oxysulphide at up to 100° and pressures up to 30 atmospheres. NN-Dimethylsilylamine combines with carbon dioxide to give silyl NN-dimethylcarbamate, and with carbon disulphide to give silyl NN-dimethyldithiocarbamate; with carbon oxysulphide, a compound is produced, formulated as O-silyl NN-dimethylmonothiocarbamate

  三甲硅烷基胺和N-甲基二甲硅烷基胺在高达100°C和高达30个大气压的压力下不会与二氧化碳，二硫化碳或氧硫化碳反应。NN -Dimethylsilylamine结合了二氧化碳，得到甲硅烷基NN -dimethylcarbamate，用二硫化碳，得到甲硅烷基NN -dimethyldithiocarbamate; 与氧硫化碳的化合物产生，配制成直径： -甲硅烷NN -dimethylmonothiocarbamate，其NMR谱指示关于我的旋转2 N-C键被限制。
• New Derivatives of the Silyl Radical
  作者：H. J. EMELÉUS、NICHOLAS MILLER

  DOI：10.1038/142996b0

  日期：1938.12

  THE compound monochlorosilane, SiH3Cl, prepared in 1919 by Stock, was shown by him to yield volatile monomeric derivatives in its reactions with water and ammonia. With water it forms the compound (SiH3)2O, which is a gas, b.p.—15.2° ; and with ammonia the product is an amine-like body of the formula N(SiH3)3, b.p. + 52°. This field appeared to us to be one which was capable of great extension, and we have already made a number of interesting observations. Thus we find that monochlorosilane reacts spontaneously and quantitatively with methyl-amine according to the equation: The product, methyldisilylamine, is a liquid, b.p. + 32.3°, which is stable in air, but is quantitatively hydrolysed by alkali: its formula has been established by analysis and by vapour density determinations. It differs from aliphatic amines in being quantitatively decomposed by hydrogen chloride: Ethyldisilylamine, prepared by identical methods, is a liquid of very similar properties, boiling at + 65.9°.

  1919年，斯托克制备的化合物一氯硅烷SiH3Cl，被他证实能与水和氨反应生成挥发性的单体衍生物。与水反应生成化合物(SiH3)2O，这是一种气体，沸点为-15.2°C；与氨反应生成一种类似胺的物质，分子式为N(SiH3)3，沸点为+52°C。在我们看来，这个领域有很大的扩展潜力，我们已经观察到了许多有趣的现象。例如，我们发现一氯硅烷会自发地、定量地与甲胺反应，生成产物甲基二硅胺，这是一种液体，沸点为+32.3°C，它在空气中稳定，但会被碱定量水解：其分子式已通过分析和蒸汽密度测定确定。它与脂肪胺的不同之处在于会被盐酸定量分解：通过相同的方法制备的乙基二硅胺，是一种性质非常相似的液体，沸点为+65.9°C。
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: B: B-Verb.4, 4.4.1, page 110 - 117
  作者：

  DOI：——

  日期：——
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Si: MVol.B, 255, page 693 - 696
  作者：

  DOI：——

  日期：——
• 175. Derivatives of monosilane. Part I. The reactions of chlorosilane with aliphatic amines
  作者：H. J. Emeléus、Nicholas Miller

  DOI：10.1039/jr9390000819

  日期：——

表征谱图